Expanding the scope of oxime ligation: facile synthesis of large cyclopeptide-based glycodendrimers

Chem Commun (Camb). 2013 Nov 28;49(92):10796-8. doi: 10.1039/c3cc45368e.

Abstract

A new series of 64-valent glycodendrimers was prepared in excellent yield and purity using a divergent and iterative strategy based on oxime ligation. Enzyme-linked lectin assays revealed the first nanomolar inhibitor for the fucose-specific lectin isolated from Ulex europaeus.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Dendrimers / chemical synthesis*
  • Dendrimers / chemistry
  • Glycoconjugates / chemical synthesis*
  • Glycoconjugates / chemistry
  • Molecular Structure
  • Oximes / chemistry*
  • Peptides, Cyclic / chemistry*

Substances

  • Dendrimers
  • Glycoconjugates
  • Oximes
  • Peptides, Cyclic