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1-Deoxygalactonojirimycin-lysine hybrids as potent D-galactosidase inhibitors

Title1-Deoxygalactonojirimycin-lysine hybrids as potent D-galactosidase inhibitors
Publication TypeJournal Article
Year of Publication2008
AuthorsSteiner, AJ, Schitter, G, Stuetz, AE, Wrodnigg, TM, Tarling, CA, Withers, SG, Fantur, K, Mahuran, D, Paschke, E, Tropak, M
JournalBIOORGANIC & MEDICINAL CHEMISTRY
Volume16
Pagination10216-10220
Date PublishedDEC 15
ISSN0968-0896
Abstract

Cyclization by double reductive amination of L-arabino-hexos-5-ulose with suitably protected D- as well as L-lysine derivatives provided 1-deoxygalactonojirimycin lysine hybrids without any observable epimer formation at C-5. Modi. cations on the lysine moiety by acylation gave access to lipophilic derivatives which exhibited excellent D-galactosidase inhibitory activities. (C) 2008 Elsevier Ltd. All rights reserved.

DOI10.1016/j.bmc.2008.10.054