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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

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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