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

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• 作者：Peter Greimel ; Herwig Hä ; usler ; Inge Lundt ; Karen Rupitz ; Arnold E. Stü ; tz ; Chris A. Tarling ; Stephen G. Withers and Tanja M. Wrodnigg
• 关键词：Glycosidase inhibitor ; Iminoalditol ; Fluorescent
• 刊名：Bioorganic and Medicinal Chemistry Letters
• 出版年：2006
• 出版时间：15 April 2006
• 年：2006
• 卷：16
• 期：8
• 页码：2067-2070
• 全文大小：134 K

文摘

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.