Folding control of a non-natural glycopeptide using saccharide-coded structural information for polypeptides

Chem Commun (Camb). 2020 Mar 4;56(18):2767-2770. doi: 10.1039/c9cc10030j. Epub 2020 Feb 5.

Abstract

We synthesized "glyco-arylopeptides", whose folding structure significantly changes depending on the kind of saccharide in their side chain. The saccharide moiety interacts with the main chain via hydrogen bonding, and the non-natural polypeptides form two well-defined architectures-(P)-31- and (M)-41-helices-depending on the length of the saccharide chains and even the configuration of a single stereo-genic center in the epimers.

MeSH terms

  • Density Functional Theory
  • Glycopeptides / chemistry*
  • Molecular Structure
  • Oligosaccharides / chemistry*
  • Peptides / chemical synthesis*
  • Peptides / chemistry
  • Protein Folding

Substances

  • Glycopeptides
  • Oligosaccharides
  • Peptides