Enzymatic synthesis of capsaicin 4-O-β-xylooligosaccharides by β-xylosidase from Aspergillus sp

Acta Biol Hung. 2011 Jun;62(2):151-5. doi: 10.1556/ABiol.62.2011.2.5.

Abstract

Capsaicin 4-O-β-xylooligosaccharides were synthesized by a biocatalytic xylosylation using Aspergillus sp. β-xylosidase. Capsaicin was converted into three new capsaicin glycosides, i.e. capsaicin 4-O-β-xyloside, capsaicin 4-O-β-xylobioside, and capsaicin 4-O-β-xylotrioside in 15, 12 and 10% yield, respectively. All products were isolated from the reaction mixtures by preparative HPLC. The structures of the products were determined by NMR spectroscopic method.

MeSH terms

  • Aspergillus / enzymology*
  • Capsaicin / chemical synthesis*
  • Chromatography, High Pressure Liquid
  • Glycosides / chemical synthesis
  • Glycosylation
  • Hydrogen-Ion Concentration
  • Magnetic Resonance Spectroscopy
  • Oligosaccharides / chemical synthesis*
  • Xylosidases / metabolism*

Substances

  • Glycosides
  • Oligosaccharides
  • xylosides
  • Xylosidases
  • exo-1,4-beta-D-xylosidase
  • Capsaicin