Screw sense alone can govern enantioselective extension of a helical peptide by kinetic resolution of a racemic amino acid

Liam Byrne, Jordi Solà, Jonathan Clayden*

*Corresponding author for this work

Research output: Contribution to journalArticle (Academic Journal)peer-review

8 Citations (Scopus)

Abstract

Helical peptides built principally from the achiral quaternary amino acid Aib but with an induced preferred screw-sense exhibit enantioselectivity in their chain-extension reactions when presented with a racemic tertiary amino acid. This is the first demonstration that secondary structure alone, in the absence of local chiral residues, can direct the enantioselectivity of peptide coupling.

Original languageEnglish
Pages (from-to)10965-10968
Number of pages4
JournalChemical Communications
Volume51
Issue number54
Early online date2 Jun 2015
DOIs
Publication statusPublished - 11 Jul 2015

Fingerprint Dive into the research topics of 'Screw sense alone can govern enantioselective extension of a helical peptide by kinetic resolution of a racemic amino acid'. Together they form a unique fingerprint.

Cite this