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Bioorg Med Chem Lett. 2006 Apr 15;16(8):2067-70. Epub 2006 Feb 14.

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

Author information

1
Glycogroup, Institut für Organische Chemie, Technische Universität Graz, Stremayrgasse 16, A-8010 Graz, Austria.

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.

PMID:
16481162
DOI:
10.1016/j.bmcl.2006.01.095
[Indexed for MEDLINE]

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