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Syntheses of p-nitrophenyl 3-and 4-thio-beta-D-glycopyranosides

TitleSyntheses of p-nitrophenyl 3-and 4-thio-beta-D-glycopyranosides
Publication TypeJournal Article
Year of Publication2010
AuthorsChen, H-M, Withers, SG
JournalCARBOHYDRATE RESEARCH
Volume345
Pagination2596-2604
Date PublishedDEC 10
ISSN0008-6215
Abstract

Thioglycosides have proved to be useful enzymatically stable analogs of glycosides for structural and mechanistic studies and their synthesis is considerably simplified through the use of thioglycoligases As part of an investigation Into the use of thioglycosides as potential pharmacological chaperones and as components of glycoproteins and glycolipids the syntheses of p-nitrophenyl 3-thio-beta-D-galactopyranoside phenyl 1 4-dithio-beta-D-glucopyranoside p-nitrophenyl 4-thio-beta-D-mannopyranoside and p-nitrophenyl 2-acetamido-2-deoxy-4-thio-beta-D-mannopyranoside are described (C) 2010 Elsevier Ltd All rights reserved

DOI10.1016/j.carres.2010.10.001