Nonpeptidic foldamers from amino acids: synthesis and characterization of 1,3-substituted triazole oligomers

J Am Chem Soc. 2005 Dec 14;127(49):17134-5. doi: 10.1021/ja056406z.

Abstract

Nonpeptidic foldamers capable of displaying protein-like functionality were prepared by swapping amide bonds with 1,2,3-triazole rings. The overall conformation of these triazole oligomers is largely dictated by dipole-dipole interactions between adjacent rings. Solution NMR studies suggest that a zigzag conformation, which closely mimics the beta-strand structure, predominates in two different tetramers.

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

  • Amino Acids / chemistry*
  • Peptides / chemical synthesis*
  • Peptides / chemistry*
  • Protein Conformation
  • Triazoles / chemical synthesis*
  • Triazoles / chemistry

Substances

  • Amino Acids
  • Peptides
  • Triazoles