Synthesis of an arabinofuranosyl disaccharide photoaffinity probe for arabinosyltransferase activity in Mycobacterium tuberculosis

Bioorg Med Chem Lett. 2002 Oct 7;12(19):2749-52. doi: 10.1016/s0960-894x(02)00536-x.

Abstract

(5-Azidonaphthalene-1-sulfonamidoethyl)-5-O-(alpha-arabinofuranosyl)-alpha-D-arabinofuranoside 1 was synthesized as a photoaffinity probe for the determination of arabinosyl transferase activity and for the identification of binding and functional sites in Mycobacterium tuberculosis.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Antitubercular Agents / pharmacology
  • Disaccharides / chemical synthesis*
  • Ethambutol / pharmacology
  • Kinetics
  • Magnetic Resonance Spectroscopy
  • Mycobacterium tuberculosis / drug effects
  • Mycobacterium tuberculosis / enzymology*
  • Pentosyltransferases / metabolism*
  • Photoaffinity Labels / chemical synthesis*
  • Spectrometry, Mass, Fast Atom Bombardment

Substances

  • (5-azidonaphthalene-1-sulfonamidoethyl)-5-O-(arabinofuranosyl)-arabinofuranoside
  • Antitubercular Agents
  • Disaccharides
  • Photoaffinity Labels
  • Ethambutol
  • Pentosyltransferases
  • arabinosyltransferase