Introduction of a triazole amino acid into a peptoid oligomer induces turn formation in aqueous solution

Org Lett. 2007 Jun 7;9(12):2381-3. doi: 10.1021/ol070817y. Epub 2007 May 17.

Abstract

Peptoids are a non-natural class of oligomers that are composed of repeating N-substituted glycine units and are capable of folding into helices that mimic peptide structure and function. In this letter, we report the concise synthesis of a 1,5-substituted triazole amino acid (Tzl) and its subsequent incorporation into a short peptoid. The Tzl amino acid was shown to induce turn formation in aqueous solution, thus expanding the structural repertoire available to peptoid chemists.

Publication types

  • Research Support, N.I.H., Intramural

MeSH terms

  • Models, Molecular
  • Molecular Structure
  • Peptoids* / analogs & derivatives
  • Peptoids* / chemical synthesis
  • Peptoids* / chemistry
  • Protein Structure, Secondary
  • Solutions / chemistry
  • Stereoisomerism
  • Triazoles / chemistry*
  • Water / chemistry

Substances

  • Peptoids
  • Solutions
  • Triazoles
  • Water