title: Conformationally constrained cyclic peptides: powerful scaffolds for asymmetric catalysis.
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.
authors.affiliation: Department of Polymer Chemistry, Zernike Institute for Advanced Materials, University of Groningen, Nijenborgh 4, 9747 AG Groningen (The Netherlands) http://www.rug.nl/research/polymer-chemistry-bioengineering/
authors.forename: Lifei
authors.initials: L
authors.lastname: Zheng
authors.forename: Alessio
authors.initials: A
authors.lastname: Marcozzi
authors.forename: Jennifer Y
authors.initials: JY
authors.lastname: Gerasimov
authors.forename: Andreas
authors.initials: A
authors.lastname: Herrmann
mesh_terms: D000595:Amino Acid Sequence; D002384:Catalysis; D008969:Molecular Sequence Data; D010456:Peptides, Cyclic / Q000737:chemistry*; D011487:Protein Conformation
chemical_list: D010456:Peptides, Cyclic
keywords: Diels-Alder reaction; Friedel-Crafts reaction; asymmetric catalysis; peptides