Back to Search
Start Over
Anti-Markovnikov alkene oxidation by metal-oxo–mediated enzyme catalysis.
- Source :
-
Science . 10/13/2017, Vol. 358 Issue 6360, p215-218. 4p. 2 Diagrams, 1 Graph. - Publication Year :
- 2017
-
Abstract
- Catalytic anti-Markovnikov oxidation of alkene feedstocks could simplify synthetic routes to many important molecules and solve a long-standing challenge in chemistry. Here we report the engineering of a cytochrome P450 enzyme by directed evolution to catalyze metal-oxo–mediated anti-Markovnikov oxidation of styrenes with high efficiency. The enzyme uses dioxygen as the terminal oxidant and achieves selectivity for anti-Markovnikov oxidation over the kinetically favored alkene epoxidation by trapping high-energy intermediates and catalyzing an oxo transfer, including an enantioselective 1,2-hydride migration. The anti-Markovnikov oxygenase can be combined with other catalysts in synthetic metabolic pathways to access a variety of challenging anti-Markovnikov functionalization reactions. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 00368075
- Volume :
- 358
- Issue :
- 6360
- Database :
- Academic Search Index
- Journal :
- Science
- Publication Type :
- Academic Journal
- Accession number :
- 125756340
- Full Text :
- https://doi.org/10.1126/science.aao1482