Long, chiral polypeptide 3(10)-helices at atomic resolution

J Biomol Struct Dyn. 1988 Feb;5(4):803-17. doi: 10.1080/07391102.1988.10506428.

Abstract

The crystal-state preferred conformation of the terminally blocked hepta- and octapeptides with the general formula -(Aib)n L-Leu-(Aib)2- (n = 4 and 5, respectively), determined by X-ray diffraction, was found to be a right-handed 3(10)-helix stabilized by five and six consecutive intramolecular NH...O = C H-bonds of the C(10)-III type, respectively. The octapeptide structure represents the first observation at atomic resolution of a regular, chiral 3(10)-helix larger than two complete turns. In both cases the right handed screw sense of the helix is dictated by the presence of the single, internal L-residue. This study confirms the propensity of short peptides rich in Aib, the prototype of the amino acid residues dialkylated at the alpha carbon, to adopt a 3(10)-helical structure and is expected to help our understanding of the conformational preferences of the membrane-active, channel-forming, ion-transporting peptaibol antibiotics.

MeSH terms

  • Butyrates / chemical synthesis
  • Hydrogen Bonding
  • Leucine / analogs & derivatives
  • Leucine / chemical synthesis
  • Models, Molecular
  • Peptides* / chemical synthesis
  • Protein Conformation
  • X-Ray Diffraction

Substances

  • Butyrates
  • Peptides
  • 4-bromobenzoyl-(alpha-aminoisobutyric acid)(5)-leucyl-(alpha-aminoisobutyric acid)(2)-methoxy
  • Leucine