Works (11)
Updated: February 3rd, 2024 05:01
2023 journal article
Excision of a Protein-Derived Amine for <i>p</i>-Aminobenzoate Assembly by the Self-Sacrificial Heterobimetallic Protein CADD
BIOCHEMISTRY, 62(22), 3276–3282.
TL;DR:
Turnover studies using limiting O2 have identified a para-aminobenzaldehyde metabolic intermediate that is formed on the path to pABA formation and use of pABCHO and other probe substrates shows that the heterobimetallic Fe/Mn form of the enzyme is capable of oxygen insertion to generate the pA BA-carboxylate.
(via Semantic Scholar)
UN Sustainable Development Goal Categories
3. Good Health and Well-being
(Web of Science)
Sources: Web Of Science, ORCID, NC State University Libraries
Added: December 12, 2023
2023 journal article
Mechanistic Analysis of Stereodivergent Nitroalkane Cyclopropanation Catalyzed by Nonheme Iron Enzymes
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 145(44), 24210–24217.
TL;DR:
The results suggest that the nitroalkane moiety of the substrate is first deprotonated to produce the nitronate form, and Sequence and structure comparisons of these cyclopropanases enable us to determine the amino acid residues critical for controlling the stereoselectivity of cycloprostanation.
(via Semantic Scholar)
UN Sustainable Development Goal Categories
3. Good Health and Well-being
(Web of Science)
Sources: Web Of Science, NC State University Libraries
Added: December 11, 2023
2023 article
Mechanistic Studies of Aziridine Formation Catalyzed by Mononuclear Non-Heme Iron Enzymes
Cha, L., Paris, J. C., Zanella, B., Spletzer, M., Yao, A., Guo, Y., & Chang, W.-chen. (2023, March 13). JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, Vol. 3.
MeSH headings : Iron / chemistry; Aziridines; Hydroxylation; Catalysis
TL;DR:
The use of in silico methods to identify enzymes with potential aziridine-installing (aziridinase) functionality are reported and reconstitute enzymatic activity in vitro and demonstrate that an iron(IV)-oxo species initiates aziridine ring closure by the C-H bond cleavage.
(via Semantic Scholar)
UN Sustainable Development Goal Categories
3. Good Health and Well-being
(Web of Science)
Sources: Web Of Science, NC State University Libraries
Added: April 4, 2023
2023 article
Repurposing Iron- and 2-Oxoglutarate-Dependent Oxygenases to Catalyze Olefin Hydration
Wang, B., Lu, Y., Cha, L., Chen, T.-Y., Palacios, P. M., Li, L., … Chen, C. (2023, September 6). ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, Vol. 9.
author keywords: Biocatalysis; Hydrogen Atom Transfer; Mukaiyama Hydration; Nonheme Fe/2OG-Dependent Oxygenase
TL;DR:
It is shown that various enzymes of this family, when reconstituted with Fe(II) or Fe(III), can catalyze Mukaiyama hydration-a redox neutral transformation and demonstrates that Fe/2OG enzymes have utility in catalysis beyond the current scope of catalytic oxidation.
(via Semantic Scholar)
open access via onlinelibrary.wiley.com (publisher PDF)
UN Sustainable Development Goal Categories
3. Good Health and Well-being
(Web of Science)
Sources: Web Of Science, NC State University Libraries
Added: September 11, 2023
2022 journal article
Deciphering the Reaction Pathway of Mononuclear Iron Enzyme-Catalyzed N C Triple Bond Formation in Isocyanide Lipopeptide and Polyketide Biosynthesis
ACS CATALYSIS, 12(4), 2270–2279.
author keywords: isocyanide; oxygenase; natural product; reaction mechanism; desaturation; C-N bond formation
TL;DR:
The results indicate that isocyanide formation likely entails a two-step sequence involving an imine intermediate that undergoes decarboxylation-assisted desaturation to yield the isOCyanide product.
(via Semantic Scholar)
UN Sustainable Development Goal Categories
3. Good Health and Well-being
(Web of Science)
6. Clean Water and Sanitation
(OpenAlex)
Sources: Web Of Science, NC State University Libraries
Added: March 28, 2022
2022 journal article
Elucidation of divergent desaturation pathways in the formation of vinyl isonitrile and isocyanoacrylate
NATURE COMMUNICATIONS, 13(1).
MeSH headings : Iron / metabolism; Ketoglutaric Acids / metabolism; Tyrosine
TL;DR:
It is suggested that a carbocation might be deployed to enable chemically divergent desaturations through decarboxylation and deprotonation and hints at substrate promiscuity of these enzymes.
(via Semantic Scholar)
UN Sustainable Development Goal Categories
3. Good Health and Well-being
(Web of Science)
Sources: Web Of Science, NC State University Libraries
Added: September 26, 2022
2022 journal article
Self-sacrificial tyrosine cleavage by an Fe:Mn oxygenase for the biosynthesis of para-aminobenzoate in Chlamydia trachomatis
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 119(39).
Contributors: T. Williams n
author keywords: folate biosynthesis; radical transfer; spectroscopy; heterobinuclear cluster
MeSH headings : Bacterial Proteins / metabolism; Chlamydia trachomatis / enzymology; Folic Acid; Iron / metabolism; Manganese / metabolism; Oxygen / metabolism; Oxygenases / metabolism; Tyrosine / metabolism; para-Aminobenzoates / metabolism
TL;DR:
High in vitro activity relies on the stoichiometric addition of both Fe and Mn, and CADD is shown to activate O2 to self-sacrificially produce pABA from Tyr27.
(via Semantic Scholar)
UN Sustainable Development Goal Categories
3. Good Health and Well-being
(Web of Science)
Sources: Web Of Science, NC State University Libraries, ORCID
Added: September 21, 2022
2020 journal article
Alternative Reactivity of Leucine 5-Hydroxylase Using an Olefin-Containing Substrate to Construct a Substituted Piperidine Ring
BIOCHEMISTRY, 59(21), 1961–1965.
Contributors: n , S. Milikisiyants n, M. Davidson n, S. Xue *, T. Smirnova n , A. Smirnov n , Y. Guo *, W. Chang n
MeSH headings : Alkenes / chemistry; Alkenes / metabolism; Leucine / chemistry; Leucine / metabolism; Mixed Function Oxygenases / chemistry; Mixed Function Oxygenases / metabolism; Molecular Conformation; Nostoc / enzymology; Substrate Specificity
TL;DR:
It is demonstrated that the activity of an Fe/2OG enzyme can be redirected when changing the targeted carbon hybridization from sp3 to sp2 and the resulting epoxide subsequently undergoes intramolecular cyclization to form the substituted piperidine, 2S,5S-hydroxypipecolic acid.
(via Semantic Scholar)
UN Sustainable Development Goal Categories
3. Good Health and Well-being
(Web of Science)
Sources: Web Of Science, NC State University Libraries, ORCID
Added: June 22, 2020
2020 article
An Effective Strategy to Introduce Carbon Isotopes by Simple Swaps of CO2
Cha, L., & Chang, W.-chen. (2020, December). TRENDS IN CHEMISTRY, Vol. 2, pp. 1040–1042.
Contributors: n & W. Chang n
Sources: Web Of Science, NC State University Libraries, ORCID
Added: January 4, 2021
2020 journal article
Epoxidation Catalyzed by the Nonheme Iron(II)- and 2-Oxoglutarate-Dependent Oxygenase, AsqJ: Mechanistic Elucidation of Oxygen Atom Transfer by a Ferryl Intermediate
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 142(13), 6268–6284.
MeSH headings : Aspergillus nidulans / chemistry; Aspergillus nidulans / enzymology; Aspergillus nidulans / metabolism; Crystallography, X-Ray; Epoxy Compounds / chemistry; Epoxy Compounds / metabolism; Fungal Proteins / chemistry; Fungal Proteins / metabolism; Iron / chemistry; Iron / metabolism; Ketoglutaric Acids / metabolism; Models, Molecular; Oxygen / chemistry; Oxygen / metabolism; Oxygenases / chemistry; Oxygenases / metabolism
TL;DR:
A detailed study on epoxidation catalyzed by the non-heme iron- and 2-oxoglutarate-dependent (Fe/2OG) oxygenase, AsqJ, with mechanistic insights on the nature of the para substituents of the substrate during the OAT step.
(via Semantic Scholar)
UN Sustainable Development Goal Categories
3. Good Health and Well-being
(Web of Science)
Sources: Web Of Science, NC State University Libraries, ORCID
Added: May 26, 2020
2018 journal article
Elucidating the Reaction Pathway of Decarboxylation-Assisted Olefination Catalyzed by a Mononuclear Non-Heme Iron Enzyme
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 140(45), 15190–15193.
Contributors: C. Yu n, Y. Tang *, n , S. Milikisiyants n, T. Smirnova n , A. Smirnov n , Y. Guo *, W. Chang n
MeSH headings : Alkenes / chemistry; Alkenes / metabolism; Biocatalysis; Decarboxylation; Molecular Structure; Nonheme Iron Proteins / metabolism
TL;DR:
Experimental observations imply that a pathway involving an initial C-H activation followed by a benzylic carbocation species or by electron transfer coupled β-scission is likely utilized to complete C═C bond formation.
(via Semantic Scholar)
UN Sustainable Development Goal Categories
3. Good Health and Well-being
(Web of Science)
Sources: Web Of Science, NC State University Libraries, ORCID
Added: December 10, 2018
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