A simple strategy for glycosyltransferase-catalyzed aminosugar nucleotide synthesis

Chembiochem. 2014 Mar 21;15(5):647-52. doi: 10.1002/cbic.201300779.

Abstract

A set of 2-chloro-4-nitrophenyl glucosamino-/xylosaminosides were synthesized and assessed as potential substrates in the context of glycosyltransferase-catalyzed formation of the corresponding UDP/TDP-α-D-glucosamino-/xylosaminosugars and in single-vessel model transglycosylation reactions. This study highlights a robust platform for aminosugar nucleotide synthesis and reveals OleD Loki to be a proficient catalyst for U/TDP-aminosugar synthesis and utilization

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Amines / chemistry
  • Amines / metabolism*
  • Carbohydrate Metabolism*
  • Carbohydrates / chemistry
  • Catalysis
  • Glucosides / chemistry
  • Glucosides / metabolism
  • Glycosyltransferases / genetics
  • Glycosyltransferases / metabolism*
  • Nitrophenols / chemistry
  • Nitrophenols / metabolism
  • Nucleotides / chemistry
  • Nucleotides / metabolism*
  • Protein Engineering
  • Streptomyces antibioticus / enzymology*
  • Streptomyces antibioticus / genetics
  • Substrate Specificity

Substances

  • Amines
  • Carbohydrates
  • Glucosides
  • Nitrophenols
  • Nucleotides
  • 4-nitrophenyl
  • Glycosyltransferases