Conformational Comparison of Cyclic α3β Tetrapeptide vs. α3β Pentapeptide

  • SA Pawara
  • AM Jabgunde
  • GEM Maguire
  • DD Dhavale
  • HG Kruger
  • F Albericio
Keywords: Cyclic peptide, tetrapeptide, pentapeptide, conformational analysis, NMR spectroscopy, CD spectroscopy

Abstract

The γ-turn inducing sugar β-amino acid plays an important role in the formation of well-defined secondary structures of cyclic tetra- and pentapeptide. Two tetra- and one novel pentapeptide were synthesized from a sugar β-amino acid and the conformations of the compounds were established by NMR spectroscopy (EASY-ROESY) and compared with CD spectroscopic data. Although the ã-turn conformation was dominant for both tetra- and pentapeptide according to NMR spectroscopic analysis in DMSO, the pentapeptide exhibited the  presence of a second conformation.CDspectroscopic results in methanol showed that the tetrapeptides have a γ-turn conformation, while the pentapeptide has a random structure.

KEYWORDS: Cyclic peptide, tetrapeptide, pentapeptide, conformational analysis, NMR spectroscopy, CD spectroscopy.

Published
2015-09-18
Section
Articles

Journal Identifiers


eISSN: 0379-4350