Works (51)

Updated: July 5th, 2023 16:04

2010 journal article

Aphid feeding activates expression of a transcriptome of oxylipin-based defense signals in wheat involved in resistance to herbivory

Journal of Chemical Ecology, 36(3), 260–276.

By: C. Smith, X. Liu, L. Wang, X. Liu, M. Chen, S. Starkey, J. Bai

Source: NC State University Libraries
Added: August 6, 2018

2007 journal article

Design and synthesis of boronic-acid-labeled thymidine triphosphate for incorporation into DNA

Nucleic Acids Research, 35(4), 1222–1229.

By: N. Lin n, J. Yan n, Z. Huang n, C. Altier n, M. Li n, N. Carrasco n, M. Suyemoto n, L. Johnston n ...

MeSH headings : Aptamers, Nucleotide / chemistry; Boron Compounds / chemical synthesis; Boron Compounds / chemistry; Boron Compounds / metabolism; DNA / biosynthesis; DNA / chemistry; DNA Primers; DNA-Directed DNA Polymerase / metabolism; Polymerase Chain Reaction; Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization; Templates, Genetic; Thymine Nucleotides / chemical synthesis; Thymine Nucleotides / chemistry; Thymine Nucleotides / metabolism
TL;DR: It is demonstrated that DNA polymerase can effectively recognize the B-TTP as the template for DNA polymerization, that allows PCR amplification of boronic acid-labeled DNA. (via Semantic Scholar)
Source: NC State University Libraries
Added: August 6, 2018

2005 journal article

A new type of boronic acid fluorescent reporter compound for sugar recognition

TETRAHEDRON LETTERS, 46(46), 7981–7984.

By: W. Yang n, L. Lin n & B. Wang n

author keywords: boronic acid; sensing; sensor; fluorescent; quinoline; pKa; sugar recognition; heterocycles
TL;DR: 5-quinolineboronic acid (5-QBA) is reported that shows significant fluorescent property changes through a unique pKa-switching mechanism upon binding a diol in aqueous solution. (via Semantic Scholar)
UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Source: Web Of Science
Added: August 6, 2018

2005 patent

Fluorescent sensor compounds for detecting saccharides

Washington, DC: U.S. Patent and Trademark Office.

By: B. Wang, B. Weston & W. Yang

Source: NC State University Libraries
Added: August 6, 2018

2005 journal article

Selective elimination of perennial ryegrass by activation of a pro-herbicide through engineering E-coli argE gene

MOLECULAR BREEDING, 15(4), 339–347.

By: X. Chen n, W. Yang n, E. Sivamani n, A. Bruneau n, B. Wang n & R. Qu n

author keywords: argE; N-acetyl-phosphinothricin; perennial ryegrass; phosphinothricin; summer persistence; transgenics
TL;DR: This approach provides a means to selectively remove a group of transgenic plants without affecting other plants growing with them and to cause self elimination of the plants. (via Semantic Scholar)
UN Sustainable Development Goal Categories
15. Life on Land (Web of Science)
Source: Web Of Science
Added: August 6, 2018

2004 journal article

A new type of water-soluble fluorescent boronic acid suitable for construction of polyboronic acids for carbohydrate recognition

Heterocyclic Communications, 10(6), 383–388.

By: W. Yang, L. Li & B. Wang

Source: NC State University Libraries
Added: August 6, 2018

2004 journal article

The effect of substitution patterns on the release rates of opioid peptides DADLE and [Leu(5)]-enkephalin from coumarin prodrug moieties

BIOORGANIC CHEMISTRY, 32(2), 109–123.

By: L. Zych n, W. Yang n, Y. Liao n, K. Griffin n & B. Wang n

author keywords: coumarin; cyclic prodrug; opioid peptide; esterase; structural effect
MeSH headings : Coumarins / chemistry; Coumarins / metabolism; Enkephalin, Leucine-2-Alanine / analogs & derivatives; Enkephalin, Leucine-2-Alanine / chemical synthesis; Enkephalin, Leucine-2-Alanine / chemistry; Enkephalin, Leucine-2-Alanine / metabolism; Enkephalins / chemical synthesis; Enkephalins / chemistry; Enkephalins / metabolism; Esterases / metabolism; Kinetics; Molecular Structure; Prodrugs / chemical synthesis; Prodrugs / chemistry; Prodrugs / metabolism
TL;DR: Aimed at further understanding the structure-release rate relationship of the coumarin-based cyclic prodrugs, a series of substituted coumarinic acid derivatives of opioid peptides, DADLE, and [Leu(5)]-enkephalin are synthesized and examined. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Source: Web Of Science
Added: August 6, 2018

2003 journal article

A novel type of fluorescent boronic acid that shows large fluorescence intensity changes upon binding with a carbohydrate in aqueous solution at physiological pH

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 13(6), 1019–1022.

By: W. Yang n, J. Yan n, G. Springsteen n, S. Deeter n & B. Wang n

MeSH headings : Boronic Acids / chemical synthesis; Boronic Acids / chemistry; Carbohydrates / chemistry; Fluorescent Dyes / chemical synthesis; Fluorescent Dyes / chemistry; Hydrogen-Ion Concentration; Magnetic Resonance Spectroscopy; Quinolines / chemical synthesis; Quinolines / chemistry; Solutions
TL;DR: 8-quinolineboronic acid is reported as a novel type of fluorescent probe for carbohydrates that responds to the binding of a carbohydrate with over 40-fold increases in fluorescence intensity and shows optimal fluorescence change at physiological pH in aqueous solution. (via Semantic Scholar)
UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Source: Web Of Science
Added: August 6, 2018

2003 review

Boronic acid compounds as potential pharmaceutical agents

[Review of ]. MEDICINAL RESEARCH REVIEWS, 23(3), 346–368.

By: W. Yang n, X. Gao n & B. Wang n

author keywords: boronic acid; enzyme inhibitor; boron neutron; capture agent; antibody mimics; drug delivery
MeSH headings : Acids / chemistry; Acids / pharmacology; Boron Compounds / chemistry; Boron Compounds / pharmacology; Boron Neutron Capture Therapy; Drug Delivery Systems; Enzyme Inhibitors / chemistry; Enzyme Inhibitors / pharmacology; Humans
TL;DR: This study reviews the recent development in boronic acid compounds during the last six years and outlines the priorities for further research into these compounds. (via Semantic Scholar)
UN Sustainable Development Goal Categories
3. Good Health and Well-being (Web of Science; OpenAlex)
Source: Web Of Science
Added: August 6, 2018

2003 journal article

Study of the mechanism of electron-transfer quenching by boron-nitrogen adducts in fluorescent sensors

JOURNAL OF PHYSICAL CHEMISTRY B, 107(47), 12942–12948.

By: S. Franzen n, W. Ni n & B. Wang n

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

2003 journal article

The first fluorescent sensor for D-glucarate based on the cooperative action of boronic acid and guanidinium groups

CHEMICAL COMMUNICATIONS, (6), 792–793.

By: W. Yang n, J. Yan n, H. Fang n & B. Wang n

MeSH headings : Binding Sites; Biosensing Techniques / methods; Boronic Acids / chemistry; Fluorescent Dyes / chemistry; Glucaric Acid / isolation & purification; Glucaric Acid / metabolism; Guanidine / chemistry; Models, Molecular; Spectrometry, Fluorescence
TL;DR: A new fluorescent sensor with a recognition unit consisting of a boronic acid moiety and a guanidinium unit shows selective binding of D-glucarate in aqueous solution. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Source: Web Of Science
Added: August 6, 2018

2002 journal article

A detailed examination of boronic acid-diol complexation

TETRAHEDRON, 58(26), 5291–5300.

By: G. Springsteen n & B. Wang n

author keywords: acid-diol; boronic acid; phenylboronic acid
UN Sustainable Development Goal Categories
Source: Web Of Science
Added: August 6, 2018

2002 journal article

A glucose-selective fluorescence sensor based on boronic acid-diol recognition

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 12(23), 3373–3377.

By: . Karnati n, X. Gao n, S. Gao n, W. Yang n, W. Ni n, S. Sankar n, B. Wang n

MeSH headings : Biosensing Techniques / methods; Boron Compounds / chemical synthesis; Boron Compounds / chemistry; Fluorescence; Fluorescent Dyes / chemical synthesis; Fluorescent Dyes / chemistry; Glucose / analogs & derivatives; Glucose / analysis; Magnetic Resonance Spectroscopy; Sensitivity and Specificity; Spectrometry, Fluorescence
TL;DR: A glucose selective diphenylboronic acid fluorescent sensor (10a) with a K(a) of 1472M(-1) has been synthesized and evaluated and 1H NMR studies indicate that sensor 10a binds with alpha-D-glucofuranose in a bidentate manner (1:1 ratio). (via Semantic Scholar)
UN Sustainable Development Goal Categories
Source: Web Of Science
Added: August 6, 2018

2002 journal article

An inexpensive carbohydrate derivative used as a chiral auxiliary in the synthesis of alpha-hydroxy carboxylic acids

TETRAHEDRON, 58(38), 7663–7679.

By: H. Yu n, C. Ballard n, P. Boyle n & B. Wang n

author keywords: chiral auxiliary; carbohydrate; asymmetric synthesis; hydroxy carboxylic acid; enolate alkylation; glycolate alkylation
UN Sustainable Development Goal Categories
Source: Web Of Science
Added: August 6, 2018

2002 review

Boronic acid-based sensors

[Review of ]. CURRENT ORGANIC CHEMISTRY, 6(14), 1285–1317.

By: W. Wang*, X. Gao* & B. Wang*

UN Sustainable Development Goal Categories
Source: Web Of Science
Added: August 6, 2018

2002 journal article

Catechol pendant polystyrene for solid-phase synthesis

TETRAHEDRON LETTERS, 43(36), 6339–6342.

By: W. Yang n, X. Gao n, G. Springsteen n & B. Wang n

TL;DR: The feasibility of using immobilized catechol to capture boronic acid products for purification and solid-phase transformation was demonstrated and the immobilized pendant polystyrene polymer was prepared from the Merrifield resin via a convenient procedure with high-density loading. (via Semantic Scholar)
UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Source: Web Of Science
Added: August 6, 2018

2002 journal article

Diboronic acids as fluorescent probes for cells expressing sialyl Lewis X

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 12(16), 2175–2177.

By: W. Yang n, S. Gao n, X. Gao n, V. Karnati n, W. Ni n, B. Wang n, W. Hooks*, J. Carson*, B. Weston*

MeSH headings : Animals; Binding Sites; Boronic Acids / chemical synthesis; Boronic Acids / chemistry; Boronic Acids / metabolism; COS Cells; Fluorescence; Gene Expression; Humans; Mice; Molecular Structure; Oligosaccharides / analysis; Oligosaccharides / chemistry; Oligosaccharides / genetics; Sialyl Lewis X Antigen; Staining and Labeling / methods; Tumor Cells, Cultured
TL;DR: A series of fluorescent diboronic acids was synthesized in nine steps as potential sensors for sialyl Lewis X (sLex) and compound 7e was found to show the strongest fluorescence enhancement upon binding with sLex. (via Semantic Scholar)
UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Source: Web Of Science
Added: August 6, 2018

2002 review

Recent developments in depsipeptide research

[Review of ]. CURRENT MEDICINAL CHEMISTRY, 9(4), 471–498.

By: C. Ballard*, H. Yu* & B. Wang*

MeSH headings : Anti-Inflammatory Agents / chemistry; Anti-Inflammatory Agents / isolation & purification; Antifungal Agents / chemistry; Antifungal Agents / isolation & purification; Antineoplastic Agents / chemistry; Antineoplastic Agents / isolation & purification; Depsides; Hydroxybenzoates / chemistry; Hydroxybenzoates / isolation & purification; Oligopeptides / chemistry; Oligopeptides / isolation & purification; Peptides / chemistry; Peptides / isolation & purification; Peptides, Cyclic / chemistry; Peptides, Cyclic / isolation & purification
TL;DR: This review focuses on the major developments in depsipeptide research since 1995, focusing on the antiviral compounds discovered, the callipeltins and the quinoxapeptins are particularly promising due to their inhibitory activities against HIV. (via Semantic Scholar)
UN Sustainable Development Goal Categories
3. Good Health and Well-being (Web of Science; OpenAlex)
Source: Web Of Science
Added: August 6, 2018

2001 journal article

A highly stereoselective entry to alpha-hydroxy carboxylic acids using D-fructose diacetonide as a chiral auxiliary

TETRAHEDRON LETTERS, 42(10), 1835–1838.

By: H. Yu n, E. Ballard n & B. Wang n

UN Sustainable Development Goal Categories
Source: Web Of Science
Added: August 6, 2018

2001 journal article

A new OsO4-mediated carbon-carbon bond cleavage reaction leading to the formation of anthraquinone

Chemistry Letters, (1), 48–49.

By: S. Gao, W. Wang & B. Wang

Source: NC State University Libraries
Added: August 6, 2018

2001 journal article

Alizarin Red S. as a general optical reporter for studying the binding of boronic acids with carbohydrates

Chemical Communications (Cambridge, England), (17), 1608–1609.

By: G. Springsteen & B. Wang

Source: NC State University Libraries
Added: August 6, 2018

2001 journal article

Arylboronic acid-facilitated selective reduction of aldehydes by tributyltin hydride

SYNTHETIC COMMUNICATIONS, 31(17), 2719–2725.

By: H. Yu n & B. Wang n

UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Source: Web Of Science
Added: August 6, 2018

2001 journal article

Building fluorescent sensors for carbohydrates using template-directed polymerizations

BIOORGANIC CHEMISTRY, 29(5), 308–320.

By: S. Gao n, W. Wang n & B. Wang n

author keywords: fluorescence; chemical sensor; boronic acid; molecular imprinting; polymerization; saccharides
MeSH headings : Biosensing Techniques / methods; Boronic Acids / chemistry; Carbohydrates / analysis; Carbohydrates / chemistry; Fluorescent Dyes / chemical synthesis; Fluorescent Dyes / chemistry; Glucose / chemistry; Molecular Structure; Polymers / chemical synthesis; Polymers / chemistry; Spectrometry, Fluorescence
TL;DR: A fluorescent monomer is designed and synthesized that allows for the preparation of fluorescent sensors of cis diols using molecular imprinting methods and showed significant fluorescence intensity enhancement upon binding with the template carbohydrate. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Source: Web Of Science
Added: August 6, 2018

2001 journal article

Development and synthesis of an arylboronic acid-based solid-phase amidation catalyst

Synthesis (Stuttgart), (11), 1611–1613.

By: R. Latta, G. Springsteen & B. Wang

Source: NC State University Libraries
Added: August 6, 2018

2001 article

Editorial announcement

Wang, B. H., & Thakker, D. R. (2001, March). MEDICINAL RESEARCH REVIEWS, Vol. 21, pp. 103–104.

By: B. Wang n & D. Thakker*

Source: Web Of Science
Added: August 6, 2018

2001 journal article

OsO4-mediated conversion of primary amines to nitriles

Synthesis (Stuttgart), (4), 544–546.

By: S. Gao, D. Herzig & B. Wang

Source: NC State University Libraries
Added: August 6, 2018

2001 journal article

Synthesis of RGD analogs as potential vectors for targeted drug delivery

BIOORGANIC CHEMISTRY, 29(6), 357–379.

By: J. Jiang n, W. Wang n, D. Sane* & B. Wang n

MeSH headings : Drug Delivery Systems; Humans; Inhibitory Concentration 50; Molecular Mimicry; Oligopeptides / chemical synthesis; Oligopeptides / chemistry; Oligopeptides / pharmacology; Platelet Activation / drug effects; Platelet Aggregation / drug effects; Platelet Aggregation Inhibitors / chemical synthesis; Platelet Aggregation Inhibitors / pharmacology; Platelet Glycoprotein GPIIb-IIIa Complex / antagonists & inhibitors; Platelet Glycoprotein GPIIb-IIIa Complex / metabolism; Tirofiban; Tyrosine / analogs & derivatives; Tyrosine / chemistry; Tyrosine / pharmacology
TL;DR: The fact that the compound with a side chain modification of poly(ethylene glycol) retained high affinity for glycoprotein IIb/IIIa (IC50 150 nM) suggests the feasibility of tethering fairly large pharmaceutical agents to such RGD analogs without significant sacrifice of their affinity to the intended receptor. (via Semantic Scholar)
UN Sustainable Development Goal Categories
3. Good Health and Well-being (Web of Science; OpenAlex)
Source: Web Of Science
Added: August 6, 2018

2001 journal article

The development of photometric sensors for boronic acids

BIOORGANIC CHEMISTRY, 29(5), 259–270.

By: G. Springsteen n, C. Ballard n, S. Gao n, W. Wang n & B. Wang n

author keywords: boron; boronic acid; sensor; diethanolamine; PET
MeSH headings : Azo Compounds / chemical synthesis; Azo Compounds / chemistry; Biosensing Techniques; Boronic Acids / analysis; Boronic Acids / chemical synthesis; Boronic Acids / chemistry; Electrons; Equipment Design; Esters / chemical synthesis; Evaluation Studies as Topic; Molecular Structure; Organometallic Compounds / chemical synthesis; Organometallic Compounds / chemistry; Oxidation-Reduction; Photochemistry; Photometry / methods
TL;DR: The design and synthesis of a series of photometric chemosensors for phenylboronic acid using diethanolamine as the recognition moiety is reported, demonstrating that sensors based on several different designs can be used for the detection of boronic acids. (via Semantic Scholar)
UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Source: Web Of Science
Added: August 6, 2018

2000 article

A coumarin-based prodrug strategy to improve the oral absorption of RGD peptidomimetics

Wang, W., Camenisch, G., Sane, D. C., Zhang, H. J., Hugger, E., Wheeler, G. L., … Wang, B. H. (2000, March 1). JOURNAL OF CONTROLLED RELEASE, Vol. 65, pp. 245–251.

By: W. Wang n, G. Camenisch*, D. Sane*, H. Zhang n, E. Hugger*, G. Wheeler*, R. Borchardt*, B. Wang n

author keywords: coumarin; fibrinogen; drug delivery; platelet; membrane permeability
MeSH headings : Animals; Anticoagulants / administration & dosage; Anticoagulants / pharmacokinetics; Anticoagulants / pharmacology; Biotransformation; Cell Line; Chemical Phenomena; Chemistry, Physical; Coumarins / administration & dosage; Coumarins / pharmacokinetics; Coumarins / pharmacology; Dogs; Half-Life; Humans; Mouth Mucosa / cytology; Mouth Mucosa / metabolism; Oligopeptides / pharmacokinetics; Platelet Aggregation Inhibitors / pharmacokinetics; Platelet Aggregation Inhibitors / pharmacology; Prodrugs; Receptors, Immunologic / metabolism; Tirofiban; Tyrosine / analogs & derivatives; Tyrosine / pharmacokinetics; Tyrosine / pharmacology
TL;DR: Several coumarin-based cyclic prodrugs of RGD analogs are synthesized, which have the two most polar functional groups, a carboxyl and an amino group, masked as an ester and an amide, respectively, and have higher membrane interaction potentials. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Source: Web Of Science
Added: August 6, 2018

2000 journal article

A facilitated cyclic ether formation and its potential application in solid-phase peptide and organic synthesis

Chemical & Pharmaceutical Bulletin, 48(2), 238–244.

By: D. Shan, A. Zheng, C. Ballard, W. Wang, R. Borchardt & B. Wang

Source: NC State University Libraries
Added: August 6, 2018

2000 journal article

Orally active peptidomimetic RGD analogs that are glycoprotein IIb/IIIa antagonists

Current Medicinal Chemistry, 7(4), 437–453.

By: W. Wang, R. Borchardt & B. Wang

Source: NC State University Libraries
Added: August 6, 2018

2000 journal article

The effect of phenyl substituents on the release rates of esterase-sensitive coumarin-based prodrugs

Chemical & Pharmaceutical Bulletin, 48(8), 1138–1147.

By: Y. Liao, S. Hendrata, S. Bae & B. Wang

Source: NC State University Libraries
Added: August 6, 2018

2000 journal article

The first fluorescent sensor for boronic and boric acids with sensitivity at sub-micromolar concentrations

Chemical Communications (Cambridge, England), (14), 1283–1284.

By: W. Wang, G. Springsteen, S. Gao & B. Wang

Source: NC State University Libraries
Added: August 6, 2018

1999 journal article

A novel resin linker for solid-phase peptide synthesis which call be cleaved using two sequential mild reactions

JOURNAL OF ORGANIC CHEMISTRY, 64(20), 7459–7466.

By: A. Zheng n, D. Shan n, X. Shi n & B. Wang n

TL;DR: A new redox-sensitive linker for solid-phase peptide synthesis that can be readily cleaved under mild conditions and which can be used for the segment synthesis of larger peptides without the need to reprotect the side chain functional groups. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Source: Web Of Science
Added: August 6, 2018

1999 journal article

A redox-sensitive resin linker for the solid phase synthesis of C-terminal modified peptides

JOURNAL OF ORGANIC CHEMISTRY, 64(1), 156–161.

By: A. Zheng n, D. Shan n & B. Wang n

TL;DR: A redox-sensitive resin linker is developed for the synthesis of C-terminal-modified peptides by taking advantage of a "trimethyl lock"-facilitated lactonization reaction, which allows for the ready cleavage of the linker under mild conditions. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Source: Web Of Science
Added: August 6, 2018

1999 journal article

Building fluorescent sensors by template polymerization: The preparation of a fluorescent sensor for D-Fructose

ORGANIC LETTERS, 1(8), 1209–1212.

By: W. Wang n, S. Gao n & B. Wang n

MeSH headings : Fluorescent Dyes / chemical synthesis; Fluorescent Dyes / chemistry; Fructose / analysis; Polymers; Spectrometry, Fluorescence
TL;DR: A fluorescent monomer is designed and synthesized which allows for the preparation of fluorescent sensors of cis diols using molecular imprinting methods and was used for the Preparation of sensitive fluorescent sensors for D-fructose. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Source: Web Of Science
Added: August 6, 2018

1999 journal article

Building fluorescent sensors by template polymerization: The preparation of a fluorescent sensor for L-tryptophan

BIOORGANIC CHEMISTRY, 27(6), 463–476.

By: Y. Liao n, W. Wang n & B. Wang n

TL;DR: A new way of making polymeric fluorescent sensors using template polymerization or molecular imprinting techniques is studied, which does not require the de novo design of the complementary binding site and does not rely on any specific structural features of the template molecule or prior knowledge of its three-dimensional structure. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Source: Web Of Science
Added: August 6, 2018

1999 journal article

Coumarinic acid-based cyclic prodrugs of opioid peptides that exhibit metabolic stability to peptidases and excellent cellular permeability

PHARMACEUTICAL RESEARCH, 16(1), 7–15.

By: O. Gudmundsson*, G. Pauletti*, W. Wang n, D. Shan n, H. Zhang n, B. Wang n, R. Borchardt*

author keywords: esterase-sensitive prodrugs; peptide delivery; opioid peptides; Caco-2 cells; membrane permeability; chemical and enzymatic stability
MeSH headings : Animals; Caco-2 Cells; Cell Membrane Permeability; Coumaric Acids / metabolism; Endorphins / metabolism; Enzyme Stability; Humans; Male; Molecular Sequence Data; Peptide Hydrolases / metabolism; Peptides, Cyclic / metabolism; Prodrugs; Rats; Rats, Sprague-Dawley
TL;DR: The cell permeation characteristics and the chemical and enzymatic stability of coumarinic acid-based cyclic pro-drugs were evaluated andcyclic prodrugs exhibited significantly greater stability against peptidase metabolism than did [Leu5]-enkephalin and DADLE. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Source: Web Of Science
Added: August 6, 2018

1999 journal article

In-plane ESR microwave conductivity measurements and electronic band structure studies of the organic superconductor beta ''-(BEDT-TTF)(2)SF5CH2CF2SO3

JOURNAL OF PHYSICAL CHEMISTRY B, 103(26), 5493–5499.

By: H. Wang, M. VanZile*, J. Schlueter*, U. Geiser*, A. Kini*, P. Sche*, H. Koo n, M. Whangbo n ...

Source: Web Of Science
Added: August 6, 2018

1999 journal article

Prodrug approaches to the improved delivery of peptide drugs

Current Pharmaceutical Design, 5(4), 265–287.

By: W. Wang, J. Jiang, C. Ballard & B. Wang

Source: NC State University Libraries
Added: August 6, 2018

1999 journal article

Substituted coumarins as esterase-sensitive prodrug moieties with improved release rates

Bioorganic & Medicinal Chemistry Letters, 9(13), 1795–1800.

By: Y. Liao & B. Wang

Source: NC State University Libraries
Added: August 6, 2018

1999 journal article

Synthesis and evaluation of novel coumarin-based esterase- sensitive cyclic prodrugs of peptidomimetic RGD analogs with improved membrane permeability

Chemical & Pharmaceutical Bulletin, 47(1), 90–95.

By: B. Wang, W. Wang, G. Camenisch, J. Elmo, H. Zhang & R. Borchardt

Source: NC State University Libraries
Added: August 6, 2018

1999 journal article

Synthesis and evaluation of the physicochemical properties of esterase-sensitive cyclic prodrugs of opioid peptides using coumarinic acid and phenylpropionic acid linkers

JOURNAL OF PEPTIDE RESEARCH, 53(4), 370–382.

By: B. Wang n, K. Nimkar n, W. Wang*, H. Zhang, D. Shan*, O. Gudmundsson*, S. Gangwar*, T. Siahaan*, R. Borchardt*

author keywords: membrane transport; opioid peptide; physicochemical properties; prodrugs
MeSH headings : Amino Acid Sequence; Cell Membrane Permeability / drug effects; Chemical Phenomena; Chemistry, Physical; Coumaric Acids / chemistry; Enkephalin, Leucine / chemistry; Enkephalin, Leucine / pharmacology; Enkephalin, Leucine-2-Alanine / chemistry; Enkephalin, Leucine-2-Alanine / pharmacology; Esterases / metabolism; Membranes, Artificial; Models, Biological; Opioid Peptides / chemical synthesis; Opioid Peptides / chemistry; Opioid Peptides / metabolism; Peptides, Cyclic / chemical synthesis; Peptides, Cyclic / chemistry; Peptides, Cyclic / metabolism; Permeability; Phenylpropionates / chemistry; Prodrugs / chemical synthesis; Prodrugs / chemistry; Prodrugs / metabolism; Prodrugs / pharmacology; Structure-Activity Relationship
TL;DR: The enhanced cellular permeation of the cyclic prodrugs is apparently due to the alteration of their lipophilicity and hydrogen bonding potential, but not their molecular sizes. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Source: Web Of Science
Added: August 6, 2018

1999 journal article

The effect of conformation on the membrane permeation of coumarinic acid- and phenylpropionic acid-based cyclic prodrugs of opioid peptides

JOURNAL OF PEPTIDE RESEARCH, 53(4), 383–392.

By: O. Gudmundsson*, S. Jois*, D. Vander Velde*, T. Siahaan*, B. Wang n & R. Borchardt*

author keywords: membrane permeability; nuclear magnetic resonance spectroscopy; opioid peptide delivery; solution conformation
MeSH headings : Cell Membrane Permeability / drug effects; Circular Dichroism; Coumaric Acids / chemistry; Coumaric Acids / pharmacology; Magnetic Resonance Spectroscopy; Models, Molecular; Opioid Peptides / chemistry; Opioid Peptides / pharmacology; Peptides, Cyclic / chemistry; Peptides, Cyclic / pharmacology; Phenylpropionates / chemistry; Prodrugs / chemistry; Prodrugs / pharmacology; Protein Conformation; Structure-Activity Relationship
TL;DR: The increased lipophilicity and well-defined secondary structures in cyclic prodrugs 3-6, but not in the linear peptides 1 and 2, could both contribute to the enhanced ability of these pro drugs to permeate membranes. (via Semantic Scholar)
UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Source: Web Of Science
Added: August 6, 2018

1999 journal article

Two new improved approaches to the synthesis of coumarin-based prodrugs

TETRAHEDRON, 55(14), 4237–4254.

By: A. Zheng, W. Wang*, H. Zhang & B. Wang*

author keywords: hydrogenation; photochemistry; coumarin; isomerization
TL;DR: Two new approaches to the synthesis of coumarin-based, esterase-sensitive prodrugs are described, one of which is a photochemical approach taking advantage of the photoisomerization of cinnamic acid and its derivatives and the other through the catalytic hydrogenation of a triple bond. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Source: Web Of Science
Added: August 6, 2018

1998 journal article

A comparison of the bioconversion rates and the Caco-2 cell permeation characteristics of coumarin-based cyclic prodrugs and methylester-based linear prodrugs of RGD peptidomimetics

PHARMACEUTICAL RESEARCH, 15(8), 1174–1181.

By: G. Camenisch*, W. Wang n, B. Wang n & R. Borchardt*

author keywords: esterase-sensitive prodrugs; peptidomimetic; chemical and enzymatic stability; Caco-2 cells; membrane permeability; drug delivery
MeSH headings : Animals; Caco-2 Cells; Coumarins / chemistry; Coumarins / pharmacokinetics; Drug Stability; Esters; Humans; Male; Molecular Mimicry; Oligopeptides / chemistry; Oligopeptides / pharmacokinetics; Permeability; Prodrugs / pharmacokinetics; Rats; Rats, Sprague-Dawley
TL;DR: The coumarin-based cyclic prodrugs 3a and 3b were chemically less stable, but metabolically more stable, than the methylester-based linear prodrug's, which were chemically more stable to chemical hydrolysis and more stable in biological media containing esterase activity. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Source: Web Of Science
Added: August 6, 2018

1998 journal article

Coumarin-based prodrugs. Part 3: Structural effects on the release kinetics of esterase-sensitive prodrugs of amines

BIOORGANIC & MEDICINAL CHEMISTRY, 6(4), 417–426.

By: B. Wang n, H. Zhang n, A. Zheng n & W. Wang n

author keywords: prodrug; coumarin; coumarinic acid; esterase; structural effect
MeSH headings : Amines / chemistry; Amines / metabolism; Animals; Chromatography, Gel; Chromatography, High Pressure Liquid; Coumarins / chemistry; Coumarins / metabolism; Esterases / metabolism; Half-Life; Kinetics; Liver / enzymology; Magnetic Resonance Spectroscopy; Mass Spectrometry; Pharmaceutic Aids / chemistry; Pharmaceutic Aids / metabolism; Prodrugs / chemistry; Prodrugs / metabolism; Spectrophotometry, Ultraviolet; Structure-Activity Relationship; Swine
TL;DR: To study the structural effects on the release kinetics of a coumarin-based esterase-sensitive prodrug system, two series of compounds with varying structural features of the ester 'trigger' part and the amine 'drug' part were synthesized. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Source: Web Of Science
Added: August 6, 2018

1998 journal article

Enantioselective polymeric transporters for tryptophan, phenylalanine, and histidine prepared using molecular imprinting techniques

BIOORGANIC CHEMISTRY, 26(6), 309–322.

By: Y. Liao n, W. Wang n & B. Wang n

TL;DR: Polymeric molecular transporters prepared using molecular imprinting techniques with D -tryptophan, D -phenylalanine, and D -histidine as the templates were found to be able to transport the template amino acids across a hydrophobic chloroform layer in a U-tube at rates that were 1.34- to 3.8-fold higher than the transport of their L -enantiomers. (via Semantic Scholar)
UN Sustainable Development Goal Categories
16. Peace, Justice and Strong Institutions (OpenAlex)
Source: Web Of Science
Added: August 6, 2018

1997 journal article

A photo-sensitive protecting group for amines based on coumarin chemistry

Chemical & Pharmaceutical Bulletin, 45(4), 715–718.

By: B. Wang & A. Zheng

Source: NC State University Libraries
Added: August 6, 2018

1997 review

Prodrug strategies based on intramolecular cyclization reactions

[Review of ]. JOURNAL OF PHARMACEUTICAL SCIENCES, 86(7), 765–767.

By: D. Shan n, M. Nicolaou*, R. Borchardt* & B. Wang n

MeSH headings : Animals; Carbamates / chemical synthesis; Carbamates / metabolism; Coumarins / chemical synthesis; Cyclization; Humans; Lactones / chemical synthesis; Mustard Compounds / chemical synthesis; Mustard Compounds / metabolism; Prodrugs / chemical synthesis; Prodrugs / metabolism
TL;DR: Several new prodrug systems for amines, alcohols, and peptides are reviewed, which takes advantage of several facile intramolecular cyclization reactions, that permit separate manipulation of the release kinetics independent of the structural features of the drug moiety. (via Semantic Scholar)
UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Source: Web Of Science
Added: August 6, 2018

1997 review

Prodrug strategies to enhance the intestinal absorption of peptides

[Review of ]. DRUG DISCOVERY TODAY, 2(4), 148–155.

By: S. Gangwar*, G. Pauletti*, B. Wang n, T. Siahaan*, V. Stella* & R. Borchardt*

TL;DR: This manuscript will focus on the biological barrier properties that limit oral peptide bioavailability and on prodrug strategies designed to overcome these barriers. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Source: Web Of Science
Added: August 6, 2018

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