Works (379)

Updated: May 2nd, 2024 05:03

2024 article

Customizable Porphyrin Platform Enables Folate Receptor PET Imaging Using Copper-64

Houson, H. A., Wu, Z., Cao, P.-L. D., Lindsey, J. S., & Lapi, S. E. (2024, April 16). MOLECULAR PHARMACEUTICS, Vol. 4.

By: H. Houson*, Z. Wu*, P. Cao n, J. Lindsey n & S. Lapi*

author keywords: copper-64; folate; ovarian cancer; porphyrin; positron emission tomography; radiotherapy; theragnostic; water-soluble
Sources: NC State University Libraries, Web Of Science
Added: April 29, 2024

2024 article

On the Pelletier and Caventou (1817,1818) papers on chlorophyll and beyond

Govindjee, G., Stirbet, A., Lindsey, J. S., & Scheer, H. (2024, March 15). PHOTOSYNTHESIS RESEARCH, Vol. 3.

By: G. Govindjee*, A. Stirbet, J. Lindsey n & H. Scheer*

author keywords: Chlorophyll; Hans Fischer; Alexander Krasnovsky; Eugene Rabinowitch; Richard Wilstatter; Robert Woodward
Sources: NC State University Libraries, Web Of Science
Added: April 8, 2024

2024 article

Rapid screening of dyes for self-aggregation, adsorption and metabolic integrity - Quantitative metrics as a prelude to biological studies

Liu, Q., Taniguchi, M., Goel, S., & Lindsey, J. S. (2024, April). DYES AND PIGMENTS, Vol. 223.

author keywords: Aqueous; Beer's law; Chromophore; Drug development; Hepatic metabolism; logP; Membranes; Non-specific binding; Resins
UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, ORCID, Web Of Science
Added: February 1, 2024

2024 article

Synthesis of chiral hexynones for use as precursors to native photosynthetic hydroporphyrins

Nguyen, K. C., Chung, D. T. M., Nalaoh, P., & Lindsey, J. S. (2024, January 11). NEW JOURNAL OF CHEMISTRY, Vol. 1.

Sources: NC State University Libraries, Web Of Science
Added: January 22, 2024

2023 journal article

Absorption and fluorescence spectra of open-chain tetrapyrrole pigments-bilirubins, biliverdins, phycobilins, and synthetic analogues

JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY C-PHOTOCHEMISTRY REVIEWS, 55.

By: M. Taniguchi n & J. Lindsey n

author keywords: Bile pigment; Bilin; Biliprotein; Luciferin; Phycobilin; Phyllobilin; Phytochrome
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 21, 2023

2023 journal article

Article Tethered Indoxyl-Glucuronides for Enzymatically Triggered Cross-Linking

MOLECULES, 28(10).

author keywords: chromogenic; dimerization; beta-glucuronidase; indigoid; indole; oxidation
MeSH headings : Rats; Animals; Glucuronides / chemistry; Glucuronates; Glucuronidase / chemistry
TL;DR: The results suggest the utility of tethered indoxyl-glucuronides for use in bioconjugation chemistry with a chromogenic readout under physiological conditions. (via Semantic Scholar)
UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: July 3, 2023

2023 journal article

Bacteriochlorin syntheses - Status, problems, and exploration

JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 8.

author keywords: bacteriochlorophyll; dihydrodipyrrin; dyad; pyrrole; pyrroline; near-infrared
Sources: NC State University Libraries, ORCID, Web Of Science
Added: September 5, 2023

2023 chapter

Core chromophores of native photosynthetic pigments

In J. M. H. Hou & S. I. Allakhverdiev (Eds.), Photosynthesis (Vol. 3, pp. 33–48).

Ed(s): J. Hou & S. Allakhverdiev

UN Sustainable Development Goal Categories
2. Zero Hunger (OpenAlex)
Source: ORCID
Added: September 13, 2023

2023 review

Digital Database of Absorption Spectra of Diverse Flavonoids Enables Structural Comparisons and Quantitative Evaluations

[Review of ]. JOURNAL OF NATURAL PRODUCTS, 86(4), 1087–1119.

By: M. Taniguchi n, C. LaRocca n, J. Bernat n & J. Lindsey n

MeSH headings : Humans; Flavonoids / chemistry; Flavones; Plants / chemistry; Genistein
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, ORCID, Web Of Science
Added: February 28, 2023

2023 article

Dyads with tunable near-infrared donor-acceptor excited-state energy gaps: molecular design and Forster analysis for ultrafast energy transfer

Jing, H., Magdaong, N. C. M., Diers, J. R., Kirmaier, C., Bocian, D. F., Holten, D., & Lindsey, J. S. (2023, January 5). PHYSICAL CHEMISTRY CHEMICAL PHYSICS, Vol. 1.

MeSH headings : Energy Transfer; Acetylene; Photosynthesis
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (Web of Science; OpenAlex)
Sources: NC State University Libraries, ORCID, Web Of Science
Added: January 23, 2023

2023 journal article

Four Routes to 3-(3-Methoxy-1,3-dioxopropyl)pyrrole, a Core Motif of Rings C and E in Photosynthetic Tetrapyrroles

MOLECULES, 28(3).

author keywords: acylation; bacteriochlorophyll; beta-ketoester; Boc-pyrrole; carbonylation; chlorophyll; synthesis; TIPS-pyrrole
MeSH headings : Tetrapyrroles; Pyrroles / chemistry; Chlorophyll / chemistry; Bacteriochlorophylls / chemistry; Photosynthesis
Sources: NC State University Libraries, ORCID, Web Of Science
Added: January 31, 2023

2023 journal article

Indoxyl-glucosides bearing tethers for enzymatically triggered cross-linking

NEW JOURNAL OF CHEMISTRY, 47(17), 8223–8242.

By: D. Sato n, Z. Wu n, J. Dou n, J. Son n & J. Lindsey n

UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: May 15, 2023

2023 article

Investigation of a bacteriochlorin-containing pentad array for panchromatic light-harvesting and charge separation

Jing, H., Magdaong, N. C. M., Diers, J. R., Kirmaier, C., Bocian, D. F., Holten, D., & Lindsey, J. S. (2023, January 4). PHYSICAL CHEMISTRY CHEMICAL PHYSICS, Vol. 1.

MeSH headings : Perylene; Energy Transfer; Porphyrins
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: January 23, 2023

2023 article

Synthesis of a BC-Dihydrodipyrrin Building Block of Bacteriochlorophyll a

Nguyen, K. C., & Lindsey, J. S. (2023, July 20). JOURNAL OF ORGANIC CHEMISTRY, Vol. 7.

UN Sustainable Development Goal Categories
Sources: NC State University Libraries, ORCID, Web Of Science
Added: August 7, 2023

2023 article

Synthesis of model southern rim structures of photosynthetic tetrapyrroles and phyllobilins

Nguyen Tran, A. T., Wu, Z., Chung, D. T. M., Nalaoh, P., & Lindsey, J. S. (2023, July 5). NEW JOURNAL OF CHEMISTRY, Vol. 7.

UN Sustainable Development Goal Categories
Sources: NC State University Libraries, ORCID, Web Of Science
Added: July 19, 2023

2023 review

Tolyporphins-Exotic Tetrapyrrole Pigments in a Cyanobacterium-A Review

[Review of ]. MOLECULES, 28(16).

author keywords: bacteriochlorin; bioinformatics; biosynthesis; chlorophyll; cyanobacteria; field biology; gene cluster; genomics; natural products; tolyporphins
TL;DR: The identification of putative biosynthetic gene clusters in the HT-58-2 cyanobacterial genome and accompanying studies suggest a new biosynthesis paradigm in the tetrapyrrole arena, which stands alone in the large pigments-of-life family. (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: October 2, 2023

2022 article

Balancing Panchromatic Absorption and Multistep Charge Separation in a Compact Molecular Architecture br

Roy, A., Magdaong, N. C. M., Jing, H., Rong, J., Diers, J. R., Kang, H. S., … Holten, D. (2022, December 12). JOURNAL OF PHYSICAL CHEMISTRY A, Vol. 12.

By: A. Roy*, N. Magdaong*, H. Jing n, J. Rong n, J. Diers*, H. Kang*, D. Niedzwiedzki, M. Taniguchi n ...

Contributors: A. Roy*, N. Magdaong*, H. Jing n, J. Rong n, J. Diers*, H. Kang*, D. Niedzwiedzki, M. Taniguchi n ...

MeSH headings : Perylene; Porphyrins; Electron Transport; Imides
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, ORCID, Web Of Science
Added: December 13, 2022

2022 journal article

Beyond green with synthetic chlorophylls - Connecting structural features with spectral properties

JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY C-PHOTOCHEMISTRY REVIEWS, 52.

Contributors: M. Taniguchi n, D. Bocian*, D. Holten* & J. Lindsey n

author keywords: Chlorin; Chlorophyll; Four-orbital model; Molar absorption coefficient; Photosynthesis; Quantum yield; Wavelength
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: July 18, 2022

2022 article

Chasing the green echiuran worm Bonellia in tidal pools of Okinawa

FRONTIERS IN BIOLOGICAL DETECTION: FROM NANOSENSORS TO SYSTEMS XIV, Vol. 11979.

By: M. Taniguchi n, M. Taniguchi*, R. Zhang n, R. Goto* & J. Lindsey n

Contributors: M. Taniguchi n, M. Taniguchi*, R. Zhang n, R. Goto* & J. Lindsey n

author keywords: biodiversity; Bonellia viridis; bonellin; chlorophyll; spoon worms; tetrapyrrole; tides
TL;DR: Assessment of information concerning tides at a wide shallow beach in Okinawa is reported, identifying narrowly restricted periods when acquisition of Bonellia specimens could be pursued without diving to expand study of the diversity of these unusual green worms. (via Semantic Scholar)
UN Sustainable Development Goal Categories
14. Life Below Water (Web of Science; OpenAlex)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 15, 2022

2022 journal article

Meso bromination and derivatization of synthetic bacteriochlorins

NEW JOURNAL OF CHEMISTRY, 46(12), 5556–5572.

By: H. Jing n, S. Liu n, J. Jiang n, V. Tran n, J. Rong n, P. Wang n, J. Lindsey n

UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: March 28, 2022

2022 journal article

Panchromatic Absorbers Tethered for Bioconjugation or Surface Attachment

MOLECULES, 27(19).

author keywords: array; artificial photosynthesis; building block; copper-free Sonogashira coupling; ethyne; perylene; porphyrin; solar
MeSH headings : Perylene; Porphyrins
UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: October 24, 2022

2022 review

Phenylene-linked tetrapyrrole arrays containing free base and diverse metal chelate forms - Versatile synthetic architectures for catalysis and artificial photosynthesis

[Review of ]. COORDINATION CHEMISTRY REVIEWS, 456.

Contributors: H. Jing n, J. Rong n, M. Taniguchi n & J. Lindsey n

author keywords: Bacteriochlorin; Chlorin; Electron; hole transfer; FRET; Light-harvesting; Porphyrin; Rational synthesis; Photophysics
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: May 10, 2022

2022 article

Phyllobilins - Bioactive Natural Products Derived from Chlorophyll - Plant Origins, Structures, Absorption Spectra, and Biomedical Properties

Karg, C. A., Taniguchi, M., Lindsey, J. S., & Moser, S. (2022, December 8). PLANTA MEDICA, Vol. 12.

By: C. Karg*, M. Taniguchi n, J. Lindsey n & S. Moser*

Contributors: C. Karg*, M. Taniguchi n, J. Lindsey n & S. Moser*

author keywords: Bioactivity; chlorophyll catabolites; micronutrients; phyllobilins; phytochemicals; spectral database
MeSH headings : Humans; Chlorophyll / analysis; Chlorophyll / chemistry; Chlorophyll / metabolism; Chlorophyll A / metabolism; Plants / metabolism; Oxidation-Reduction; Plant Extracts / chemistry; Phytochemicals / chemistry
TL;DR: The present review describes the plant origin, molecular structure, and absorption and fluorescence features of the 73 phyllobilins, along with an overview of key medicinal properties, to provide an enabling tool for the community for the straightforward identification of phyll Mobilins in plant extracts. (via Semantic Scholar)
UN Sustainable Development Goal Categories
2. Zero Hunger (OpenAlex)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: January 3, 2023

2022 journal article

Probing the Effects of Electronic-Vibrational Resonance on the Rate of Excited-State Energy Transfer in Bacteriochlorin Dyads

JOURNAL OF PHYSICAL CHEMISTRY LETTERS, 13(34), 7906–7910.

MeSH headings : Electronics; Energy Transfer; Porphyrins; Vibration
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (Web of Science; OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: January 3, 2023

2022 article

Simple Dipyrrin Analogues of Prodigiosin for Use as Colistin Adjuvants

Siwawannapong, K., Nemeth, A. M., Melander, R. J., Rong, J., Davis, J. R., Taniguchi, M., … Melander, C. (2022, July 8). CHEMMEDCHEM, Vol. 7.

By: K. Siwawannapong n, A. Nemeth*, R. Melander*, J. Rong n, J. Davis n, M. Taniguchi n, M. Carpenter*, J. Lindsey n, C. Melander*

Contributors: K. Siwawannapong n, A. Nemeth*, R. Melander*, J. Rong n, J. Davis n, M. Taniguchi n, M. Carpenter*, J. Lindsey n, C. Melander*

author keywords: dipyrrin; colistin; adjuvant; antibiotic resistance; gram negative
MeSH headings : Acinetobacter baumannii; Adjuvants, Pharmaceutic / pharmacology; Anti-Bacterial Agents / pharmacology; Anti-Bacterial Agents / therapeutic use; Colistin / pharmacology; Drug Resistance, Multiple, Bacterial; Microbial Sensitivity Tests; Prodigiosin / pharmacology; Pseudomonas aeruginosa
TL;DR: A series of dipyrrins and pyrrole derivatives designed as analogues of prodigiosin and obatoclax potentiate the activity of colistin against Klebsiella pneumoniae, with lead compounds also potentiating colist in against Acinetobacter baumannii and Pseudomonas aeruginosa. (via Semantic Scholar)
UN Sustainable Development Goal Categories
3. Good Health and Well-being (Web of Science; OpenAlex)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: July 18, 2022

2022 journal article

Syntheses and Properties of Metalated Tetradehydrocorrins

INORGANIC CHEMISTRY, 61(31), 12308–12317.

By: R. Sun*, M. Liu*, P. Wang n, Y. Qin*, C. Schnedermann*, A. Maher*, S. Zheng*, S. Liu n ...

UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: January 3, 2023

2022 article

Synthesis of bacteriochlorins bearing diverse beta-substituents

Jing, H., Wang, P., Chen, B., Jiang, J., Vairaprakash, P., Liu, S., … Lindsey, J. S. (2022, March 2). NEW JOURNAL OF CHEMISTRY, Vol. 3.

UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: March 14, 2022

2022 journal article

Tailoring the AIE Chromogen 2-(2-Hydroxyphenyl)benzothiazole for Use in Enzyme-Triggered Molecular Brachytherapy

MOLECULES, 27(24).

author keywords: aggregation; cancer; insolubilization; molecular design; phosphodiester; precipitation; radiotherapy
MeSH headings : Prodrugs; Brachytherapy; Benzothiazoles; Polyethylene Glycols
TL;DR: Several 2-(2-hydroxyphenyl)benzothiazole substrates that readily aggregate in aqueous solution (and afford AIE) were elaborated, taking a step forward on the long road toward molecular brachytherapy. (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science
Added: January 17, 2023

2021 article

A perspective on the redox properties of tetrapyrrole macrocycles

Diers, J. R., Kirmaier, C., Taniguchi, M., Lindsey, J. S., Bocian, D. F., & Holten, D. (2021, September 7). PHYSICAL CHEMISTRY CHEMICAL PHYSICS, Vol. 9.

MeSH headings : Bacteriochlorophylls / chemistry; Chlorophyll / chemistry; Density Functional Theory; Electrons; Oxidation-Reduction; Porphyrins / chemistry; Quantum Theory; Tetrapyrroles / chemistry
TL;DR: From a fundamental framework concerning tetrapyrrole electronic properties, it must be recognized that structural/electronic alterations affect the four frontier molecular orbitals unequally and in many cases the LUMO+1, and not the LumO, may track the HOMO in energy. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science, ORCID
Added: September 20, 2021

2021 journal article

Absorption and Fluorescence Spectral Database of Chlorophylls and Analogues

PHOTOCHEMISTRY AND PHOTOBIOLOGY, 97(1), 136–165.

By: M. Taniguchi n & J. Lindsey n

Contributors: M. Taniguchi n & J. Lindsey n

MeSH headings : Chlorophyll / analogs & derivatives; Chlorophyll / chemistry; Databases, Chemical; Molecular Structure; Spectrum Analysis / methods
TL;DR: The database encompasses photosynthetic tetrapyrroles wherein the chromophore is a porphyrin or chlorin and contains 305 absorption spectra and 72 fluorescence spectra that should facilitate comparisons and quantitative calculations. (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: November 30, 2020

2021 review

Comprehensive review of photophysical parameters (epsilon, Phi(f), tau(s)) of tetraphenylporphyrin (H2TPP) and zinc tetraphenylporphyrin (ZnTPP) - Critical benchmark molecules in photochemistry and photosynthesis

[Review of ]. JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY C-PHOTOCHEMISTRY REVIEWS, 46, 100401.

Contributors: M. Taniguchi n, J. Lindsey n, D. Bocian* & D. Holten*

UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: May 17, 2021

2021 article

Considerations of the biosynthesis and molecular diversity of tolyporphins

Lindsey, J. S. (2021, June 22). NEW JOURNAL OF CHEMISTRY, Vol. 6.

By: J. Lindsey n

TL;DR: Tolyporphins, relatively new members of the pigments of life family found in a cyanobacterium, differ in the chromophores, pyrroline substituents, and stereochemistry, yet likely all derive from uroporphyrinogen III. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: July 6, 2021

2021 journal article

Electronic Structure and Excited-State Dynamics of Rylene-Tetrapyrrole Panchromatic Absorbers

JOURNAL OF PHYSICAL CHEMISTRY A, 125(36), 7900–7919.

TL;DR: Characterization of the spectra, excited-state properties (lifetime, yields, and rate constants of decay pathways, and molecular-orbital characteristics reveals unexpected subtleties), which highlight design constraints for auxiliary pigments with tetrapyrroles to achieve panchromatic absorption with retention of viable excited- state properties. (via Semantic Scholar)
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: September 27, 2021

2021 article

Fluorescence Assay for Tolyporphins Amidst Abundant Chlorophyll in Crude Cyanobacterial Extracts

Nguyen, K.-U., Zhang, R., Taniguchi, M., & Lindsey, J. S. (2021, July 16). PHOTOCHEMISTRY AND PHOTOBIOLOGY, Vol. 7.

By: K. Nguyen n, R. Zhang n, M. Taniguchi n & J. Lindsey n

Contributors: K. Nguyen n, R. Zhang n, M. Taniguchi n & J. Lindsey n

MeSH headings : Chlorophyll / chemistry; Chlorophyll A; Cyanobacteria / chemistry; Fluorescence; Spectrometry, Fluorescence
TL;DR: Tolyporphins were readily detected in cultures of HT‐58‐2 at reasonable growth periods in the absence of environmental stressors, which was not possible previously. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science, ORCID
Added: July 26, 2021

2021 journal article

Identification of Putative Biosynthetic Gene Clusters for Tolyporphins in Multiple Filamentous Cyanobacteria

LIFE-BASEL, 11(8).

By: X. Jin n, Y. Zhang n, R. Zhang n, K. Nguyen n, J. Lindsey n & E. Miller n

author keywords: tolyporphins; tetrapyrroles; cyanobacteria; biosynthetic gene cluster; Brasilonema; Nostoc; Oculatella
TL;DR: Phylogenetic analysis based on 16S rRNA and a common component of the BGCs, TolD, points to a close evolutionary history between each strain and their respective tolyporphins BGC, and a collection of candidate cyanobacteria for genetic and biochemical analysis pertaining to these unusual tetrapyrrole macrocycles. (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science
Added: September 7, 2021

2021 journal article

In Situ, Protein-Mediated Generation of a Photochemically Active Chlorophyll Analogue in a Mutant Bacterial Photosynthetic Reaction Center

BIOCHEMISTRY, 60(16), 1260–1275.

MeSH headings : Chlorophyll / chemistry; Mutation; Oxidation-Reduction; Photochemical Processes; Photosynthetic Reaction Center Complex Proteins / genetics; Photosynthetic Reaction Center Complex Proteins / metabolism; Rhodobacter sphaeroides / enzymology
TL;DR: The finding that altering the local environment within a cofactor binding site of a transmembrane complex leads to in situ generation of a photoactive chlorin with an unusual ring oxidation pattern suggests new strategies for amino acid control over pigment type at specific sites in photosynthetic proteins. (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science
Added: July 19, 2021

2021 journal article

Natural Product Gene Clusters in the Filamentous Nostocales Cyanobacterium HT-58-2

LIFE-BASEL, 11(4).

By: X. Jin n, E. Miller n & J. Lindsey n

author keywords: anatoxin-a; homoanatoxin-a; hapalosin; heterocyst glycolipids; natural products; secondary metabolites; shinorine; tolypodiols; tolyporphins
TL;DR: The results point to the rich biosynthetic capacity of the HT-58-2 cyanobacterium beyond the production of tolyporphins and tolypodiols, as well as the biosynthesis of other natural products. (via Semantic Scholar)
UN Sustainable Development Goal Categories
13. Climate Action (Web of Science)
Sources: NC State University Libraries, Web Of Science
Added: May 17, 2021

2021 journal article

Single-Fluorophore Single-Chain Nanoparticle Undergoes Fluorophore-Driven Assembly with Fluorescence Features Retained in Physiological Milieu

ACS APPLIED POLYMER MATERIALS, 3(4), 1767–1776.

author keywords: single-chain nanoparticle; amphiphilic; hydrophobic fluorophore; unimer; fluorescence; physiological milieu
TL;DR: To address the longstanding problem of solubilization of hydrophobic fluorophores in aqueous solution, a recent design employed a single fluorophore attached to the terminus of a heterotelechelic molecule. (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science
Added: June 10, 2021

2021 journal article

Study of conditions for streamlined assembly of a model bacteriochlorophyll from two dihydrodipyrrin halves

NEW JOURNAL OF CHEMISTRY, 45(2), 569–581.

UN Sustainable Development Goal Categories
Sources: NC State University Libraries, ORCID, Web Of Science
Added: February 15, 2021

2021 journal article

Synthesis of AD-Dihydrodipyrrins Equipped with Latent Substituents of Native Chlorophylls and Bacteriochlorophylls

JOURNAL OF ORGANIC CHEMISTRY, 86(17), 11794–11811.

By: P. Wang n & J. Lindsey n

MeSH headings : Bacteriochlorophylls; Porphyrins
TL;DR: The analogous β-position of a lactone-pyrrole intermediate on the path to the dihydrodipyrrin also was successfully brominated, opening opportunities for late-stage diversification in the synthesis of (bacterio)chlorophylls. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, ORCID, Web Of Science
Added: October 4, 2021

2021 article

Synthesis of model bacteriochlorophylls containing substituents of native rings A, C and E

Chung, D. T. M., Tran, P. V., Chau Nguyen, K., Wang, P., & Lindsey, J. S. (2021, July 8). NEW JOURNAL OF CHEMISTRY, Vol. 7.

UN Sustainable Development Goal Categories
Sources: NC State University Libraries, ORCID, Web Of Science
Added: July 19, 2021

2021 article

Tolyporphins A-R, unusual tetrapyrrole macrocycles in a cyanobacterium from Micronesia, assessed quantitatively from the culture HT-58-2

Timothy J. O'Donnell, Gurr, J. R., Dai, J., Taniguchi, M., Williams, P. G., & Lindsey, J. S. (2021, June 8). NEW JOURNAL OF CHEMISTRY, Vol. 6.

By: . Timothy J. O'Donnell*, J. Gurr*, J. Dai*, M. Taniguchi n, P. Williams* & J. Lindsey n

Contributors: . T.J. O'Donnell, J. Gurr*, J. Dai*, M. Taniguchi n, P. Williams* & J. Lindsey n

TL;DR: Tolyporphins A–R are the newest additions to the family of native tetrapyrroles and LC-MS-dMRM and absorption spectroscopy have been employed for analysis of mixtures containing the 18 distinctive natural products. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science, ORCID
Added: June 21, 2021

2020 article

Absorption and fluorescence spectra of organic compounds from 40 sources - archives, repositories, databases, and literature search engines

REPORTERS, MARKERS, DYES, NANOPARTICLES, AND MOLECULAR PROBES FOR BIOMEDICAL APPLICATIONS XII, Vol. 11256.

By: M. Taniguchi n & J. Lindsey n

Contributors: M. Taniguchi n & J. Lindsey n

author keywords: Photophysics; Molar absorption coefficient; Fluorescence quantum yield; Search engine; Database; Fluorophore; Photonics; PhotochemCAD
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science, ORCID
Added: September 28, 2020

2020 article

Analysis of Wikipedia pageviews to identify popular chemicals

REPORTERS, MARKERS, DYES, NANOPARTICLES, AND MOLECULAR PROBES FOR BIOMEDICAL APPLICATIONS XII, Vol. 11256.

By: Y. Cao*, H. Mehta*, A. Norcross n, M. Taniguchi n & J. Lindsey n

Contributors: Y. Cao*, H. Mehta*, A. Norcross n, M. Taniguchi n & J. Lindsey n

author keywords: Wikipedia; Database; Pageview; Search; SMILES; Medicine; Pharmaceutical; World Health Organization
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science, ORCID
Added: September 28, 2020

2020 journal article

Bacteriochlorin-bis(spermine) conjugate affords an effective photodynamic action to eradicate microorganisms

JOURNAL OF BIOPHOTONICS, 13(2).

By: M. Ballatore*, M. Milanesio*, H. Fujita n, J. Lindsey n & E. Durantini*

author keywords: bacteria; bacteriochlorin; photodynamic inactivation; photokilling; photosensitizer
MeSH headings : Photosensitizing Agents / pharmacology; Porphyrins / pharmacology; Singlet Oxygen; Spermine
TL;DR: The readily accessible bacteriochlorin BCS was highly effective at low concentrations as a broad‐spectrum antimicrobial photosensitizer and was able to eradicate bacteria at short incubation times. (via Semantic Scholar)
UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: November 25, 2019

2020 journal article

Bioconjugatable synthetic chlorins rendered water-soluble with three PEG-12 groups via click chemistry

JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 24(1-3), 362–378.

By: N. Matsumoto n, M. Taniguchi n & J. Lindsey n

Contributors: N. Matsumoto n, M. Taniguchi n & J. Lindsey n

author keywords: chlorophyll; fluorescence; fluorophore; bright; diagnostics; aqueous
UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: March 16, 2020

2020 journal article

Chromogenic agents built around a multifunctional double-triazine framework for enzymatically triggered cross-linking under physiological conditions

NEW JOURNAL OF CHEMISTRY, 44(10), 3856–3867.

TL;DR: Ratiometric absorption of the integral coumarin dye with the indigoid scaffold showed a low yield of oligomerization, which suggests future molecular designs might employ longer linkers and/or substituents with greater water solubility. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: April 6, 2020

2020 journal article

Crystal Structure of 1,9-Dibromo-5-phenyldipyrrin, Tetrapyrrole Synthesis Derivative and Free Base Ligand of BODIPY Building Blocks

X-RAY STRUCTURE ANALYSIS ONLINE, 36, 21–22.

Contributors: . D.F. O'Shea, R. Sommer n, M. Taniguchi n & J. Lindsey n

Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 3, 2020

2020 journal article

Engineering of an archaeal phosphodiesterase to trigger aggregation-induced emission (AIE) of synthetic substrates

NEW JOURNAL OF CHEMISTRY, 44(33), 14266–14277.

By: Y. Zhang n, Z. Wu n, I. Takashima n, K. Nguyen n, N. Matsumoto n & J. Lindsey n

TL;DR: The development of enzymatically triggered substrates and the complementary heterologous enzymes may support diverse applications in the life sciences. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: September 14, 2020

2020 journal article

Enzymatically triggered chromogenic cross-linking agents under physiological conditions

NEW JOURNAL OF CHEMISTRY, 44(3), 719–743.

TL;DR: Oxidative dimerization of an indoxyl moiety, released by glycosidase action in aqueous solution, yields an indigoid dye in formats that enable bioconjugation and molecular cross-linking. (via Semantic Scholar)
UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: February 10, 2020

2020 journal article

Fourfold alkyl wrapping of a copper(II) porphyrin thwarts macrocycle pi-pi stacking in a compact supramolecular package

ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY, 76, 647-+.

By: P. Nalaoh n, S. Bureekaew*, V. Promaraka & J. Lindsey n

author keywords: porphyrin; pi-pi stacking prevention; facial encumbrance; copper(II); crystal structure; supramolecular chemistry
TL;DR: In this study, a copper(II) porphyrin bearing four meso substituents, namely, {10,20-bis[2,6-bis(octyloxy)phenyl]-5,15-dibromoporphinato}copper(II), was prepared by metalation of the corresponding free-base porphyrsin and was characterized by single-crystal X-ray diffraction. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: November 9, 2020

2020 journal article

Photophysical Properties and Electronic Structure of Zinc(II) Porphyrins Bearing 0-4 meso-Phenyl Substituents: Zinc Porphine to Zinc Tetraphenylporphyrin (ZnTPP)

JOURNAL OF PHYSICAL CHEMISTRY A, 124(38), 7776–7794.

TL;DR: Six zinc(II) porphyrins bearing 0-4 meso-phenyl substituents have been examined spectroscopically and theoretically and reveal fundamental insights into the photophysical properties and electronic structure of meso,phenylporphyrins, widely used as benchmarks for tetrapyrrole-based architectures in solar energy and life sciences research. (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: October 26, 2020

2020 review

Riley Oxidation of Heterocyclic Intermediates on Paths to Hydroporphyrins-A Review

[Review of ]. MOLECULES, 25(8).

By: P. Wang n & J. Lindsey n

author keywords: aldehyde; bacteriochlorin; chlorin; dihydrodipyrrin; dipyrromethane; selenium dioxide; selenium reagent; tetrahydrodipyrrin
MeSH headings : Heterocyclic Compounds / chemistry; Molecular Structure; Oxidation-Reduction; Porphyrins / chemistry
TL;DR: In general, Riley oxidation of dihydrodipyrrins has a broad scope toward substituents, but proceeds in only modest yield, and new reaction conditions or approaches will be required to achieve high yields for this critical transformation in the synthesis of hydroporphyrins. (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science
Added: June 15, 2020

2020 journal article

Use of the Nascent Isocyclic Ring to Anchor Assembly of the Full Skeleton of Model Chlorophylls

JOURNAL OF ORGANIC CHEMISTRY, 85(2), 702–715.

By: P. Wang n, F. Lu n & J. Lindsey n

TL;DR: The present work exploits the nascent isocyclic ring as an anchor for directed assembly of the AD and BC halves, forming both the chlorin macrocycle and the isocyClic ring in a single-flask transformation. (via Semantic Scholar)
UN Sustainable Development Goal Categories
14. Life Below Water (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: February 10, 2020

2019 journal article

Annulated bacteriochlorins for near- infrared photophysical studies

NEW JOURNAL OF CHEMISTRY, 43(19), 7209–7232.

By: H. Fujita n, H. Jing n, M. Krayer n, S. Allu n, G. Veeraraghavaiah n, Z. Wu n, J. Jiang n, J. Diers* ...

UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: June 17, 2019

2019 journal article

Cellular localization of tolyporphins, unusual tetrapyrroles, in a microbial photosynthetic community determined using hyperspectral confocal fluorescence microscopy

Photosynthesis Research, 141(3), 259–271.

By: M. Barnhart-Dailey*, Y. Zhang n, R. Zhang n, S. Anthony*, J. Aaron*, E. Miller n, J. Lindsey n, J. Timlin*

author keywords: Bacteriochlorin; Chlorophyll; Cyanobacteria; Membrane; Multivariate curve resolution
MeSH headings : Adaptation, Physiological; Bacteriochlorophyll A / chemistry; Chlorophyll A / chemistry; Cyanobacteria / metabolism; Cyanobacteria / ultrastructure; Darkness; Microscopy, Confocal; Microscopy, Fluorescence; Photosynthesis; Porphyrins / chemistry; Porphyrins / metabolism; Tetrapyrroles / chemistry; Tetrapyrroles / metabolism
TL;DR: This work quantifies the relative abundance and envelope localization of tolyporphins in single cells, and illustrates the ability to identify novel tetrapyrroles in the presence of chlorophyll a in a photosynthetic microorganism within a non-axenic culture. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science, ORCID, Crossref
Added: September 23, 2019

2019 article

Developing a user community in the photosciences: a website for spectral data and access to PhotochemCAD

(S. Achilefu & R. Raghavachari, Eds.). REPORTERS, MARKERS, DYES, NANOPARTICLES, AND MOLECULAR PROBES FOR BIOMEDICAL APPLICATIONS XI, Vol. 10893.

By: Y. Guo*, Z. Xu*, A. Norcross n, M. Taniguchi n & J. Lindsey n

Contributors: Y. Guo*, Z. Xu*, A. Norcross n, M. Taniguchi n & J. Lindsey n

Ed(s): S. Achilefu & R. Raghavachari

author keywords: Absorption spectra; Fluorescence spectra; Photochemistry; Fluorophores; Software; Website; PhotochemCAD; Web Design; Email Campaign; Search Engine Optimization
TL;DR: A new website, centered on absorption and fluorescence spectra, has been designed for the broad community of members in the photosciences and represents a step toward fulfilling the long-term ambition of assembling all known spectral data worldwide, from print and digital sources, in one carefully curated collection of digital data in a readily accessible site. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science, ORCID
Added: September 9, 2019

2019 journal article

Heuristics from Modeling of Spectral Overlap in Forster Resonance Energy Transfer (FRET)

JOURNAL OF CHEMICAL INFORMATION AND MODELING, 59(2), 652–667.

Contributors: Q. Qi n, M. Taniguchi n & J. Lindsey n

MeSH headings : Absorption, Physicochemical; Fluorescence Resonance Energy Transfer; Heuristics; Models, Theoretical; Normal Distribution
TL;DR: Gaussian distributions of absorption and fluorescent spectra have been modeled that encompass varying degrees of overlap, full-width-at-half-maximum (fwhm), and Stokes shift to provide insights into how a variety of factors affect the resulting J values. (via Semantic Scholar)
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: March 18, 2019

2019 journal article

New molecular design for blue BODIPYs

NEW JOURNAL OF CHEMISTRY, 43(19), 7233–7242.

By: Z. Wu n, H. Fujita n, N. Magdaong*, J. Diers*, D. Hood*, S. Allu n, D. Niedzwiedzki, C. Kirmaier* ...

UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: June 17, 2019

2019 journal article

Self-assembly with fluorescence readout in a free base dipyrrin-polymer triggered by metal ion binding in aqueous solution

NEW JOURNAL OF CHEMISTRY, 43(24), 9711–9724.

UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: July 8, 2019

2019 journal article

Single-Polymer-Single-Cargo Strategy Packages Hydrophobic Fluorophores in Aqueous Solution with Retention of Inherent Brightness

ACS MACRO LETTERS, 8(1), 79–83.

By: R. Liu n & J. Lindsey n

UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: February 11, 2019

2019 journal article

Synthesis of the Ring C Pyrrole of Native Chlorophylls and Bacteriochlorophylls

JOURNAL OF ORGANIC CHEMISTRY, 84(17), 11286–11293.

MeSH headings : Bacteriochlorophylls / chemistry; Chemistry Techniques, Synthetic; Pyrroles / chemical synthesis; Pyrroles / chemistry
TL;DR: Two routes to 2-iodo-3-methyl-4-(3-methoxy-1,3-dioxopropyl)pyrrole, a precursor of the universal ring C, have been developed, and the β-ketoester of ring C is expected to give rise to ring E upon Knoevenagel condensation and Nazarov cyclization. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: October 7, 2019

2018 journal article

Database of Absorption and Fluorescence Spectra of > 300 Common Compounds for use in PhotochemCAD

Database of Absorption and Fluorescence Spectra of > 300 Common Compounds for use in PhotochemCAD. PHOTOCHEMISTRY AND PHOTOBIOLOGY, 94(2), 290–327.

By: M. Taniguchi n & J. Lindsey n

Contributors: M. Taniguchi n & J. Lindsey n

TL;DR: The previous databases for 150 compounds have been expanded to encompass 339 compounds for which absorption spectra, fluorescence spectra and references to the primary literature have been included where available (552 spectra altogether). (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2018 journal article

Expanding Covalent Attachment Sites of Nonnative Chromophores to Encompass the C-Terminal Hydrophilic Domain in Biohybrid Light-Harvesting Architectures

CHEMPHOTOCHEM, 2(3), 300–313.

By: D. Hood*, T. Sahin n, P. Parkes-Loach*, J. Jiao*, M. Harris*, P. Dilbeck*, D. Niedzwiedzki*, C. Kirmaier* ...

author keywords: bacteriochlorin; bacteriochlorophyll; energy transfer; photosynthetic antennae; self-assembly
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2018 journal article

Genome sequence, metabolic properties and cyanobacterial attachment of Porphyrobacter sp. HT-58-2 isolated from a filamentous cyanobacterium–microbial consortium

Microbiology, 164(10), 1229–1239.

By: R. Hughes n, X. Jin n, Y. Zhang n, R. Zhang n, S. Tran n, P. Williams*, J. Lindsey n, E. Miller n

author keywords: alphaproteobacteria; fluorescence in situ hybridization (FISH); tolyporphins; bacteriochlorin; photosynthetic gene cluster
MeSH headings : Alphaproteobacteria / classification; Alphaproteobacteria / genetics; Alphaproteobacteria / metabolism; Alphaproteobacteria / physiology; Bacterial Proteins / genetics; Base Sequence; Chromosome Mapping; Cyanobacteria / metabolism; DNA, Bacterial / genetics; Genome, Bacterial / genetics; In Situ Hybridization, Fluorescence; Microbial Consortia; Phylogeny; RNA, Ribosomal, 16S / genetics; Sequence Analysis, DNA
TL;DR: The studies reported herein expand the description of the community of predominantly alphaproteobacteria associated with the filamentous HT- 58-2 cyanobacterium and isolate a dominant bacterium, Porphyrobacter sp. (via Semantic Scholar)
UN Sustainable Development Goal Categories
14. Life Below Water (OpenAlex)
15. Life on Land (Web of Science)
Sources: NC State University Libraries, Web Of Science, Crossref
Added: January 7, 2019

2018 journal article

Origin of Panchromaticity in Multichromophore-Tetrapyrrole Arrays

JOURNAL OF PHYSICAL CHEMISTRY A, 122(36), 7181–7201.

By: J. Yuen*, J. Diers*, E. Alexy n, A. Roy*, A. Mandal*, H. Kang*, D. Niedzwiedzki*, C. Kirmaier* ...

TL;DR: Experimental and theoretical studies of the spectral, redox, and excited-state properties of a series of perylene-monoimide-ethyne-porphyrin arrays wherein the number of perioline units is stepped from one to four show reduced porphyrin configurational mixing and the S1 state with bacteriochlorin-like properties, including a 1-5 ns lifetime. (via Semantic Scholar)
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: October 16, 2018

2018 journal article

PhotochemCAD 3: Diverse Modules for Photophysical Calculations with Multiple Spectral Databases

PHOTOCHEMISTRY AND PHOTOBIOLOGY, 94(2), 277–289.

Contributors: M. Taniguchi n, H. Du n & J. Lindsey n

TL;DR: The PhotochemicalCAD program, developed over 30 years, is described comprehensively with focus on features of the most recent version (PhotochemCAD 3), equipped with a streamlined user interface and provisions for handling multiple spectral databases. (via Semantic Scholar)
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2018 article

Red and near-infrared fluorophores inspired by chlorophylls. Consideration of practical brightness in multicolor flow cytometry and biomedical sciences

(S. Achilefu & R. Raghavachari, Eds.). REPORTERS, MARKERS, DYES, NANOPARTICLES, AND MOLECULAR PROBES FOR BIOMEDICAL APPLICATIONS X, Vol. 10508.

By: M. Taniguchi n, G. Hu n, R. Liu n, H. Du n & J. Lindsey n

Contributors: M. Taniguchi n, G. Hu n, R. Liu n, H. Du n & J. Lindsey n

Ed(s): S. Achilefu & R. Raghavachari

author keywords: Bacteriochlorophyll; Chlorophyll; Flow cytometry; Fluorophores; Multicolor; Near infrared; Stokes shift; Tandem dye
TL;DR: The spectroscopic features of (bacterio)chlorins are evaluated quantitatively to illustrate practical brightness for this novel class of fluorophores in a prospective 8-color panel. (via Semantic Scholar)
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: January 14, 2019

2018 journal article

Synthesis of arrays containing porphyrin, chlorin, and perylene-imide constituents for panchromatic light-harvesting and charge separation

RSC ADVANCES, 8(42), 23854–23874.

UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2018 review

Total synthesis campaigns toward chlorophylls and related natural hydroporphyrins - diverse macrocycles, unrealized opportunities

[Review of ]. NATURAL PRODUCT REPORTS, 35(9), 879–901.

By: Y. Liu n, S. Zhang n & J. Lindsey n

MeSH headings : Chlorophyll / chemical synthesis; Macrocyclic Compounds / chemical synthesis; Macrocyclic Compounds / chemistry; Molecular Structure; Porphyrins / chemical synthesis; Porphyrins / chemistry
TL;DR: Development of syntheses with cRME > 10-5 (if not 10-4), as required to obtain 10 mg quantities of hydroporphyrin for diverse physicochemical, biochemical and medicinal chemistry studies, necessitates significant further advances in tetrapyrrole chemistry. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: October 16, 2018

2018 journal article

Unusual Stability of a Bacteriochlorin Electrocatalyst under Reductive Conditions. A Case Study on CO2 Conversion to CO

ACS CATALYSIS, 8(11), 10131–10136.

author keywords: bacteriochlorin; CO2 conversion; electrocatalysis; hydrogenation; porphyrin
UN Sustainable Development Goal Categories
13. Climate Action (Web of Science)
Sources: NC State University Libraries, Web Of Science
Added: December 3, 2018

2017 journal article

Characterization of Hydroporphyrins Covalently Attached to Si(100)

JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 21(7-8), 453–464.

By: J. Jiao*, M. Yu n, D. Holten*, J. Lindsey n & D. Bocian*

author keywords: hydroporphyrins; Si(100); cyclic voltammetry; FTIR spectroscopy; X-ray photoelectron spectroscopy; ellipsometry
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2017 journal article

Construction of the Bacteriochlorin Macrocycle with Concomitant Nazarov Cyclization To Form the Annulated Isocyclic Ring: Analogues of Bacteriochlorophyll a

JOURNAL OF ORGANIC CHEMISTRY, 82(5), 2489–2504.

By: S. Zhang n & J. Lindsey n

MeSH headings : Bacteriochlorophyll A / chemistry; Macrocyclic Compounds / chemistry; Porphyrins / chemistry; Spectrum Analysis / methods
TL;DR: A general route to stable, synthetic bacteriochlorophyll analogues is described, which includes condensation between the α-position of pyrrole ring A and theα-acetal unit attached to pyrroline ring B and a double ring-closure process. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2017 journal article

Genome Sequence and Composition of a Tolyporphin-Producing Cyanobacterium-Microbial Community

APPLIED AND ENVIRONMENTAL MICROBIOLOGY, 83(19).

author keywords: cyanobacteria; genome analysis; phylogenetic analysis; tetrapyrroles; tolyporphin
MeSH headings : Bacterial Proteins / genetics; Bacterial Proteins / metabolism; Biosynthetic Pathways; Cyanobacteria / chemistry; Cyanobacteria / genetics; Cyanobacteria / growth & development; Cyanobacteria / metabolism; Genome, Bacterial; Metagenomics; Multigene Family; Phylogeny; Porphyrins / biosynthesis; Porphyrins / chemistry
TL;DR: It is found that the HT-58-2 culture is composed of the cyanobacterium and a community of associated bacteria, complicating the question of which organisms make tolyporphins, and an intriguing gene cluster that contains tetrapyrrole biosynthesis genes and a collection of unknown genes suggests a possible role in toly porphin biosynthesis. (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2017 journal article

Hydrogen Evolution Catalysis by a Sparsely Substituted Cobalt Chlorin

ACS CATALYSIS, 7(5), 3597–3606.

By: A. Maher*, G. Passard*, D. Dogutan*, R. Halbach*, B. Anderson*, C. Gagliardi*, M. Taniguchi n, J. Lindsey n, D. Nocera*

Contributors: A. Maher*, G. Passard*, D. Dogutan*, R. Halbach*, B. Anderson*, C. Gagliardi*, M. Taniguchi n, J. Lindsey n, D. Nocera*

author keywords: electrocatalysis; macrocycle; chlorin; cobalt; hydrogen evolution reaction; solar fuels
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2017 journal article

Mass spectrometric detection of chlorophyll a and the tetrapyrrole secondary metabolite tolyporphin A in the filamentous cyanobacterium HT-58-2. Approaches to high-throughput screening of intact cyanobacteria

JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 21(11), 759–768.

author keywords: IR-MALDESI-FTMS; MS/MS; MALDI-TOF-MS; chlorophyll; bacteriochlorin; high-throughput screening
TL;DR: Examination by MALDI-TOF-MS of lipophilic crude extracts of small-scale HT-58-2 samples without chromatographic fractionation enabled semi-quantitation of tolyporphin A over a 41-day growth period. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2017 journal article

Quantitation of Tolyporphins, Diverse Tetrapyrrole Secondary Metabolites with Chlorophyll-Like Absorption, from a Filamentous Cyanobacterium-Microbial Community

Phytochemical Analysis, 29(2), 205–216.

By: Y. Zhang n, R. Zhang n, R. Hughes n, J. Dai*, J. Gurr*, P. Williams*, E. Miller n, J. Lindsey n

author keywords: HPLC; mass spectrometry; absorption spectroscopy with multicomponent analysis; nitrogen deprivation; growth curve
MeSH headings : Chlorophyll / chemistry; Chlorophyll A; Chromatography, High Pressure Liquid / methods; Cyanobacteria / growth & development; Cyanobacteria / metabolism; Porphyrins / analysis; Porphyrins / chemistry; Reference Standards; Reproducibility of Results; Spectrum Analysis / methods; Tetrapyrroles / analysis
TL;DR: The quantitative methods developed herein should facilitate investigation of the biosynthesis of tolyporphins (and other tetrapyrroles) as well as examination of other strains for production of tolporph Ins. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science, Crossref
Added: August 6, 2018

2017 journal article

Synthesis and photophysical characterization of bacteriochlorins equipped with integral swallowtail substituents

NEW JOURNAL OF CHEMISTRY, 41(11), 4360–4376.

By: Y. Liu n, S. Allu n, M. Reddy n, D. Hood*, J. Diers*, D. Bocian*, D. Holten*, J. Lindsey n

UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2017 journal article

Synthesis of tailored hydrodipyrrins and their examination in directed routes to bacteriochlorins and tetradehydrocorrins

New Journal of Chemistry, 41(19), 11170–11189.

By: S. Zhang n, M. Reddy n, O. Mass n, H. Kim n, G. Hu n & J. Lindsey n

UN Sustainable Development Goal Categories
Sources: NC State University Libraries, NC State University Libraries
Added: August 6, 2018

2017 journal article

Synthesis, photophysics and electronic structure of oxobacteriochlorins

NEW JOURNAL OF CHEMISTRY, 41(10), 3732–3744.

Contributors: M. Liu n, C. Chen n, D. Hood*, M. Taniguchi n, J. Diers*, D. Bocian*, D. Holten*, J. Lindsey n

UN Sustainable Development Goal Categories
14. Life Below Water (OpenAlex)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2017 review

Synthetic Chlorins, Possible Surrogates for Chlorophylls, Prepared by Derivatization of Porphyrins

[Review of ]. CHEMICAL REVIEWS, 117(2), 344–535.

By: M. Taniguchi n & J. Lindsey n

Contributors: M. Taniguchi n & J. Lindsey n

MeSH headings : Chlorophyll / chemistry; Porphyrins / chemistry; Stereoisomerism
TL;DR: The synthesis and spectral properties of the vast collection of compounds described herein are expected to illuminate the scope to which synthetic chlorins can serve as surrogates for chlorophylls and be exploited in diverse ways. (via Semantic Scholar)
UN Sustainable Development Goal Categories
15. Life on Land (OpenAlex)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2017 journal article

Tailoring Panchromatic Absorption and Excited-State Dynamics of Tetrapyrrole–Chromophore (Bodipy, Rylene) Arrays—Interplay of Orbital Mixing and Configuration Interaction

Journal of the American Chemical Society, 139(48), 17547–17564.

By: A. Mandal, J. Diers*, D. Niedzwiedzki, G. Hu n, R. Liu n, E. Alexy n, J. Lindsey n, D. Bocian*, D. Holten

TL;DR: Three sets of tetrapyrrole-chromophore arrays have been examined that exhibit panchromatic absorption across large portions of the near-ultraviolet (NUV) to near-infrared (NIR) spectrum along with favorable excited-state properties for use in solar-energy conversion, and insights obtained should aid the design of tetraplegic light-harvesting systems for solar- energy conversion. (via Semantic Scholar)
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Crossref
Added: February 19, 2020

2017 journal article

The Porphobilinogen Conundrum in Prebiotic Routes to Tetrapyrrole Macrocycles

ORIGINS OF LIFE AND EVOLUTION OF BIOSPHERES, 47(1), 93–119.

Contributors: M. Taniguchi n, M. Ptaszek*, V. Chandrashaker n & J. Lindsey n

author keywords: delta-aminolevulinic acid; Porphyrinogen; Porphyrin; DFT; Biosynthesis; Biomimetic
MeSH headings : Aminolevulinic Acid / analogs & derivatives; Aminolevulinic Acid / chemistry; Evolution, Chemical; Kinetics; Origin of Life; Porphobilinogen / chemistry; Tetrapyrroles / chemistry
TL;DR: The results suggest efforts toward a biomimetic, enzyme-free route to tetrapyrroles from ALA should turn away from structure-directed reactions and focus on catalysts that orient the two aminoketones to form PBG in a kinetically controlled process, thereby avoiding formation of pseudo-PBG. (via Semantic Scholar)
UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2016 journal article

Bioconjugatable, PEGylated hydroporphyrins for photochemistry and photomedicine. Narrow-band, near-infrared-emitting bacteriochlorins

NEW JOURNAL OF CHEMISTRY, 40(9), 7750–7767.

By: N. Zhang n, J. Jiang n, M. Liu n, M. Taniguchi n, A. Mandal*, R. Evans-Storms*, J. Pitner*, D. Bocian*, D. Holten*, J. Lindsey n

Contributors: N. Zhang n, J. Jiang n, M. Liu n, M. Taniguchi n, A. Mandal*, R. Evans-Storms*, J. Pitner*, D. Bocian*, D. Holten*, J. Lindsey n

TL;DR: The synthesis of five wavelength-tunable, bioconjugatable and water-soluble bacteriochlorins with desirable photophysical properties for use in multiple fields is reported, giving access to a set of water- solubility bacterio chlorin building blocks. (via Semantic Scholar)
UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2016 journal article

Bioconjugatable, PEGylated hydroporphyrins for photochemistry and photomedicine. Narrow-band, red-emitting chlorins

NEW JOURNAL OF CHEMISTRY, 40(9), 7721–7740.

By: M. Liu n, C. Chen n, A. Mandal*, V. Chandrashaker n, R. Evans-Storms*, J. Pitner*, D. Bocian*, D. Holten*, J. Lindsey n

TL;DR: Three molecular designs have been developed wherein stable synthetic chlorins - analogues of chlorophylls - have been tailored with PEG groups for use in aqueous solution, augur well for development of a set of spectrally distinct chlorins with relatively sharp bands in the red region. (via Semantic Scholar)
UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2016 journal article

Complexity in structure-directed prebiotic chemistry. Reaction bifurcation from a beta-diketone in tetrapyrrole formation

NEW JOURNAL OF CHEMISTRY, 40(7), 6434–6440.

By: R. Deans n, M. Taniguchi n, V. Chandrashaker n, M. Ptaszek n & J. Lindsey n

Contributors: R. Deans n, M. Taniguchi n, V. Chandrashaker n, M. Ptaszek n & J. Lindsey n

Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2016 journal article

Complexity in structure-directed prebiotic chemistry. Unexpected compositional richness from competing reactants in tetrapyrrole formation

NEW JOURNAL OF CHEMISTRY, 40(7), 6421–6433.

By: R. Deans n, M. Taniguchi n, V. Chandrashaker n, M. Ptaszek n, D. Chambers n, A. Soares n, J. Lindsey n

Contributors: R. Deans n, M. Taniguchi n, V. Chandrashaker n, M. Ptaszek n, D. Chambers n, A. Soares n, J. Lindsey n

Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2016 journal article

Northern-Southern Route to Synthetic Bacteriochlorins

JOURNAL OF ORGANIC CHEMISTRY, 81(23), 11882–11897.

By: Y. Liu n & J. Lindsey n

MeSH headings : Carbon-13 Magnetic Resonance Spectroscopy; Catalysis; Crystallography, X-Ray; Molecular Structure; Porphyrins / chemical synthesis; Porphyrins / chemistry; Proton Magnetic Resonance Spectroscopy; Spectrometry, Mass, Electrospray Ionization
TL;DR: Ten new bacteriochlorins bearing 0-6 total aryl, alkyl, and carboethoxy substituents at the β-pyrrole and/or meso-positions have been prepared, with yields of macrocycle formation of up to 39%. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2016 journal article

Panchromatic chromophore–tetrapyrrole light-harvesting arrays constructed from Bodipy, perylene, terrylene, porphyrin, chlorin, and bacteriochlorin building blocks

New Journal of Chemistry, 40(9), 8032–8052.

UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science, Crossref
Added: August 6, 2018

2016 journal article

Photophysical Properties and Electronic Structure of Porphyrins Bearing Zero to Four meso-Phenyl Substituents: New Insights into Seemingly Well Understood Tetrapyrroles

JOURNAL OF PHYSICAL CHEMISTRY A, 120(49), 9719–9731.

MeSH headings : Electrons; Fluorescence; Molecular Structure; Photochemical Processes; Porphyrins / chemistry; Quantum Theory; Tetrapyrroles / chemistry
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2016 journal article

Photophysical comparisons of PEGylated porphyrins, chlorins and bacteriochlorins in water

NEW JOURNAL OF CHEMISTRY, 40(11), 9648–9656.

UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2016 journal article

Scope and limitations of two model prebiotic routes to tetrapyrrole macrocycles

NEW JOURNAL OF CHEMISTRY, 40(9), 7445–7455.

By: M. Taniguchi n, R. Deans n, V. Chandrashaker n, M. Ptaszek n & J. Lindsey n

Contributors: M. Taniguchi n, R. Deans n, V. Chandrashaker n, M. Ptaszek n & J. Lindsey n

UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2016 article

Synthesis and photophysical characteristics of 2,3,12,13-tetraalkylbacteriochlorins

Zhang, S., Kim, H.-J., Tang, Q., Yang, E., Bocian, D. F., Holten, D., & Lindsey, J. S. (2016, July 1). NEW JOURNAL OF CHEMISTRY, Vol. 40, pp. 5942–5956.

UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2016 journal article

Synthesis of diverse acyclic precursors to pyrroles for studies of prebiotic routes to tetrapyrrole macrocycles

NEW JOURNAL OF CHEMISTRY, 40(10), 8786–8808.

Contributors: V. Chandrashaker n, M. Ptaszek n, M. Taniguchi n & J. Lindsey n

TL;DR: The synthesis of 53 compounds is described, encompassing 28 new compounds as well as 25 known compounds that have been more fully characterized or prepared via alternative routes that may prove useful in mainstream syntheses of diverse tetrapyrroles regardless of possible prebiotic relevance. (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2016 journal article

Tuning the Electronic Structure and Properties of Perylene-Porphyrin-Perylene Panchromatic Absorbers

JOURNAL OF PHYSICAL CHEMISTRY A, 120(38), 7434–7450.

TL;DR: Of the four triads, FbT is the most panchromatic in affording the most even distribution of absorption spectral intensity as well as exhibiting the largest wavelength span (380-750 nm). (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2015 journal article

Complexity in structure-directed prebiotic chemistry. Effect of a defective competing reactant in tetrapyrrole formation

NEW JOURNAL OF CHEMISTRY, 39(11), 8273–8281.

By: R. Deans n, V. Chandrashaker n, M. Taniguchi n & J. Lindsey n

Contributors: R. Deans n, V. Chandrashaker n, M. Taniguchi n & J. Lindsey n

Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2015 review

De Novo Synthesis of Gem-Dialkyl Chlorophyll Analogues for Probing and Emulating Our Green World

[Review of ]. CHEMICAL REVIEWS, 115(13), 6534–6620.

By: J. Lindsey n

MeSH headings : Chlorophyll / chemical synthesis; Chlorophyll / chemistry; Molecular Structure; Porphyrins / chemical synthesis; Porphyrins / chemistry
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2015 journal article

Effects of Substituents on Synthetic Analogs of Chlorophylls. Part 4: How Formyl Group Location Dictates the Spectral Properties of Chlorophylls b, d and f

PHOTOCHEMISTRY AND PHOTOBIOLOGY, 91(2), 331–342.

MeSH headings : Biomimetic Materials / chemical synthesis; Biomimetic Materials / chemistry; Chlorophyll / analogs & derivatives; Chlorophyll / chemistry; Chlorophyll A; Coordination Complexes / chemical synthesis; Coordination Complexes / chemistry; Electrons; Fluorescence; Light; Magnesium / chemistry; Porphyrins / chemical synthesis; Porphyrins / chemistry; Quantum Theory; Spectrometry, Fluorescence; Zinc / chemistry
TL;DR: The analysis has uncovered the key changes in electronic structure engendered by the presence/location of a formyl group at various macrocycle positions, which is relevant to understanding the distinct spectral properties of the natural chlorophylls a, b, d and f. (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2015 journal article

Elaboration of an unexplored substitution site in synthetic bacteriochlorins

JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 19(7), 887–902.

By: N. Zhang n, K. Reddy n, J. Jiang n, M. Taniguchi n, R. Sommer n & J. Lindsey n

Contributors: N. Zhang n, K. Reddy n, J. Jiang n, M. Taniguchi n, R. Sommer n & J. Lindsey n

author keywords: hydroporphyrin; dioxepine; chlorophyllone; bacteriochlorophyllone; auxochrome; artificial photosynthesis
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2015 journal article

Extending the Short and Long Wavelength Limits of Bacteriochlorin Near-Infrared Absorption via Dioxo- and Bisimide-Functionalization

JOURNAL OF PHYSICAL CHEMISTRY B, 119(12), 4382–4395.

By: P. Vairaprakash n, E. Yang*, T. Sahin n, M. Taniguchi n, M. Krayer n, J. Diers*, A. Wang*, D. Niedzwiedzki* ...

Contributors: P. Vairaprakash n, E. Yang*, T. Sahin n, M. Taniguchi n, M. Krayer n, J. Diers*, A. Wang*, D. Niedzwiedzki* ...

MeSH headings : Carbon-13 Magnetic Resonance Spectroscopy; Molecular Structure; Photochemical Processes; Porphyrins / chemical synthesis; Porphyrins / chemistry; Proton Magnetic Resonance Spectroscopy; Spectroscopy, Near-Infrared / methods
TL;DR: Six new bacteriochlorins expanding the range of the strong near-infrared absorption (Qy band) to both shorter and longer wavelengths (∼690 to ∼900 nm) have been synthesized and characterized and have excited-state lifetimes that are sufficiently long for use in molecular-based systems for photochemical applications. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2015 journal article

Hydrophilic bioconjugatable trans-AB-porphyrins and peptide conjugates

JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 19(5), 663–678.

author keywords: water-soluble; manganese; dipyrromethane; molecular design; facial encumbrance
TL;DR: Porphyrins bearing a single bioconjugatable group and a single water-solubilization motif in a trans-AB-architecture provide a compact design of value for studies in diverse disciplines. (via Semantic Scholar)
UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2015 journal article

Near-infrared tunable bacteriochlorins equipped for bioorthogonal labeling

NEW JOURNAL OF CHEMISTRY, 39(6), 4534–4550.

By: J. Jiang n, M. Taniguchi n & J. Lindsey n

Contributors: J. Jiang n, M. Taniguchi n & J. Lindsey n

TL;DR: Nine lipophilic, wavelength-tunable bacteriochlorins (seven free base; two zinc chelates) have been prepared that bear a single bioconjugatable group, fulfilling two key molecular design criteria for use of NIR-active chromophores in a variety of photochemical applications. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2015 journal article

Paley's watchmaker analogy and prebiotic synthetic chemistry in surfactant assemblies. Formaldehyde scavenging by pyrroles leading to porphyrins as a case study

ORGANIC & BIOMOLECULAR CHEMISTRY, 13(39), 10025–10031.

Contributors: E. Alexy n, C. Hintz n, H. Hughes n, M. Taniguchi n & J. Lindsey n

MeSH headings : Formaldehyde / chemistry; Micelles; Origin of Life; Phosphatidylcholines / chemistry; Porphyrins / chemistry; Pyrroles / chemistry; Surface-Active Agents / chemistry; Unilamellar Liposomes / chemistry
TL;DR: The fruitful exchange, accumulation and reaction of minute quantities of reactants in aqueous-surfactant assemblies suggest a general means for formation of prebiotically valuable constituents, even when the statistical odds at the outset are overwhelmingly improbable. (via Semantic Scholar)
UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2015 journal article

Photophysical Properties and Electronic Structure of Chlorin-Imides: Bridging the Gap between Chlorins and Bacteriochlorins

JOURNAL OF PHYSICAL CHEMISTRY B, 119(24), 7503–7515.

By: K. Faries*, J. Diers*, J. Springer*, E. Yang*, M. Ptaszek n, D. Lahaye n, M. Krayer n, M. Taniguchi n ...

Contributors: K. Faries*, J. Diers*, J. Springer*, E. Yang*, M. Ptaszek n, D. Lahaye n, M. Krayer n, M. Taniguchi n ...

MeSH headings : Electrons; Fluorescence; Imides / chemistry; Molecular Structure; Photochemical Processes; Porphyrins / chemistry; Quantum Theory
TL;DR: The photophysical properties of a set of six chlorin-imides and nine synthetic chlorin analogues that extend the absorption deeper into these key spectral regions of the solar spectrum and help bridge the gap between typical chlorins and bacteriochlorins are reported. (via Semantic Scholar)
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2015 journal article

Polarity-tunable and wavelength-tunable bacteriochlorins bearing a single carboxylic acid or NHS ester. Use in a protein bioconjugation model system

NEW JOURNAL OF CHEMISTRY, 39(1), 403–419.

TL;DR: The results show facile access to a collection of useful bacteriochlorins for NIR spectroscopic studies, along with a pigment–protein system that serves the dual purposes of a convenient testbed for evaluating protein bioconjugation processes as well as a nanosized architecture for use in photochemical studies. (via Semantic Scholar)
UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2015 journal article

Progress towards synthetic chlorins with graded polarity, conjugatable substituents, and wavelength tunability

JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 19(4), 547–572.

By: D. Ra n, K. Gauger n, K. Muthukumaran n, T. Balasubramanian n, V. Chandrashaker n, M. Taniguchi n, Z. Yu*, D. Talley* ...

Contributors: D. Ra n, K. Gauger n, K. Muthukumaran n, T. Balasubramanian n, V. Chandrashaker n, M. Taniguchi n, Z. Yu*, D. Talley* ...

author keywords: auxochrome; artificial photosynthesis; chlorophyll; hydroporphyrin; hydrophilic; photomedicine
TL;DR: Twenty new chlorins (17 targets, 6 intermediates) have been prepared and the challenge associated with molecular designs that encompass the combination of "hydrophilic, bioconjugatable and wavelength-tunable" chiefly resides in the nature of the hydrophilic unit. (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2015 journal article

Self-Assembled Light-Harvesting System from Chromophores in Lipid Vesicles

JOURNAL OF PHYSICAL CHEMISTRY B, 119(32), 10231–10243.

MeSH headings : Boron / chemistry; Computer Simulation; Fluorescence Resonance Energy Transfer; Kinetics; Light-Harvesting Protein Complexes / chemistry; Lipid Bilayers / chemistry; Models, Chemical; Phosphatidylcholines / chemistry; Photochemical Processes; Porphyrins / chemistry; Spectrum Analysis; Unilamellar Liposomes / chemistry
TL;DR: Initial studies of two ternary and one quaternary combination of chromophores show the enhanced spectral coverage and energy-transfer efficacy expected on the basis of the binary systems, which may provide one of the simplest designs for self-assembled light-harvesting systems. (via Semantic Scholar)
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2015 journal article

Synthetic bacteriochlorins bearing polar motifs (carboxylate, phosphonate, ammonium and a short PEG). Water-solubilization, bioconjugation, and photophysical properties

NEW JOURNAL OF CHEMISTRY, 39(7), 5694–5714.

UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2014 journal article

Amphiphilic, hydrophilic, or hydrophobic synthetic bacteriochlorins in biohybrid light-harvesting architectures: consideration of molecular designs

PHOTOSYNTHESIS RESEARCH, 122(2), 187–202.

By: J. Jiang n, K. Reddy n, M. Pavan n, E. Lubian n, M. Harris*, J. Jiao*, D. Niedzwiedzki*, C. Kirmaier* ...

author keywords: Light harvesting; Photosynthetic antenna; Energy transfer; Bacteriochlorin; Bacteriochlorophyll; Bioconjugate; Dyad; Self-assembly
MeSH headings : Bioelectric Energy Sources; Light; Light-Harvesting Protein Complexes / chemistry; Models, Molecular; Porphyrins / chemistry; Protein Conformation
TL;DR: In terms of handling, assembly and energy-transfer efficiency taken together, the amphiphilic design examined herein is more attractive than the prior hydrophilic or hydrophobic designs. (via Semantic Scholar)
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2014 journal article

Enhanced Light-Harvesting Capacity by Micellar Assembly of Free Accessory Chromophores and LH1-like Antennas

PHOTOCHEMISTRY AND PHOTOBIOLOGY, 90(6), 1264–1276.

By: M. Harris*, T. Sahin n, J. Jiang n, P. Vairaprakash n, P. Parkes-Loach*, D. Niedzwiedzki*, C. Kirmaier*, P. Loach* ...

MeSH headings : Energy Transfer; Light-Harvesting Protein Complexes / chemistry; Micelles; Spectroscopy, Fourier Transform Infrared
TL;DR: The use of free accessory chromophores affords a simple design to enhance the overall light‐harvesting capacity of biohybrid LH1‐like architectures. (via Semantic Scholar)
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2014 journal article

Hydrophilic tetracarboxy bacteriochlorins for photonics applications

ORGANIC & BIOMOLECULAR CHEMISTRY, 12(1), 86–103.

By: J. Jiang n, P. Vairaprakash n, K. Reddy n, T. Sahin n, M. Pavan n, E. Lubian n, J. Lindsey n

MeSH headings : Carboxylic Acids / chemistry; Hydrogen-Ion Concentration; Hydrophobic and Hydrophilic Interactions; Models, Molecular; Molecular Structure; Photons; Porphyrins / chemical synthesis; Porphyrins / chemistry
TL;DR: A new molecular design is investigated wherein 3,5-dicarboxyphenyl units are appended to the β-pyrrolic positions of the bacteriochlorin, and a new facile de novo synthetic route for obtaining hydrophilic bacterio chlorins including a bioconjugatable group if desired is shown. (via Semantic Scholar)
UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2014 journal article

NMR spectral properties of 16 synthetic bacteriochlorins with site-specific C-13 or N-15 substitution

JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 18(6), 433–456.

By: C. Chen n, M. Taniguchi n & J. Lindsey n

Contributors: C. Chen n, M. Taniguchi n & J. Lindsey n

author keywords: bacteriochlorin; chlorin; porphyrin; NMR; coupling constants; macrocycle
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2014 journal article

Panchromatic absorbers for solar light-harvesting

CHEMICAL COMMUNICATIONS, 50(93), 14512–14515.

TL;DR: A set of panchromatic absorbers exhibiting long excited-state lifetimes in both polar and nonpolar media has been prepared and should find utility in molecular solar-conversion systems. (via Semantic Scholar)
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2014 journal article

Photophysical properties and electronic structure of retinylidene–chlorin–chalcones and analogues

Photochemical & Photobiological Sciences, 13(4), 634.

Contributors: J. Springer*, M. Taniguchi n, M. Krayer n, C. Ruzié n, J. Diers*, D. Niedzwiedzki*, D. Bocian*, J. Lindsey n, D. Holten*

TL;DR: The spectral and photophysical properties of four chlorin-chalcones reported provide insight into the fundamental properties of chlorins and illustrate the utility of chalcones as a means of both tuning and augmenting the spectral properties of these chromophores. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Crossref, ORCID
Added: August 28, 2020

2014 journal article

Probing Electronic Communication for Efficient Light-Harvesting Functionality: Dyads Containing a Common Perylene and a Porphyrin, Chlorin, or Bacteriochlorin

JOURNAL OF PHYSICAL CHEMISTRY B, 118(6), 1630–1647.

MeSH headings : Absorption; Electric Power Supplies; Electrons; Energy Transfer; Light; Models, Molecular; Molecular Conformation; Oxidation-Reduction; Perylene / chemistry; Porphyrins / chemistry; Tetrapyrroles / chemistry
TL;DR: The synthesis, photophysical, redox, and molecular-orbital characteristics of three perylene-tetrapyrrole dyads were investigated to probe the efficacy of the arrays for use as light-harvesting constituents and found the Dexter through-bond mechanism contributes more substantially than the through-space mechanism to energy transfer in the dyads. (via Semantic Scholar)
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2014 journal article

Regioselective β-pyrrolic electrophilic substitution of hydrodipyrrin–dialkylboron complexes facilitates access to synthetic models for chlorophyll f

New Journal of Chemistry, 38(4), 1717.

UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, ORCID, Crossref
Added: November 12, 2019

2014 journal article

Stable synthetic mono-substituted cationic bacteriochlorins mediate selective broad-spectrum photoinactivation of drug-resistant pathogens at nanomolar concentrations

JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY B-BIOLOGY, 141, 119–127.

MeSH headings : Apoptosis / drug effects; Apoptosis / radiation effects; Candida albicans / drug effects; Candida albicans / radiation effects; Cations / chemistry; Cryptococcus neoformans / drug effects; Cryptococcus neoformans / radiation effects; Drug Resistance, Bacterial / drug effects; Drug Resistance, Bacterial / radiation effects; Drug Resistance, Fungal / drug effects; Drug Resistance, Fungal / radiation effects; Fluorescent Dyes / chemistry; Gram-Negative Bacteria / drug effects; Gram-Negative Bacteria / radiation effects; Gram-Positive Bacteria / drug effects; Gram-Positive Bacteria / radiation effects; HeLa Cells; Humans; Light; Photosensitizing Agents / chemical synthesis; Photosensitizing Agents / chemistry; Photosensitizing Agents / pharmacology; Porphyrins / chemical synthesis; Porphyrins / chemistry; Porphyrins / pharmacology; Singlet Oxygen / chemistry; Singlet Oxygen / pharmacology
TL;DR: The highly active photodynamic inactivation of microbial cells may stem from the amphiphilic and cationic features of the bacteriochlorins, which were tested against a panel of pathogenic microorganisms. (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2014 journal article

Statistical considerations on the formation of circular photosynthetic light-harvesting complexes from Rhodopseudomonas palustris

PHOTOSYNTHESIS RESEARCH, 121(1), 49–60.

By: M. Taniguchi n, S. Henry*, R. Cogdell* & J. Lindsey n

Contributors: M. Taniguchi n, S. Henry*, R. Cogdell* & J. Lindsey n

author keywords: Bacterial photosynthesis; Light-harvesting; Heterogeneous; Oligomer; Diversity; Simulation; Self-assembly
MeSH headings : Bacteriochlorophylls / chemistry; Bacteriochlorophylls / metabolism; Light-Harvesting Protein Complexes / chemistry; Light-Harvesting Protein Complexes / metabolism; Photosynthesis / physiology; Rhodopseudomonas / chemistry; Rhodopseudomonas / metabolism
TL;DR: The software program Cyclaplex, which enables generation and data-mining of virtual libraries of molecular rings formed upon combinatorial reactions, has been used to delineate the possible number and type of distinct nonamers as a function of numbers of distinct protomers. (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2014 journal article

Synthesis of 24 Bacteriochlorin Isotopologues, Each Containing a Symmetrical Pair of C-13 or N-15 Atoms in the Inner Core of the Macrocycle

JOURNAL OF ORGANIC CHEMISTRY, 79(3), 1001–1016.

MeSH headings : Carbon Isotopes / chemical synthesis; Carbon Isotopes / chemistry; Catalysis; Formaldehyde / chemistry; Formamides / chemistry; Molecular Structure; Photochemistry; Polymers / chemistry; Porphyrins / chemical synthesis; Porphyrins / chemistry; Spectroscopy, Near-Infrared
TL;DR: Together, the 24 bacteriochlorin isotopologues should provide valuable benchmarks for understanding ground- and excited-state molecular physics of the macrocycles related to photosynthetic function of bacterio chlorophylls. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2014 journal article

Versatile design of biohybrid light-harvesting architectures to tune location, density, and spectral coverage of attached synthetic chromophores for enhanced energy capture

PHOTOSYNTHESIS RESEARCH, 121(1), 35–48.

By: M. Harris*, J. Jiang n, D. Niedzwiedzki*, J. Jiao*, M. Taniguchi n, C. Kirmaier*, P. Loach*, D. Bocian* ...

Contributors: M. Harris*, J. Jiang n, D. Niedzwiedzki*, J. Jiao*, M. Taniguchi n, C. Kirmaier*, P. Loach*, D. Bocian* ...

author keywords: Light harvesting; Photosynthetic antenna; Energy transfer; Bacteriochlorin; Bacteriochlorophyll; Bioconjugate; Self-assembly; LH1
MeSH headings : Bacteriochlorophylls / chemistry; Bacteriochlorophylls / genetics; Bacteriochlorophylls / metabolism; Light-Harvesting Protein Complexes / chemistry; Light-Harvesting Protein Complexes / genetics; Light-Harvesting Protein Complexes / metabolism; Protein Structure, Secondary; Rhodobacter sphaeroides / chemistry; Rhodobacter sphaeroides / genetics; Rhodobacter sphaeroides / metabolism
TL;DR: Three new designs, each of which employs analogs of the β-polypeptide from Rhodobacter sphaeroides, have been investigated, and illustrate the great latitude of the biohybrid approach for the design of diverse light-harvesting systems. (via Semantic Scholar)
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2014 journal article

Vibronic Characteristics and Spin-Density Distributions in Bacteriochlorins as Revealed by Spectroscopic Studies of 16 Isotopologues. Implications for Energy- and Electron-Transfer in Natural Photosynthesis and Artificial Solar-Energy Conversion

JOURNAL OF PHYSICAL CHEMISTRY B, 118(27), 7520–7532.

TL;DR: Findings have implications for how the structural features that characterize natural bacterio chlorophylls might influence energy- and electron-transfer processes in photosynthesis and alter the thinking on the design of synthetic, bacteriochlorin-based arrays for solar-energy conversion. (via Semantic Scholar)
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (Web of Science; OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2013 journal article

Amphiphilic chlorins and bacteriochlorins in micellar environments. Molecular design, de novo synthesis, and photophysical properties

Chemical Science, 4(9), 3459.

UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Crossref
Added: September 6, 2020

2013 journal article

Aqueous–membrane partitioning of β-substituted porphyrins encompassing diverse polarity

New Journal of Chemistry, 37(4), 1087.

By: A. Soares n, Y. Thanaiah n, M. Taniguchi n & J. Lindsey n

Contributors: A. Soares n, Y. Thanaiah n, M. Taniguchi n & J. Lindsey n

UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Crossref, ORCID
Added: August 28, 2020

2013 journal article

Catalytic diversification upon metal scavenging in a prebiotic model for formation of tetrapyrrole macrocycles

NEW JOURNAL OF CHEMISTRY, 37(9), 2716–2732.

By: A. Soares n, D. Anderson n, V. Chandrashaker n & J. Lindsey n

UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2013 journal article

Distinct Photophysical and Electronic Characteristics of Strongly Coupled Dyads Containing a Perylene Accessory Pigment and a Porphyrin, Chlorin, or Bacteriochlorin

JOURNAL OF PHYSICAL CHEMISTRY B, 117(31), 9288–9304.

MeSH headings : Electrons; Oxidation-Reduction; Perylene / chemistry; Porphyrins / chemistry; Quantum Theory
TL;DR: The physicochemical characteristics of the strongly coupled perylene-tetrapyrrole dyads render these architectures excellent candidates for light-harvesting materials with significant, even panchromatic, near-ultraviolet to near-infrared absorption. (via Semantic Scholar)
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2013 journal article

Enumeration of Virtual Libraries of Combinatorial Modular Macrocyclic (Bracelet, Necklace) Architectures and Their Linear Counterparts

JOURNAL OF CHEMICAL INFORMATION AND MODELING, 53(9), 2203–2216.

By: M. Taniguchi n, H. Du n & J. Lindsey n

Contributors: M. Taniguchi n, H. Du n & J. Lindsey n

MeSH headings : Algorithms; Combinatorial Chemistry Techniques; Informatics / methods; Isomerism; Macrocyclic Compounds / chemistry; Software; User-Computer Interface
TL;DR: A software program has been developed to determine the number, identity, and relative amounts of linear and cyclic architectures from a given number and ratio of reacting monomers. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2013 journal article

Expanded combinatorial formation of porphyrin macrocycles in aqueous solution containing vesicles. A prebiotic model

New Journal of Chemistry, 37(4), 1073.

By: A. Soares n, M. Taniguchi n, V. Chandrashaker n & J. Lindsey n

Contributors: A. Soares n, M. Taniguchi n, V. Chandrashaker n & J. Lindsey n

TL;DR: The relative insensitivity of physicochemical properties (partitioning, photoactivity) toward combinatorial expansion may be a valuable yet unappreciated attribute for prebiotic functionality. (via Semantic Scholar)
Sources: NC State University Libraries, Crossref, ORCID
Added: August 28, 2020

2013 journal article

Integration of multiple chromophores with native photosynthetic antennas to enhance solar energy capture and delivery

Chemical Science, 4(10), 3924.

By: M. Harris*, P. Parkes-Loach*, J. Springer*, J. Jiang n, E. Martin*, P. Qian*, J. Jiao*, D. Niedzwiedzki* ...

UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Crossref
Added: September 7, 2020

2013 journal article

Molecular Electronic Tuning of Photosensitizers to Enhance Photodynamic Therapy: Synthetic Dicyanobacteriochlorins as a Case Study

PHOTOCHEMISTRY AND PHOTOBIOLOGY, 89(3), 605–618.

MeSH headings : Bacteriochlorophylls / chemistry; Coordination Complexes / chemical synthesis; Coordination Complexes / chemistry; Drug Stability; Electrons; HeLa Cells; Humans; Kinetics; Luminescent Measurements; Oxidation-Reduction; Palladium / chemistry; Photochemotherapy; Photosensitizing Agents / chemical synthesis; Photosensitizing Agents / chemistry; Porphyrins / chemical synthesis; Porphyrins / chemistry; Quantum Theory; Spectroscopy, Near-Infrared; Thermodynamics; Zinc / chemistry
TL;DR: A perhaps counterintuitive result is that of the three dicyanobacteriochlorins, the photosensitizer with the shortest triplet lifetime (7 μs), (NC)2BC‐Pd has the highest activity. (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2013 journal article

Palette of lipophilic bioconjugatable bacteriochlorins for construction of biohybrid light-harvesting architectures

Chemical Science, 4(5), 2036.

By: K. Reddy n, J. Jiang n, M. Krayer n, M. Harris*, J. Springer*, E. Yang*, J. Jiao*, D. Niedzwiedzki* ...

UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Crossref
Added: September 6, 2020

2013 journal article

Photophysical Properties and Electronic Structure of Bacteriochlorin-Chalcones with Extended Near-Infrared Absorption

PHOTOCHEMISTRY AND PHOTOBIOLOGY, 89(3), 586–604.

MeSH headings : Bacteriochlorophylls / chemistry; Chalcones / chemistry; Dimethyl Sulfoxide; Electrons; Kinetics; Molecular Mimicry; Porphyrins / chemistry; Quantum Theory; Solvents; Spectroscopy, Near-Infrared; Tetrapyrroles / chemistry; Thermodynamics; Toluene
TL;DR: Insight is provided into the fundamental properties of bacteriochlorins and designs for tuning the spectral and photophysical features of these near‐infrared‐absorbing tetrapyrrole chromophores are illustrated. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2013 journal article

Synthesis and evaluation of cationic bacteriochlorin amphiphiles with effective in vitro photodynamic activity against cancer cells at low nanomolar concentration

JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 17(1-2), 73–85.

author keywords: photodynamic therapy; HeLa cancer cells; bacteriochlorins; confocal microscopy; subcellular localization; apoptosis
TL;DR: Three new synthetic bacteriochlorins, each bearing a single side-chain containing one or two positive charges, were investigated for their in vitro PDT activity against HeLa human cancer cells, showing the importance of appropriate peripheral groups about a photosensitizer for effective PDT applications. (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2013 journal article

Synthesis and photophysical properties of chlorins bearing 0–4 distinct meso-substituents

Photochemical & Photobiological Sciences, 12(12), 2089.

Contributors: K. Aravindu n, H. Kim*, M. Taniguchi n, P. Dilbeck*, J. Diers*, D. Bocian*, D. Holten*, J. Lindsey n

MeSH headings : Cyclization; Magnetic Resonance Spectroscopy; Metalloporphyrins / chemical synthesis; Metalloporphyrins / chemistry; Models, Molecular; Oxidation-Reduction; Pheophytins / chemistry; Quantum Theory; Spectrometry, Fluorescence; Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization
TL;DR: Density functional theory calculations show that of the frontier molecular orbitals of the chlorin, the energy of the HOMO-1 is the most affected by meso-aryl substituents, undergoing progressive destabilization as the number of meso -aryl groups is increased. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Crossref, ORCID
Added: August 28, 2020

2013 journal article

Synthetic bacteriochlorins with integral spiro-piperidine motifs

New Journal of Chemistry, 37(4), 1157.

By: K. Reddy n, E. Lubian n, M. Pavan n, H. Kim*, E. Yang*, D. Holten*, J. Lindsey n

UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, Crossref
Added: September 6, 2020

2012 journal article

A tandem combinatorial model for the prebiogenesis of diverse tetrapyrrole macrocycles

New Journal of Chemistry, 36(4), 1057.

By: M. Taniguchi n, A. Soares n, V. Chandrashaker n & J. Lindsey n

Contributors: M. Taniguchi n, A. Soares n, V. Chandrashaker n & J. Lindsey n

TL;DR: In terms of the polarity of the tetrapyrrole macrocycles formed, an all-at-once non-enzymic combinatorial process recapitulates features of the stepwise biosynthetic pathway. (via Semantic Scholar)
Sources: NC State University Libraries, Crossref, ORCID
Added: August 28, 2020

2012 journal article

Biohybrid Photosynthetic Antenna Complexes for Enhanced Light-Harvesting

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 134(10), 4589–4599.

By: J. Springer, P. Parkes-Loach*, K. Reddy n, M. Krayer n, J. Jiao*, G. Lee*, D. Niedzwiedzki, M. Harris ...

MeSH headings : Amino Acid Sequence; Light; Light-Harvesting Protein Complexes / chemistry; Models, Molecular; Molecular Sequence Data; Photosynthesis; Spectroscopy, Fourier Transform Infrared
TL;DR: The new biohybrid antennas retain the energy-transfer and self-assembly characteristics of the native antenna complexes, offer enhanced coverage of the solar spectrum, and illustrate a versatile paradigm for the construction of artificial LH systems. (via Semantic Scholar)
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2012 journal article

Competing Knorr and Fischer-Fink pathways to pyrroles in neutral aqueous solution

TETRAHEDRON, 68(34), 6957–6967.

By: V. Chandrashaker, M. Taniguchi*, M. Ptaszek* & J. Lindsey*

Contributors: V. Chandrashaker, M. Taniguchi*, M. Ptaszek* & J. Lindsey*

author keywords: Prebiotic; Mass balance; Tetrapyrrole; Aminolevulinic acid; Biomimetic; Pyrrole
UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2012 journal article

Diversity, isomer composition, and design of combinatorial libraries of tetrapyrrole macrocycles

JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 16(1), 1–13.

By: M. Taniguchi n & J. Lindsey n

Contributors: M. Taniguchi n & J. Lindsey n

author keywords: combinatorial chemistry; library; chemset; pyrrole; porphyrin; phthalocyanine; porphyrazine; mass degeneracy; prebiotic
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2012 journal article

Effects of Linker Torsional Constraints on the Rate of Ground-State Hole Transfer in Porphyrin Dyads

INORGANIC CHEMISTRY, 51(20), 11076–11086.

TL;DR: The trends in the temperature dependence of hole/electron-transfer among the three dyads are consistent with torsional motions of the aryl rings of the linker providing for thermal activation of the process at higher temperatures in the case of the less torsionally constrained dyads, Tl(2)-U and Tl (2)-M. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2012 journal article

Effects of Substituents on Synthetic Analogs of Chlorophylls. Part 3: The Distinctive Impact of Auxochromes at the 7-versus 3-Positions

PHOTOCHEMISTRY AND PHOTOBIOLOGY, 88(3), 651–674.

MeSH headings : Chlorophyll / analogs & derivatives; Chlorophyll / chemical synthesis; Chlorophyll / chemistry; Magnetic Resonance Spectroscopy; Spectrometry, Fluorescence; Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization
TL;DR: The spectral properties are governed by an intricate interplay of electronic effects of substituents at particular sites on the four frontier MOs of the chlorin macrocycle. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2012 journal article

Primordial oil slick and the formation of hydrophobic tetrapyrrole macrocycles

Astrobiology, 12(11), 1055–1068.

By: A. Soares n, M. Taniguchi n, V. Chandrashaker n & J. Lindsey n

Contributors: A. Soares n, M. Taniguchi n, V. Chandrashaker n & J. Lindsey n

MeSH headings : Hydrogen-Ion Concentration; Hydrophobic and Hydrophilic Interactions; Kinetics; Oils / chemistry; Photosynthesis; Porphyrins / chemical synthesis; Solutions; Tetrapyrroles / chemical synthesis; Water / chemistry
TL;DR: The results indicate a facile means for the formation of highly hydrophobic constituents of potential value for prebiotic photosynthesis. (via Semantic Scholar)
UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, NC State University Libraries, ORCID
Added: August 6, 2018

2012 journal article

Self-organization of tetrapyrrole constituents to give a photoactive protocell

Chemical Science, 3(6), 1963.

By: A. Soares n, M. Taniguchi n, V. Chandrashaker n & J. Lindsey n

Contributors: A. Soares n, M. Taniguchi n, V. Chandrashaker n & J. Lindsey n

UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, Crossref, ORCID
Added: August 28, 2020

2012 journal article

Stable Synthetic Bacteriochlorins for Photodynamic Therapy: Role of Dicyano Peripheral Groups, Central Metal Substitution (2H, Zn, Pd), and Cremophor EL Delivery

ChemMedChem, 7(12), 2155–2167.

author keywords: antitumor agents; Cremophor EL micelles; photodynamic therapy; photostability; reactive oxygen species; synthetic bacteriochlorins
MeSH headings : Animals; Coordination Complexes / administration & dosage; Coordination Complexes / chemistry; Coordination Complexes / pharmacology; Glycerol / analogs & derivatives; Glycerol / chemistry; HeLa Cells; Humans; Neoplasms / drug therapy; Palladium / administration & dosage; Palladium / chemistry; Palladium / pharmacology; Pharmaceutical Vehicles / chemistry; Photochemotherapy; Photosensitizing Agents / administration & dosage; Photosensitizing Agents / chemistry; Photosensitizing Agents / pharmacology; Porphyrins / administration & dosage; Porphyrins / chemistry; Porphyrins / pharmacology; Zinc / administration & dosage; Zinc / chemistry; Zinc / pharmacology
TL;DR: The incorporation of cyano substituents provides an excellent motif for the enhancement of the photoactivity and photostability of bacteriochlorins as PDT photosensitizers. (via Semantic Scholar)
Sources: NC State University Libraries, Crossref
Added: September 6, 2020

2012 journal article

Synthesis and Physicochemical Properties of Metallobacteriochlorins

INORGANIC CHEMISTRY, 51(17), 9443–9464.

By: C. Chen n, E. Sun n, D. Fan n, M. Taniguchi n, B. McDowell n, E. Yang*, J. Diers*, D. Bocian*, D. Holten*, J. Lindsey n

Contributors: C. Chen n, E. Sun n, D. Fan n, M. Taniguchi n, B. McDowell n, E. Yang*, J. Diers*, D. Bocian*, D. Holten*, J. Lindsey n

MeSH headings : Absorption; Chemical Phenomena; Chemistry Techniques, Synthetic; Electrochemistry; Electrons; Metalloporphyrins / chemical synthesis; Metalloporphyrins / chemistry; Porphyrins / chemistry
TL;DR: Electrochemical characteristics of (metal-free) bacteriochlorins were probed through electrochemical measurements along with density functional theory calculation of the energies of the frontier molecular orbitals and photophysical properties are generally similar to those of the metal-free analogues. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2011 journal article

A trans-AB-Bacteriochlorin Building Block

JOURNAL OF ORGANIC CHEMISTRY, 76(22), 9478–9487.

By: O. Mass n & J. Lindsey n

MeSH headings : Acetals / chemical synthesis; Acetals / chemistry; Catalysis; Halogenation; Molecular Structure; Photochemistry; Porphyrins / chemical synthesis; Porphyrins / chemistry; Pyrroles / chemistry
TL;DR: Four new results are reported concerning the synthesis of substituted bacteriochlorins, including a new, scalable route to 1,1-dimethoxy-4-methylpent-3-en-2-one, which afford deeper understanding of the scope and limitations of the de novo route and also advance the capabilities for tailoring synthetic bacterio chlorins. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2011 journal article

Abiotic formation of uroporphyrinogen and coproporphyrinogen from acyclic reactants

NEW JOURNAL OF CHEMISTRY, 35(1), 65–75.

By: J. Lindsey n, V. Chandrashaker n, M. Taniguchi n & M. Ptaszek n

Contributors: J. Lindsey n, V. Chandrashaker n, M. Taniguchi n & M. Ptaszek n

Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2011 journal article

De novo synthesis and photophysical characterization of annulated bacteriochlorins. Mimicking and extending the properties of bacteriochlorophylls

New Journal of Chemistry, 35(3), 587.

UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Crossref
Added: September 6, 2020

2011 journal article

De novo synthesis and properties of analogues of the self-assembling chlorosomal bacteriochlorophylls

New Journal of Chemistry, 35(11), 2671.

By: O. Mass n, D. Pandithavidana n, M. Ptaszek n, K. Santiago n, J. Springer*, J. Jiao*, Q. Tang*, C. Kirmaier* ...