Alpha Helix Nucleation by a Simple Cyclic Tetrapeptide

Huy N. Hoang; Chongyang Wu; Renee L. Beyer; Timothy A. Hill; David P. Fairlie

doi:10.1071/CH16591

RESEARCH ARTICLE

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Alpha Helix Nucleation by a Simple Cyclic Tetrapeptide

Huy N. Hoang ^A ^B , Chongyang Wu ^A ^B , Renee L. Beyer ^A , Timothy A. Hill ^A ^C and David P. Fairlie ^A ^C

+ Author Affiliations

- Author Affiliations

^A Division of Chemistry and Structural Biology and ARC Centre of Excellence in Advanced Molecular Imaging, Institute for Molecular Bioscience, The University of Queensland, Brisbane, Qld 4072, Australia.

^B These authors contributed equally to this paper.

^C Corresponding authors. Email: t.hill@imb.uq.edu.au; d.fairlie@imb.uq.edu.au

Australian Journal of Chemistry 70(2) 213-219 https://doi.org/10.1071/CH16591
Submitted: 18 October 2016 Accepted: 22 November 2016 Published: 21 December 2016

Abstract

The simple cyclic tetrapeptide cyclo-(1,4)-[Ala-Arg-Ala-homoGlu]-NH₂ (3) is shown to adopt an unusual α-turn structure, which is not α-helical but can nucleate α-helicity when attached to the N-terminus of either model peptides or two biologically relevant peptides. This new N-terminal helix-capping macrocycle provides very simple and rapid synthetic access to α-helical peptide structures.

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Alpha Helix Nucleation by a Simple Cyclic Tetrapeptide

Abstract

References

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