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Chem Soc Rev. 2015 Jan 7;44(1):91-102. doi: 10.1039/c4cs00246f. Epub 2014 Sep 8.

Peptide stapling techniques based on different macrocyclisation chemistries.

Author information

1
University Chemical Laboratory, University of Cambridge, Lensfield Road, Cambridge CB2 1EW, UK. spring@ch.cam.ac.uk.

Abstract

Peptide stapling is a strategy for constraining short peptides typically in an alpha-helical conformation. Stapling is carried out by covalently linking the side-chains of two amino acids, thereby forming a peptide macrocycle. There is an expanding repertoire of stapling techniques based on different macrocyclisation chemistries. In this tutorial review, we categorise and analyse key examples of peptide stapling in terms of their synthesis and applicability to biological systems.

PMID:
25199043
DOI:
10.1039/c4cs00246f
[Indexed for MEDLINE]

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