Author Archives: Zheng L, Marcozzi A, Gerasimov JY, Herrmann A

Conformationally Constrained Cyclic Peptides: Powerful Scaffolds for Asymmetric Catalysis.

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Conformationally Constrained Cyclic Peptides: Powerful Scaffolds for Asymmetric Catalysis.

Angew Chem Int Ed Engl. 2014 Jun 4;

Authors: Zheng L, Marcozzi A, Gerasimov JY, Herrmann A

Abstract
Cyclic peptides containing a disulfide bridge were identified as a simple and versatile coordination sphere for asymmetric catalysis. Upon complexation with Cu(2+) ions they catalyze Diels-Alder and Friedel-Crafts reactions with high enantioselectivities of up to 99 % ee and 86 % ee, respectively. Moreover, the peptides ligands were systematically optimized with the assistance of “Alanine Scanning”. This biomolecular design could greatly expand the choice of peptide scaffolds for artificial metallopeptide catalysts.

PMID: 24898630 [PubMed – as supplied by publisher]

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