Plagiarizing Proteins: Enhancing Efficiency in Asymmetric Hydrogen-Bonding Catalysis through Positive Cooperativity

A new twist for a fold: Conformationally well‐defined thiourea catalysts, like that shown, stabilized by intramolecular hydrogen bonds demonstrate cooperative ligand–receptor binding. This conformation leads to significantly enhanced catalytic efficiency, resulting in higher turnover rates and lower...

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Bibliographic Details
Published in:Angewandte Chemie (International ed.) 2009-01, Vol.48 (40), p.7391-7394
Main Authors: Jones, Christopher R, Dan Pantoş, G, Morrison, Angus J, Smith, Martin D
Format: Article
Language:English
Subjects:
asymmetric catalysis
Catalysis
cooperativity
Hydrogen Bonding
hydrogen bonds
Proteins - chemistry
Stereoisomerism
Thiourea - chemistry
thioureas
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Summary:A new twist for a fold: Conformationally well‐defined thiourea catalysts, like that shown, stabilized by intramolecular hydrogen bonds demonstrate cooperative ligand–receptor binding. This conformation leads to significantly enhanced catalytic efficiency, resulting in higher turnover rates and lower catalyst loading whilst maintaining high enantioselectivity in a model reaction.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200903063