Rapid production of a panel of blood group A-active oligosaccharides using chemically synthesized di- and tri-saccharide primers and an easily prepared porcine (1-->3)-alpha-N-acetyl-D-galactosaminyltransferase

Carbohydr Res. 1993 Feb 1:239:167-76. doi: 10.1016/0008-6215(93)84212-o.

Abstract

A porcine (1-->3)-alpha-N-acetyl-D-galactosaminyltransferase was obtained in a state suitable for preparative-scale (mg-scale) synthesis using simple procedures requiring only three days of effort. The enzyme thus prepared transferred GalNAc efficiently from UDP-GalNAc to six different chemically synthesized di- and tri-saccharide H-active structures to yield blood-group A-active oligosaccharides that were characterized by 1H NMR spectroscopy and mass spectrometry. This work further demonstrates the efficiency and attractiveness of using glycosyltransferases in a combined chemoenzymatic approach for the rapid production of biologically active oligosaccharides.

MeSH terms

  • ABO Blood-Group System / chemistry*
  • Animals
  • Carbohydrate Sequence
  • Disaccharides / chemistry
  • Gastric Mucosa / enzymology*
  • Glycosylation
  • Molecular Sequence Data
  • N-Acetylgalactosaminyltransferases / isolation & purification
  • N-Acetylgalactosaminyltransferases / metabolism*
  • Oligosaccharides / chemistry*
  • Swine
  • Trisaccharides / chemistry

Substances

  • ABO Blood-Group System
  • Disaccharides
  • Oligosaccharides
  • Trisaccharides
  • N-Acetylgalactosaminyltransferases
  • UDPgalactosamine-galactose acetylgalactosaminyltransferase