Synthesis of a high-mannose-type glycopeptide analog containing a glucose-asparagine linkage

Bioorg Med Chem Lett. 1998 Jul 7;8(13):1763-6. doi: 10.1016/s0960-894x(98)00306-0.

Abstract

The title compound was prepared by enzymatic transfer of oligosaccharide to a synthetic pentapeptide containing the Glc-Asn linkage. The compound was not hydrolyzed by glycoamidases from plant and bacterial sources, but it inhibited both enzymes in the micromolar range. Its activity is compared to other potential inhibitors.

Publication types

  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Amino Acid Sequence
  • Asparagine / chemistry*
  • Carbohydrate Sequence
  • Glucose / chemistry*
  • Glycopeptides / chemical synthesis*
  • Glycopeptides / chemistry
  • Magnetic Resonance Spectroscopy
  • Mannose / chemistry*
  • Molecular Sequence Data
  • Protein Conformation

Substances

  • Glycopeptides
  • Asparagine
  • Glucose
  • Mannose