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

The fluorescence-quenched glycopeptide N γ -[2-acetamido-6-(2′-amino)benzamido-2,6-dideoxy- β- d-glucopyranosyl]- N α -benzoyl-Asn-Tyr(NO 2)-OMe, having anthranilamide/3-nitrotyrosine as the donor/acceptor pair, was synthesized via a convergent route involving the EEDQ-mediated coupling of 2-acetami...

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Bibliographic Details
Published in:Carbohydrate research 1998-01, Vol.306 (4), p.531-538
Main Authors: Ferro, Vito, Weiler, Larry, Withers, Stephen G.
Format: Article
Language:English
Subjects:
Biological Sciences
fluorimeter
nitrotyrosine
peptide
PNGase assay
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Summary:The fluorescence-quenched glycopeptide N γ -[2-acetamido-6-(2′-amino)benzamido-2,6-dideoxy- β- d-glucopyranosyl]- N α -benzoyl-Asn-Tyr(NO 2)-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- β- d-glucopyranosylamine with N-benzoyl-Asp-Tyr(NO 2)-OMe, followed by deprotection.
ISSN:0008-6215
1873-426X
DOI:10.1016/S0008-6215(98)00011-1