A5064171074- Chemical Synthesis and Analysis
- Synthetic Organic Chemistry Methods
- Cyclopropane Reaction Mechanisms
- Various Chemistry Research Topics
- Oxidative Organic Chemistry Reactions
- Asymmetric Synthesis and Catalysis
- Advanced biosensing and bioanalysis techniques
- Chemical Synthesis and Reactions
- Chemical synthesis and alkaloids
- DNA and Nucleic Acid Chemistry
- Radical Photochemical Reactions
- Carbohydrate Chemistry and Synthesis
- Organic Chemistry Cycloaddition Reactions
- Bioactive Compounds and Antitumor Agents
- Fluorine in Organic Chemistry
- Catalytic C–H Functionalization Methods
- Monoclonal and Polyclonal Antibodies Research
- Methane Hydrates and Related Phenomena
- Analytical Chemistry and Chromatography
- bioluminescence and chemiluminescence research
- Ubiquitin and proteasome pathways
- Microbial Metabolic Engineering and Bioproduction
- Synthesis and Catalytic Reactions
- Microbial Natural Products and Biosynthesis
- Traditional and Medicinal Uses of Annonaceae
University of California, Riverside
2015-2024
University of California, Irvine
2016-2024
UC Irvine Health
2023
University of California System
2016-2021
University of California, Berkeley
1980-2017
Riverside
2016
Duke University
1998-2007
Veterans Medical Research Foundation of San Diego
2007
VA San Diego Healthcare System
2005-2007
Duke University Hospital
2000-2006
Solid-phase chemistry, photolabile protecting groups, and photolithography have been combined to achieve light-directed, spatially addressable parallel chemical synthesis yield a highly diverse set of products. Binary masking, one many possible combinatorial strategies, yields 2 n compounds in steps. An array 1024 peptides was synthesized ten steps, its interaction with monoclonal antibody assayed by epifluorescence microscopy. High-density arrays formed light-directed are potentially rich...
ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTAcyclic stereoselection. 7. Stereoselective synthesis of 2-alkyl-3-hydroxy carbonyl compounds by aldol condensationClayton H. Heathcock, Charles T. Buse, William A. Kleschick, Michael C. Pirrung, John E. Sohn, and LampeCite this: J. Org. Chem. 1980, 45, 6, 1066–1081Publication Date (Print):March 1, 1980Publication History Published online1 May 2002Published inissue 1 March 1980https://doi.org/10.1021/jo01294a030Request reuse permissionsArticle...
Two multicomponent reactions, the Ugi and Passerini are accelerated by use of aqueous solutions. The rate enhancements compared to those organic solvents can approach 300-fold. Reactions performed in water offer another advantage that products often insoluble, permitting direct isolation precipitation. methods were applied preparation three small combinatorial libraries.
The parallels between organic reactions conducted with water as the solvent and under high pressure can be understood in light of theories aqueous solvation hydrophobic effects. Such provide powerful tools for promoting nonpolar compounds.
Tire road wear particles (TRWPs) are one of the largest sources microplastics to urban environment with recent concerns as they also provide a pathway for additive chemicals leach into environment. Stormwater is major source TRWPs and associated additives surface water, including antioxidant derivative N-(1,3-dimethylbutyl)-N′-phenyl-p-phenylenediamine-quinone (6PPD-quinone) demonstrating links aquatic toxicity at environmentally relevant concentrations. The present study used complementary...
ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTAcyclic stereoselection. 4. Assignment of stereostructure to .beta.-hydroxycarbonyl compounds by carbon-13 nuclear magnetic resonanceClayton H. Heathcock, Michael C. Pirrung, and John E. SohnCite this: J. Org. Chem. 1979, 44, 24, 4294–4299Publication Date (Print):November 1, 1979Publication History Published online1 May 2002Published inissue 1 November...
UDP-3-<i>O</i>-(<i>R</i>-3-hydroxymyristoyl)-<i>N</i>-acetylglucosamine deacetylase (LpxC) catalyzes the second step in biosynthesis of lipid A, a unique amphiphilic molecule found outer membranes virtually all Gram-negative bacteria. Since A is required for bacterial growth, inhibitors LpxC have potential utility as antibiotics. The enzymes biosynthesis, including LpxC, are encoded by single copy genes sequenced genomes. We now cloned, overexpressed, and purified from hyperthermophile...
ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTIntramolecular generation and [2,3]-sigmatropic rearrangement of oxonium ylidesMichael C. Pirrung John A. WernerCite this: J. Am. Chem. Soc. 1986, 108, 19, 6060–6062Publication Date (Print):September 1, 1986Publication History Published online1 May 2002Published inissue 1 September 1986https://doi.org/10.1021/ja00279a076RIGHTS & PERMISSIONSArticle Views1687Altmetric-Citations122LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum...
Rhodium carboxylate-mediated reactions of diazoketones involving cyclopropanation, C−H insertion, and aromatic C−C double bond addition/electrocyclic ring opening obey saturation (Michaelis−Menten) kinetics. Axial ligands for rhodium, including hydrocarbons Lewis bases such as nitriles, ethers, ketones, inhibit these by a mixed kinetic inhibition mechanism, meaning that they can bind both to the free catalyst catalyst−substrate complex. Substrate also be exhibited diazocompounds bearing...
ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTElectronic Effects in Dirhodium(II) Carboxylates. Linear Free Energy Relationships Catalyzed Decompositions of Diazo Compounds and CO Isonitrile ComplexationMichael C. Pirrung Andrew T. Morehead Jr.Cite this: J. Am. Chem. Soc. 1994, 116, 20, 8991–9000Publication Date (Print):October 1, 1994Publication History Published online1 May 2002Published inissue 1 October...
ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTAcyclic stereoselection. 9. Stereochemistry of the addition lithium enolates to .alpha.-alkoxy aldehydesClayton H. Heathcock, Steven D. Young, James P. Hagen, Michael C. Pirrung, Charles T. White, and Don VanDerveerCite this: J. Org. Chem. 1980, 45, 19, 3846–3856Publication Date (Print):September 1, 1980Publication History Published online1 May 2002Published inissue 1 September...
Novel strategies are required to combat pox virus infections, whether caused by escape of viruses such as monkeypox from indigenous areas or intentional release smallpox. Anti-smallpox drugs with a unique mode antiviral action, inhibition transcription termination, were known but not therapeutically useful. Using combinatorial method, variants the basic isatin-β-thiosemicarbazone structure prepared and examined for cytotoxicity activity in vaccinia virus- cowpox virus-infected human cells....
ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTAcyclic stereoselection. 12. Double stereodifferentiation with mutual kinetic resolution. A superior class of reagents for control Cram's rule stereoselection in synthesis erythro-.alpha.-alkyl-.beta.-hydroxy carboxylic acids from chiral aldehydesClayton H. Heathcock, Michael C. Pirrung, John Lampe, Charles T. Buse, and Steven D. YoungCite this: J. Org. Chem. 1981, 46, 11, 2290–2300Publication Date (Print):May 1, 1981Publication History Published...
The photochemical degradation pathways of 6PPD-quinone (6PPDQ, 6PPD-Q), a toxic transformation product the tire antiozonant 6PPD, were determined under simulated sunlight conditions typical high-latitude surface waters. Direct resulted in 6PPDQ half-lives ranging from 17.5 h at 20 °C to no observable over 48 4 °C. Sensitization excited triplet-state using Cs
ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTTotal synthesis of (+)-griseofulvinMichael C. Pirrung, William L. Brown, Sushil Rege, and Pierre LaughtonCite this: J. Am. Chem. Soc. 1991, 113, 22, 8561–8562Publication Date (Print):October 1, 1991Publication History Published online1 May 2002Published inissue 1 October 1991https://doi.org/10.1021/ja00022a075Request reuse permissionsArticle Views1510Altmetric-Citations94LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum full text...
ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTSpatially-Addressable Immobilization of Macromolecules on Solid SupportsSteven A. Sundberg, Ronald W. Barrett, Michael Pirrung, Amy L. Lu, Benjang Kiangsoontra, and Christopher P. HolmesCite this: J. Am. Chem. Soc. 1995, 117, 49, 12050–12057Publication Date (Print):December 1, 1995Publication History Published online1 May 2002Published inissue 1 December...
UDP-3-O-[R-3-hydroxymyristoyl]-GlcNAc deacetylase (LpxC) is a zinc amidase that catalyzes the second step of lipid A biosynthesis in Gram negative bacteria. Known inhibitors this enzyme are oxazolines incorporating hydroxamic acid at 4-position, which believed to coordinate single essential ion. new structural class was designed incorporate more stable and synthetically versatile isoxazoline core. The synthetic versatility allowed for broad study metal binding groups. Nine 17 isoxazolines,...
ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTDipolar cycloaddition of cyclic rhodium carbenoids to aromatic heterocyclesMichael C. Pirrung, Jiancun Zhang, and Andrew T. McPhailCite this: J. Org. Chem. 1991, 56, 22, 6269–6271Publication Date (Print):October 1, 1991Publication History Published online1 May 2002Published inissue 1 October 1991https://doi.org/10.1021/jo00022a010RIGHTS & PERMISSIONSArticle Views580Altmetric-Citations83LEARN ABOUT THESE METRICSArticle Views are the...