Enzymatic synthesis of two ginsenoside Re-beta-xylosides

Biosci Biotechnol Biochem. 2001 May;65(5):1223-6. doi: 10.1271/bbb.65.1223.

Abstract

Two new beta-xylosyl derivatives of ginsenoside Re, 20(S)-protopanaxatriol 6-O-alpha-L-rhamnopyranosyl-(1 --> 2)-[beta-D-xylopyranosyl-(1 --> 4)]-beta-D-glucopyranosyl-20-O-beta-D-glucopyranoside and 20(S)-protopanaxatriol 6-O-alpha-L-rhamnopyranosyl-(1 --> 2)-[beta-D-xylopyranosyl-(1 --> 6)]-beta-D-glucopyranosyl-20-O-beta-D-glucopyranoside, were respectively synthesized from p-nitrophenyl beta-D-xylopyranoside and phenyl beta-D-xylopyranoside as donors and ginsenoside Re as the acceptor in 25% acetone and acetonitrile by a cellulase preparation from Trichoderma viride and a beta-galactosidase preparation from Aspergillus oryzae. The latter enzyme preparation also catalyzed the hydrolysis of ginsenoside Re to the minor saponin, ginsenoside Rg2.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aspergillus oryzae / enzymology
  • Catalysis
  • Cellulase / metabolism*
  • Chromatography, High Pressure Liquid
  • Ginsenosides*
  • Glycosides / chemical synthesis*
  • Hydrolysis
  • Molecular Structure
  • Saponins / biosynthesis*
  • Saponins / chemistry
  • Spectrum Analysis
  • Trichoderma / enzymology
  • beta-Galactosidase / metabolism*

Substances

  • Ginsenosides
  • Glycosides
  • Saponins
  • xylosides
  • ginsenoside Re
  • beta-Galactosidase
  • Cellulase