Conformationally Constrained Cyclic Peptides: Powerful Scaffolds for Asymmetric Catalysis1. Issue 29 (4th June 2014)

• Record Type: Journal Article
• Authors: Zheng, Lifei; Marcozzi, Alessio; Gerasimov, Jennifer Y.; Herrmann, Andreas
• Is Part Of: Angewandte Chemie international edition. Volume 53:Issue 29(2014)
• Page Start: 7599
• Page End: 7603
• Publication Date: 2014-06-04
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201403829
• Languages: English
• ISSNs: 1433-7851

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>Cyclic peptides containing a disulfide bridge were identified as a simple and versatile coordination sphere for asymmetric catalysis. Upon complexation with Cu²⁺ ions they catalyze Diels–Alder and Friedel–Crafts reactions with high enantioselectivities of up to 99 % <italic>ee</italic> and 86 % <italic>ee</italic>, 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.</p> </abstract>