Development of neoglycoproteins conjugated with natural oligosaccharides through carboxyl residues of proteins and its application to recombinant human interleukin 1

Biochem Mol Biol Int. 1993 Nov;31(3):527-35.

Abstract

In order to develop glycosylated cytokines, neoglycoproteins were synthesized utilizing naturally occurring oligosaccharides. High mannose type oligosaccharide-asparagine (Asn)s, containing Man8GN2-Asn, Man7GN2-Asn and Man6GN2-Asn, were obtained from quail ovalbumin and were coupled to bovine serum albumin (BSA) by carbodiimide-mediated coupling. Major reaction occurred between amino residues of oligosaccharide-Asns and carboxyl residues of BSA. Approximately one molecules of oligosaccharides-Asns were coupled to per molecule of BSA with 50% yield of glycosylation. Among the oligosaccharides, Man6GN2-Asn appeared to be conjugated predominantly. While this strategy was applied to recombinant human interleukin 1 alpha (IL-1 alpha), three molecules of oligosaccharide-Asns were introduced into per molecule of IL-1 with 10% yield of glycosylation.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Carbodiimides
  • Carbohydrate Sequence
  • Coturnix
  • Glycoproteins / chemical synthesis*
  • Glycosylation
  • Humans
  • Hydrogen-Ion Concentration
  • Interleukin-1 / metabolism*
  • Molecular Sequence Data
  • Oligosaccharides / metabolism*
  • Recombinant Fusion Proteins / metabolism*
  • Serum Albumin, Bovine / metabolism

Substances

  • Carbodiimides
  • Glycoproteins
  • Interleukin-1
  • Oligosaccharides
  • Recombinant Fusion Proteins
  • 1-ethyl-3-(3-dimethylaminoethyl)carbodiimide
  • Serum Albumin, Bovine