Promoting peptide α-helix formation with dynamic covalent oxime side-chain cross-links

Chem Commun (Camb). 2011 Oct 21;47(39):10915-7. doi: 10.1039/c1cc12010g. Epub 2011 Jun 20.

Abstract

Covalent side-chain cross-linking has been shown to be a viable strategy to control peptide folding. We report here that an oxime side-chain linkage can elicit α-helical folds from peptides in aqueous solution. The bio-orthogonal bridge is formed rapidly under neutral buffered conditions, and the resulting cyclic oximes are capable of dynamic covalent exchange.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amino Acid Sequence
  • Molecular Sequence Data
  • Oximes / chemistry*
  • Peptides / chemistry*
  • Protein Folding
  • Protein Structure, Secondary
  • Water / chemistry

Substances

  • Oximes
  • Peptides
  • Water