Inhibition of the exo-beta-D-glucosaminidase CsxA by a glucosamine-configured castanospermine and an amino-australine analogue

Org Biomol Chem. 2009 Oct 21;7(20):4169-72. doi: 10.1039/b913235j. Epub 2009 Aug 14.

Abstract

The synthesis of amino-derivatives of castanospermine and australine and their characterisation as inhibitors of the exo-beta-D-glucosaminidase CsxA through enzyme kinetics and X-ray structural analysis is described.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Actinomycetales / enzymology
  • Amines / chemistry*
  • Biocatalysis
  • Catalytic Domain
  • Enzyme Inhibitors / chemistry*
  • Enzyme Inhibitors / pharmacology*
  • Glucosamine / chemistry*
  • Hexosaminidases / antagonists & inhibitors*
  • Hexosaminidases / chemistry
  • Hexosaminidases / metabolism
  • Indolizines / chemistry
  • Indolizines / pharmacology*
  • Models, Molecular
  • Pyrrolizidine Alkaloids / chemistry
  • Pyrrolizidine Alkaloids / pharmacology*

Substances

  • Amines
  • Enzyme Inhibitors
  • Indolizines
  • Pyrrolizidine Alkaloids
  • australine
  • Hexosaminidases
  • exo-beta-D-glucosaminidase
  • Glucosamine
  • castanospermine