An in-tether sulfilimine chiral center induces β-turn conformation in short peptides

Org Biomol Chem. 2016 Oct 25;14(42):9993-9999. doi: 10.1039/c6ob01805j.

Abstract

A sulfilimine chiral center in the tether at i, i + 3 positions of short peptides was systematically studied to elucidate the chirality-driven conformational changes. A rare and unexpected type III β-turn structure was induced in short peptides by an in-tether chiral center, supported by circular dichroism spectroscopy, NMR and X-ray crystallography.

MeSH terms

  • Imines / chemistry*
  • Models, Molecular
  • Oligopeptides / chemistry*
  • Protein Conformation, beta-Strand
  • Stereoisomerism

Substances

  • Imines
  • Oligopeptides
  • sulfilimine