Výsledky vyhledávání - "Audrey Caravano"

Structural Basis for E. coli Penicillin Binding Protein (PBP) 2 Inhibition, a Platform for Drug Design

Autor: Damien Bonnard, Sophie Chasset, Jean-Michel Bruneau, François Moreau, Julien Barbion, Audrey Caravano, Francis Chevreuil, Marc Ruff, Benoit Ledoussal, E. Le Rouzic, F. Le Strat, Nicolas Levy

Publikováno v: Journal of Medicinal Chemistry
Journal of Medicinal Chemistry, American Chemical Society, 2019, 62 (9), pp.4742-4754. ⟨10.1021/acs.jmedchem.9b00338⟩

Penicillin-binding proteins (PBPs) are the targets of the β-lactams, the most successful class of antibiotics ever developed against bacterial infections. Unfortunately, the worldwide and rapid spread of large spectrum β-lactam resistance genes suc

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::f1632002dba19396e4b7abf30a5b308a
https://pubmed.ncbi.nlm.nih.gov/30995398

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Synthesis of Three C ‐Glycoside Analogues of UDP‐Galactopyranose as Conformational Probes for the Mutase‐Catalyzed Furanose/Pyranose Interconversion

Autor: Audrey Caravano, Stéphane P. Vincent

Publikováno v: European Journal of Organic Chemistry. 2009:1771-1780

UDP-galactopyranose mutase (UGM) catalyzes the isomerization of UDP-galactopyranose (UDP-Galp) into UDP-galactofuranose (UDP-Galf), an essential step of the mycobacterial cell wall biosynthesis. In order to probe the UGM binding pocket, we synthesize

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https://doi.org/10.1002/ejoc.200801249

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Stereoselectivity of the hydrogenation of galactofuranosyl exoglycals

Autor: Weidong Pan, Stéphane P. Vincent, Audrey Caravano

Publikováno v: ARKIVOC, Vol 2007, Iss 10, Pp 348-364 (2007)

This work describes a study of the α/β-diastereoselectivity of the hydrogenation of phosphonylated exoglycals in the galactofuranose series. Nine exoglycals displaying sterically hindering groups on the α or the β face have been synthesized and h

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https://www.arkat-usa.org/arkivoc-journal/browse-arkivoc/ark.5550190.0008.a23

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Synthesis of galactosides locked in a 1,4B boat conformation and functionalized at the anomeric position

Autor: Weidong Pan, Stéphane P. Vincent, Christophe Ansiaux, José Kovensky, Pierre Sinaÿ, Diane Baillieul, Audrey Caravano

Publikováno v: Tetrahedron. 63:2070-2077

A new methodology for the preparation of carbohydrates locked in a 1,4 B boat conformation is presented. The constrained molecules thus obtained are functionalized at the anomeric position by iodo-, fluoro-, hydroxyl- or/and phosphono-methylene moiet

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https://doi.org/10.1016/j.tet.2006.12.028

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1,4-Anhydrogalactopyranose is not an intermediate of the mutase catalyzed UDP-galactopyranose/furanose interconversion

Autor: Audrey Caravano, Stéphane P. Vincent, Pierre Sinaÿ

Publikováno v: Bioorganic & Medicinal Chemistry Letters. 16:1123-1125

UDP-galactopyranose mutase (UGM) catalyzes the isomerization of UDP-galactopyranose (UDP-Galp) into UDP-galactofuranose (UDP-Galf), an essential step of the mycobacterial cell wall biosynthesis. The first mechanistic assumption proposed in the litera

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https://doi.org/10.1016/j.bmcl.2005.11.106

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Developing an asymmetric, stereodivergent route to selected 6-deoxy-6-fluoro-hexoses

Autor: Robert A. Field, Audrey Caravano, Kuldip Singh, Ricard Roig, Jonathan M. Percy, Giuseppe Rinaudo

Publikováno v: Organicbiomolecular chemistry. 7(5)

Free radical bromination and nucleophilic fluorination allows the conversion of methyl sorbate into the 6-fluoro analogue which undergoes sequential asymmetric dihydroxylation reactions. A range of 6-deoxy-6-fluorosugars were prepared by using differ

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https://pubmed.ncbi.nlm.nih.gov/19225683

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A new methodology for the synthesis of fluorinated exo-glycals and their time-dependent inhibition of UDP-galactopyranose mutase

Autor: Hirofumi Dohi, Stéphane P. Vincent, Pierre Sinaÿ, Audrey Caravano

Publikováno v: Chemistry (Weinheim an der Bergstrasse, Germany). 12(11)

Fluorinated carbohydrates constitute a very important class of mechanistic probes for glycosyl-processing enzymes. In this study, we describe the first synthesis of fluorinated and phosphonylated exo-glycals and their corresponding nucleotide sugars

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::7f13fab8196c09ae1733378edfa43f6e
https://pubmed.ncbi.nlm.nih.gov/16429471

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Efficient Synthesis of a Nucleoside-Diphospho-exo-glycal Displaying Time-Dependent Inactivation of UDP-Galactopyranose Mutase

Autor: Pierre Sinaÿ, Audrey Caravano, Stéphane Vincent

Publikováno v: ChemInform. 35

A short and efficient synthesis of UDP-exo-galactofuranosyl-glycal is presented. This molecule displayed an interesting time-dependent inactivation of UDP-galactopyranose mutase, an essential enzyme of the mycobacterial cell wall biosynthesis.

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https://doi.org/10.1002/chin.200440200

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