Peters, Matthew W. and Meinhold, Peter and Glieder, Anton and Arnold, Frances H. (2003) Regio- and Enantioselective Alkane Hydroxylation with Engineered Cytochromes P450 BM-3. Journal of the American Chemical Society, 125 (44). pp. 13442-13450. ISSN 0002-7863. doi:10.1021/ja0303790. https://resolver.caltech.edu/CaltechAUTHORS:20170515-134122486
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Abstract
Cytochrome P450 ΒΜ-3 from Bacillus megaterium was engineered using a combination of directed evolution and site-directed mutagenesis to hydroxylate linear alkanes regio- and enantioselectively using atmospheric dioxygen as an oxidant. BM-3 variant 9-10A-A328V hydroxylates octane at the 2-position to form S-2-octanol (40% ee). Another variant, 1-12G, also hydroxylates alkanes larger than hexane primarily at the 2-position but forms R-2-alcohols (40−55% ee). These biocatalysts are highly active (rates up to 400 min-1) and support thousands of product turnovers. The regio- and enantioselectivities are retained in whole-cell biotransformations with Escherichia coli, where the engineered P450s can be expressed at high levels and the cofactor is supplied endogenously.
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| Additional Information: | © 2003 American Chemical Society. Received 24 June 2003. Published online 11 October 2003. Published in print 1 November 2003. The authors thank Dr. Nathan Dalleska for his assistance with the gas chromatography. This work is supported by the National Science Foundation (BES-9981770). | ||||||
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| Issue or Number: | 44 | ||||||
| DOI: | 10.1021/ja0303790 | ||||||
| Record Number: | CaltechAUTHORS:20170515-134122486 | ||||||
| Persistent URL: | https://resolver.caltech.edu/CaltechAUTHORS:20170515-134122486 | ||||||
| Official Citation: | Regio- and Enantioselective Alkane Hydroxylation with Engineered Cytochromes P450 BM-3 Matthew W. Peters, Peter Meinhold, Anton Glieder, and Frances H. Arnold Journal of the American Chemical Society 2003 125 (44), 13442-13450 DOI: 10.1021/ja0303790 | ||||||
| Usage Policy: | No commercial reproduction, distribution, display or performance rights in this work are provided. | ||||||
| ID Code: | 77460 | ||||||
| Collection: | CaltechAUTHORS | ||||||
| Deposited By: | Ruth Sustaita | ||||||
| Deposited On: | 16 May 2017 03:32 | ||||||
| Last Modified: | 01 Jun 2023 23:31 |
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