Fluorescent glycosidase inhibiting 1,5-dideoxy-1,5-iminoalditols.

Peter Greimel, Herwig Häusler, Inge Lundt, Karen Rupitz, Arnold E. Stütz, Chris A. Tarling, Stephen G. Withers, Tanja M. Wrodnigg

Research output: Contribution to journalJournal articlepeer-review

Abstract

1,5-Dideoxy-1,5-iminoalditols of various configurations as well as isofagomine were N-alkylated with non-polar straight chain spacer-arms by a set of simple standard procedures. The spacer-arms’ terminal functional groups, primary amines, were employed to introduce fluorescent tags such as dansyl and dapoxyl moieties. Resulting derivatives in the D-xylo, D-gluco, D-galacto as well as GlcNAc series showed distinctly improved glycosidase inhibitory activities compared to parent compounds and are designed to be useful analytical tools.
Original languageEnglish
JournalBioorganic & Medicinal Chemistry Letters
Volume16
Pages (from-to)2067-2070
ISSN0960-894X
Publication statusPublished - 2006

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