Transrutinosylation of tyrosol by flower buds of Sophora japonica

Food Chem. 2021 Jan 30:336:127674. doi: 10.1016/j.foodchem.2020.127674. Epub 2020 Jul 28.

Abstract

Dried flower buds of Japanese sophora (Sophora japonica) comprising rutinosidase activity were tested in rutinosylation of tyrosol via transglycosylation process from rutin. Optimal conditions for transrutinosylation of tyrosol were 49 mM rutin and 290 mM tyrosol, giving maximum conversion up to 66.4% and 24% yield of isolated and purified rutinoside. The rutinosylation proceeded exclusively on the primary hydroxyl of tyrosol, thus forming rhamnosylated derivative of salidroside. This strict regioselectivity differentiates the sophora biocatalyst from microbial rutinosidases.

Keywords: Rutin; Rutinosidase; Sophora japonica; Transglycosylation; Tyrosol rutinoside.

MeSH terms

  • Flowers / chemistry*
  • Flowers / metabolism
  • Glucosides / chemistry
  • Glucosides / metabolism
  • Glycosylation
  • Phenols / chemistry
  • Phenols / metabolism
  • Phenylethyl Alcohol / analogs & derivatives*
  • Phenylethyl Alcohol / chemistry
  • Phenylethyl Alcohol / metabolism
  • Rutin / chemistry
  • Rutin / metabolism
  • Sophora / chemistry*

Substances

  • Glucosides
  • Phenols
  • 4-hydroxyphenylethanol
  • Rutin
  • rhodioloside
  • Phenylethyl Alcohol