Abstract
The Diels-Alder reaction is a cornerstone in organic synthesis, forming two carbon-carbon bonds and up to four new stereogenic centers in one step. No naturally occurring enzymes have been shown to catalyze bimolecular Diels-Alder reactions. We describe the de novo computational design and experimental characterization of enzymes catalyzing a bimolecular Diels-Alder reaction with high stereoselectivity and substrate specificity. X-ray crystallography confirms that the structure matches the design for the most active of the enzymes, and binding site substitutions reprogram the substrate specificity. Designed stereoselective catalysts for carbon-carbon bond-forming reactions should be broadly useful in synthetic chemistry.
Original language | English (US) |
---|---|
Pages (from-to) | 309-313 |
Number of pages | 5 |
Journal | Science |
Volume | 329 |
Issue number | 5989 |
DOIs | |
State | Published - Jul 16 2010 |
Externally published | Yes |
ASJC Scopus subject areas
- General