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  3. Probing the aglycon binding site of a beta-glucosidase: a collection of C-1-modified 2,5-dideoxy-2,5-imino-D-mannitol derivatives and their structure-activity relationships as competitive inhibitors

Probing the aglycon binding site of a beta-glucosidase: a collection of C-1-modified 2,5-dideoxy-2,5-imino-D-mannitol derivatives and their structure-activity relationships as competitive inhibitors

TitleProbing the aglycon binding site of a beta-glucosidase: a collection of C-1-modified 2,5-dideoxy-2,5-imino-D-mannitol derivatives and their structure-activity relationships as competitive inhibitors
Publication TypeJournal Article
Year of Publication2004
AuthorsWrodnigg, TM, Diness, F, Gruber, C, Hausler, H, Lundt, I, RUPITZ, K, Steiner, AJ, Stutz, AE, Tarling, CA, Withers, SG, Wolfler, H
JournalBIOORGANIC & MEDICINAL CHEMISTRY
Volume12
Pagination3485-3495
Date PublishedJUL 1
ISSN0968-0896
Abstract

A range of new C-1 modified derivatives of the powerful glucosidase inhibitor 2,5-dideoxy-2,5-imino-D-mannitol has been synthesised and their biological activities probed with the beta-glucosidase from Agrobacterium sp. K-i values are compared with those of previously prepared close relatives. Findings suggest dramatic effects exerted by the aglycon binding site on substrate/ inhibitor binding. (C) 2004 Elsevier Ltd. All rights reserved.
DOI10.1016/j.bmc.2004.04.037