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L-Idoseptanosides: substratesd D-glucosidases?

TitleL-Idoseptanosides: substratesd D-glucosidases?
Publication TypeJournal Article
Year of Publication2006
AuthorsTauss, A, Steiner, AJ, Stutz, AE, Tarling, CA, Withers, SG, Wrodnigg, TM
JournalTETRAHEDRON-ASYMMETRY
Volume17
Pagination234-239
Date PublishedJAN 23
ISSN0957-4166
Abstract

Based on the reported glycosidase inhibitory activities of 1,6-dideoxy-1,6-imino-L-iditol, the corresponding aryl glycosides 4-nitrophenyl alpha- and beta-L -idoseptano side 7 and 8 were synthesised as possible glycosidase substrates. Despite their inherently larger size, these septanosides were indeed shown to be glycosidase substrates, albeit weak ones. In addition, these two substrate analogues 7 and 8 also demonstrated a remarkable degree of selectivity for beta- and alpha-glucosidases, respectively. (c) 2005 Elsevier Ltd. All rights reserved.

DOI10.1016/j.tetasy.2005.12.007