Azepane quaternary amino acids as effective inducers of 3(10) helix conformations

J Org Chem. 2012 Nov 2;77(21):9833-9. doi: 10.1021/jo301379r. Epub 2012 Oct 22.

Abstract

A simple method for the synthesis of an azepane quaternary amino acid in enantiopure form is described. Theoretical, NMR, and X-ray studies indicated that this azepane-derived amino acid is an effective stabilizer of 3(10) helical structures in short peptides.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amino Acid Sequence
  • Amino Acids / chemistry*
  • Azepines / chemistry*
  • Crystallography, X-Ray
  • Hydrogen Bonding
  • Molecular Conformation
  • Nuclear Magnetic Resonance, Biomolecular
  • Peptides / chemistry*
  • Protein Structure, Secondary

Substances

  • Amino Acids
  • Azepines
  • Peptides