Synthesis and conformational analysis of macrocyclic peptides consisting of both α-helix and polyproline helix segments

Sung Ju Choi, Soo Hyun Kwon, Tae Hyun Kim, Yong Beom Lim

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2 Citations (Scopus)

Abstract

Macrocycles are interesting molecules because their topological features and constrained properties significantly affect their chemical, physical, biological, and self-assembling properties. In this report, we synthesized unique macrocyclic peptides composed of both an α-helix and a polyproline segment and analyzed their conformational properties. We found that the molecular stiffness of the rod-like polyproline segment and the relative orientation of the two different helical segments strongly affect the efficiency of the macrocyclization reaction. Conformational analyses showed that both the α-helix and the polyproline II helix coexisted within the macrocyclic peptides and that the polyproline segment exerts significant effect on the overall helical stability and conformation of the α-helical segment.

Original languageEnglish
Pages (from-to)279-286
Number of pages8
JournalBiopolymers
Volume101
Issue number3
DOIs
Publication statusPublished - 2014 Mar 1

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All Science Journal Classification (ASJC) codes

  • Biophysics
  • Biochemistry
  • Biomaterials
  • Organic Chemistry

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