Synthesis and biological evaluation of novel biotin-iminoalditol conjugates

Bioorg Med Chem Lett. 2010 Jul 15;20(14):4077-9. doi: 10.1016/j.bmcl.2010.05.084. Epub 2010 May 27.

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 beta-glucosidase from Agrobacterium sp. with K(i) 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.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Biotin / chemical synthesis*
  • Biotin / pharmacology*
  • Drug Evaluation, Preclinical
  • Molecular Probes
  • Sugar Alcohols / chemical synthesis*
  • Sugar Alcohols / pharmacology*

Substances

  • Molecular Probes
  • Sugar Alcohols
  • Biotin