Solid phase synthesis of oligomannopeptoids that mimic the concanavalin A-binding trimannoside

Bioorg Med Chem Lett. 1998 Aug 18;8(16):2139-44. doi: 10.1016/s0960-894x(98)00364-3.

Abstract

Oligomannopeptoids from the dimer to the hexamer were produced by solid phase synthesis and their abilities to bind to concanavalin A (ConA) were assessed. The assessment indicated similarity between the oligomannopeptoids and the naturally occurring oligomannosides in the enthalpy of the binding and the valence number vs binding strength relationship, encouraging the use of the oligomannopeptoids as oligomannoside mimics.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Binding, Competitive
  • Calorimetry
  • Carbohydrate Conformation
  • Concanavalin A / chemistry*
  • Dimerization
  • Indicators and Reagents
  • Kinetics
  • Models, Molecular
  • Oligopeptides / chemical synthesis*
  • Oligopeptides / chemistry
  • Oligosaccharides / chemistry*
  • Structure-Activity Relationship
  • Thermodynamics

Substances

  • Indicators and Reagents
  • Oligopeptides
  • Oligosaccharides
  • oligomannoside
  • Concanavalin A