Synthesis of 3-O-beta-N-acetylglucosaminyl cyclic tetrasaccharide through a lysozyme-catalyzed transfer reaction

Biosci Biotechnol Biochem. 2003 May;67(5):1182-4. doi: 10.1271/bbb.67.1182.

Abstract

Egg white lysozyme was found to catalyze the transfer of N-acetylglucosamine to cyclo[-->6)-alpha-D-Glcp-(1-->3)-alpha-D-Glcp-(1-->6)-alpha-D-Glcp-(1-->3)-alpha-D-Glcp-(1-->] (CTS). Structural analysis showed that the transfer product was 3-O-beta-N-acetylglucosaminyl CTS, cyclo[-->6)-alpha-D-Glcp-(1-->3)-alpha-D-Glcp-(1-->6)-[beta-GlcNAc-(1-->3)]-alpha-D-Glcp-(1-->3)-alpha-D-Glcp-(1-->]. This branched saccharide is anticipated to be a model compound of the sugar chains of glycoproteins.

MeSH terms

  • Animals
  • Carbohydrate Sequence
  • Catalysis
  • Chick Embryo
  • Chromatography, Affinity
  • Chromatography, High Pressure Liquid
  • Egg White
  • Glycosylation
  • Indicators and Reagents
  • Magnetic Resonance Spectroscopy
  • Molecular Sequence Data
  • Molecular Weight
  • Muramidase / chemistry*
  • Oligosaccharides / chemical synthesis*
  • Oligosaccharides / chemistry
  • Spectrometry, Mass, Fast Atom Bombardment

Substances

  • Indicators and Reagents
  • Oligosaccharides
  • cyclo(-6)-glucopyranosyl-1-3-glucopyranosyl-1-6-(N-acetylglucosaminyl-1-3)glucopyranosyl-1-3-glucopyranosyl-(1-)
  • Muramidase