Differential impact of β and γ residue preorganization on α/β/γ-peptide helix stability in water

J Am Chem Soc. 2013 Jun 5;135(22):8149-52. doi: 10.1021/ja403319q. Epub 2013 May 23.


Cyclic constraints have proven to be very effective for preorganizing β-amino acid residues and thereby stabilizing β- and α/β-peptide helices, but little is known about possible preorganization effects among γ residues. Here we assess and compare the impact of cyclic preorganization of β and γ residues in the context of a specific α/β/γ-peptide helix. The results show that β residue preorganization is critical for helix stability but that γ residue preorganization is less important.

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

  • Crystallography, X-Ray
  • Models, Molecular
  • Peptides / chemistry*
  • Protein Structure, Secondary
  • Water / chemistry*


  • Peptides
  • Water