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Convergent synthesis of a fluorescence-quenched glycopeptide as a potential substrate for peptide: N-glycosidases

TitleConvergent synthesis of a fluorescence-quenched glycopeptide as a potential substrate for peptide: N-glycosidases
Publication TypeJournal Article
Year of Publication1998
AuthorsFerro, V, Weiler, L, Withers, SG
JournalCARBOHYDRATE RESEARCH
Volume306
Pagination531-538
Date PublishedFEB
ISSN0008-6215
Abstract

The fluorescence-quenched glycopeptide N-gamma-{[}2-acetamido-6-(2'-amino)benzamido-2,6-dideoxy-beta-D-glucopyr anosyl]-N-alpha-benzoyl-Asn-Tyr(NO2)-OMe, having anthranilamide/3-nitrotyrosine as the donor/acceptor pair, was synthesized via a convergent route involving the EEDQ-mediated coupling of 2-acetamido-2,3-di-O-acetyl-6-(2'-tert-butoxycarbonylamino)benzamido-2,6 -dideoxy-beta-D-glucopyranosylamine with N-benzoyl-Asp-Tyr(NO2)-OMe, followed by deprotection. (C) 1998 Elsevier Science Ltd. All rights reserved.
DOI10.1016/S0008-6215(98)00011-1