Two Trifunctional Leloir Glycosyltransferases as Biocatalysts for Natural Products Glycodiversification

Org Lett. 2019 Oct 4;21(19):8058-8064. doi: 10.1021/acs.orglett.9b03040. Epub 2019 Sep 24.

Abstract

Two promiscuous Bacillus licheniformis glycosyltransferases, YdhE and YojK, exhibited prominent stereospecific but nonregiospecific glycosylation activity of 20 different classes of 59 structurally different natural and non-natural products. Both enzymes transferred various sugars at three nucleophilic groups (OH, NH2, SH) of diverse compounds to produce O-, N-, and S-glycosides. The enzymes also displayed a catalytic reversibility potential for a one-pot transglycosylation, thus bestowing a cost-effective application in biosynthesis of glycodiversified natural products in drug discovery.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Bacillus licheniformis / enzymology*
  • Biocatalysis
  • Biological Products / chemistry
  • Biological Products / metabolism*
  • Glycosylation
  • Glycosyltransferases / metabolism*
  • Hydroxides / chemistry
  • Hydroxides / metabolism
  • Molecular Structure
  • Phenols / chemistry
  • Phenols / metabolism

Substances

  • Biological Products
  • Hydroxides
  • Phenols
  • hydroxide ion
  • Glycosyltransferases