Research & Teaching Faculty

Default Header Image

2-Acetamino-1,2-dideoxynojirimycin-lysine hybrids as hexosaminidase inhibitors

Title2-Acetamino-1,2-dideoxynojirimycin-lysine hybrids as hexosaminidase inhibitors
Publication TypeJournal Article
Year of Publication2009
AuthorsSteiner, AJ, Schitter, G, Stuetz, AE, Wrodnigg, TM, Tarling, CA, Withers, SG, Mahuran, DJ, Tropak, MB
JournalTETRAHEDRON-ASYMMETRY
Volume20
Pagination832-835
Date PublishedMAY 7
ISSN0957-4166
Abstract

Cyclisation by double reductive amination of 2-acetamino-2-deoxy-D-xylo-hexos-5-ulose with N-2 protected L-lysine derivatives provided 2-acetamino-1,2-dideoxynojirimycin derivatives without any observable epimer formation at C-5. Modifications on the lysine moiety gave access to lipophilic derivatives that exhibited improved hexosaminidase inhibitory activities. (C) 2009 Elsevier Ltd. All rights reserved.

DOI10.1016/j.tetasy.2009.02.015