Peczuh, Mark W. - University of Connecticut

个人简介

NIH Postdoctoral Fellow, Princeton University 1999-2001 Ph.D. Yale University 1999 M.S., University of Pittsburgh, 1997

研究领域

Our group designs and synthesizes new natural product-like small molecules that are used to investigate biological processes. We are especially interested in characterizing protein small molecule interactions. One active project in the group include the synthesis, conformational analysis, and protein binding activity of seven membered ring sugars called septanoses. Another project is aimed at uncovering the rules by which macrocyclic molecules use point chirality and multi-atom planar arrays to establish their unique shapes. The molecules are also potential antibacterials. Keywords: synthesis and conformational analysis of septanose mono- and oligosaccharides; modulation of protein-carbohydrate interactions; enzymatic glycosylations; design and synthesis protein secondary structure mimics; macrocycle synthesis.

近期论文

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Positioning and Configuration of Key Atoms Influence the Topology of [13]-Macrodiolides Ma, J.; Peczuh, M. W. J. Org. Chem. 2013, 78, 7414-7422, DOI: 10.1021/jo400383g Document Link Synthesis of C-Septanosides from Pyranoses via Vinyl Addition and Electrophilic Cyclization Vannam, R.; Peczuh, M. W. Org. Lett. 2013, 15, 4122-4125, DOI: 10.1021/ol401769k Document Link Glycosylations with a septanosyl fluoride donor lacking a C2 protecting group. Saha, J.; Peczuh, M. W. Tetrahedron Lett. 2012, 53, 5667-5670, DOI:10.1016/j.tetlet.2012.08.039 Document Link C2 Hydroxyl Group Governs the Difference in Hydrolysis Rates of Methyl-α-D-glycero-D-guloseptanoside and Methy-β-D-glycero-D-guloseptanoside. Beck, J. M.; Miller, S. M.; Peczuh, M. W.; Hadad, C. M. J. Org. Chem. 2012, 77, 4242-4251. Document Link Discovery of a Phosphine-Mediated Cycloisomerization of Alkynyl Hemiketals: Access to Spiroketals and Dihydropyrazoles via Tandem Reactions. Saha, J.; Lorenc, C.; Surana, B.; Peczuh, M. W. J. Org. Chem. 2012, 77, 3846-3858. Document Link Synthesis and Properties of Septanose Carbohydrates. Saha, J.; Peczuh, M. W. Adv. Carb. Chem. & Biochem. 2011, 66, 121-186. ISBN: 978-0-12-385518-3 Document Link Septanosyl fluorides as glycosyl donors: Synthesis of 2-amino septanosyl glycoconjugates. Saha, J.; Peczuh, M. W. Chem. Eur. J. 2011, 17, 7357-7365. Document Link Tandem cyclization and acetalization of a homologate D-glucose delivers D-glycero-D-guloseptanosides. Ramsubhag, R. R; Peczuh, M. W. Arkivoc 2011, v, 92-101. Document Link Computational and experimental investigation of mono-septanoside binding by Concanavalin A: Correlation of ligand stereochemistry to enthalpies of binding. Duff, M. R.; Fyvie, W. F.; Markad, S. D.; Frankel, A. E.; Kumar, C. V.; Gascón, J. A.; Peczuh, M. W. Org. Biomol. Chem. 2011, DOI: 10.1039/C0OB00425A. Document Link Synthesis and evaluation of antimigratory and antiproliferative activities of lipid-linked [13]-macro-dilactones. Magpusao, A. N.; Desmond, R. T.; Billings, K. J.; Fenteany, G.; Peczuh, M. W. Bioorg. Med. Chem. Lett. 2010, 20, 5472-5476. Document Link Electrochemical Immunosensors for Antibodies to Peanut Allergen Ara h2 Using Gold-Peptide Nanoparticle Films. Anal. Liu, H.; Malhotra, R.; Peczuh, M. W.; Rusling, J. F. Chem. 2010, 82, 5865-5871. doi: 10.1021/ac101110q Document Link Hydroxyl group orientation affects hydrolysis rates of methyl a-septanosides. Markad S.D.; Miller, S. M.; Morton, M.; Peczuh, M. W. Tetrahedron Lett. 2010, 51, 1209-1212 doi: 10.1016/j.tetlet.2009.12.109. Document Link Access to Ring Expaned Analogs of 2-Amino Sugars. Saha, J.; Peczuh, M. W. Org. Lett. 2009, 11, 4482-4484. Document Link An unexpectedly facile cyclization of polyhydric alcohols. Pavlik, C.; Onorato, A.; Castro, S.; Morton, M.; Peczuh, M. W.; Smith, M. B. Org. Lett. 2009, 11, 3722-3725. Document Link An oxepinone route to carbohydrate based oxepines. Castro, S.; Johnson, C. S.; Surana, B.; Peczuh, M. W. Tetrahedron 2009, 65, 7921-7926. Document Link Remote induction of asymmetry in [13]-macro-dilactone topology by a single stereogenic center. Fyvie, W. S.; Peczuh, M. W. Chem. Commun. 2008, 4028-4030. Document Link Diastereoselectivity in Epoxidation of Carbohydrate Fused [13]-Macro-dilactones. Fyvie, W. S.; Peczuh, M. W. J. Org. Chem. 2008 73, 3626-3629. Document Link Stereoselectivity in the Epoxidation of Carbohydrate Cased Oxepines. Markad, S.; Xia, S.; Surana, B.; Morton, M. D.; Hadad, C. M.; Peczuh, M. W. J. Org. Chem. 2008, 73, 6341-6354. Document Link Synthesis of substituted septanosyl 1,2,3-triazoles. Castro, S.; Cherney, E. C.; Peczuh, M. W. Carbohydrate Research, 2007, 342, 1366-1372. Document Link Conformational Analysis of Methyl 5-O-methyl Septanosides: Effect of Glycosylation on Conformer Populations. DeMatteo, M.; Mei, S.; Fenton, R.; Morton, M.; Baldisseri, D. M.; Hadad, C. M.; Peczuh, M. W. Carbohydrate Research, 2006, 341, 2927-2945. Document Link