Nucleation effects in peptide foldamers

J Am Chem Soc. 2012 Jul 18;134(28):11495-502. doi: 10.1021/ja301953j. Epub 2012 Jul 5.

Abstract

Oligomers composed of β(3)-amino acid residues and a mixture of α- and β(3)-residues have emerged as proteolytically stable structural mimics of α-helices. An attractive feature of these oligomers is that they adopt defined conformations in short sequences. In this manuscript, we evaluate the impact of β(3)-residues as compared to their α-amino acid analogs in prenucleated helices. Our hydrogen-deuterium exchange results suggest that heterogeneous sequences composed of "αααβ" repeats are conformationally more rigid than the corresponding homogeneous α-peptide helices, with the macrocycle templating the helical conformation having a significant influence.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Circular Dichroism
  • Deuterium / chemistry
  • Hydrogen / chemistry
  • Magnetic Resonance Spectroscopy
  • Peptides / chemistry*
  • Protein Folding

Substances

  • Peptides
  • Hydrogen
  • Deuterium