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- Title
Conformationally Constrained Cyclic Peptides: Powerful Scaffolds for Asymmetric Catalysis.
- Authors
Zheng, Lifei; Marcozzi, Alessio; Gerasimov, Jennifer Y.; Herrmann, Andreas
- Abstract
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 % 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.
- Subjects
CYCLIC peptides; DIELS-Alder reaction; FRIEDEL-Crafts reaction; ENANTIOSELECTIVE catalysis; SCAFFOLD proteins
- Publication
Angewandte Chemie International Edition, 2014, Vol 53, Issue 29, p7599
- ISSN
1433-7851
- Publication type
Article
- DOI
10.1002/anie.201403829