Synthesis and biological evaluation of novel biotin–iminoalditol conjugates

G Pototschnig, CM De Csáky, JRM Burke…

Index: Pototschnig, Gerit; De Csaky, Christian Morales; Montenegro Burke, Jose R.; Schitter, Georg; Stuetz, Arnold E.; Tarling, Chris A.; Withers, Stephen G.; Wrodnigg, Tanja M. Bioorganic and Medicinal Chemistry Letters, 2010 , vol. 20, # 14 p. 4077 - 4079

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Citation Number: 5

Abstract

Biotin–iminosugar conjugates of different configuration such as d-gluco, d-galacto, l-ido as well as a furanoid representative in the d-manno configuration have been synthesised and exhibit powerful inhibition of β-glucosidase from Agrobacterium sp. with Ki values in the range of the respective parent compounds. Such molecular probes have potential for activity- based protein profiling taking advantage of the biotin–(strept) avidin interaction.