Assessing acceptor substrate promiscuity of YjiC-mediated glycosylation toward flavonoids

Carbohydr Res. 2014 Jul 1;393:26-31. doi: 10.1016/j.carres.2014.03.011. Epub 2014 May 9.

Abstract

The acceptor substrate promiscuity of YjiC, a UDP-glycosyltransferase from Bacillus licheniformis, was explored with seven different classes (flavonols, flavanols, flavones, flavanones, chalcone, stilbene, and isoflavonoids) of 23 flavonoid acceptors. For most of the polyphenols used in the reactions, the enzymatic bioconversion was significantly higher with the production of multiple glucosylated derivatives. This study highlights the highly flexible non-regiospecific glycosylation ability of YjiC toward polyphenolic compounds. The catalytic potential of YjiC could be useful to generate a library of natural product glucosides.

Keywords: Flavonoids; Glycosyltransferase; Natural product glucosides; Non-regiospecific glycosylation.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amino Acid Sequence
  • Bacillus / enzymology*
  • Flavonoids / chemistry
  • Flavonoids / metabolism*
  • Glucosides / biosynthesis*
  • Glucosides / chemistry
  • Glycosylation
  • Glycosyltransferases / metabolism*
  • Molecular Sequence Data
  • Molecular Structure
  • Sequence Alignment
  • Substrate Specificity

Substances

  • Flavonoids
  • Glucosides
  • Glycosyltransferases