Document Detail


Enantioselective alpha-hydroxylation of 2-arylacetic acid derivatives and buspirone catalyzed by engineered cytochrome P450 BM-3.
MedLine Citation:
PMID:  16669674     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
Here we report that an engineered microbial cytochrome P450 BM-3 (CYP102A subfamily) efficiently catalyzes the alpha-hydroxylation of phenylacetic acid esters. This P450 BM-3 variant also produces the authentic human metabolite of buspirone, R-6-hydroxybuspirone, with 99.5% ee.
Authors:
Marco Landwehr; Lisa Hochrein; Christopher R Otey; Alex Kasrayan; Jan-E Bäckvall; Frances H Arnold
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Publication Detail:
Type:  Journal Article; Research Support, N.I.H., Extramural; Research Support, Non-U.S. Gov't; Research Support, U.S. Gov't, Non-P.H.S.    
Journal Detail:
Title:  Journal of the American Chemical Society     Volume:  128     ISSN:  0002-7863     ISO Abbreviation:  J. Am. Chem. Soc.     Publication Date:  2006 May 
Date Detail:
Created Date:  2006-05-03     Completed Date:  2007-08-28     Revised Date:  2013-06-07    
Medline Journal Info:
Nlm Unique ID:  7503056     Medline TA:  J Am Chem Soc     Country:  United States    
Other Details:
Languages:  eng     Pagination:  6058-9     Citation Subset:  IM    
Affiliation:
Division of Chemistry and Chemical Engineering 210-41, California Institute of Technology, Pasadena, California 91125-4100, USA.
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MeSH Terms
Descriptor/Qualifier:
Bacterial Proteins / chemistry*,  genetics
Buspirone / chemistry*
Catalysis
Cytochrome P-450 Enzyme System / chemistry*,  genetics
Hydroxylation
Mixed Function Oxygenases / chemistry*,  genetics
Mutagenesis, Site-Directed
NADPH-Ferrihemoprotein Reductase
Phenylacetates / chemistry*
Stereoisomerism
Grant Support
ID/Acronym/Agency:
R01 GM068664-01/GM/NIGMS NIH HHS; R01 GM068664-01/GM/NIGMS NIH HHS
Chemical
Reg. No./Substance:
0/Bacterial Proteins; 0/Phenylacetates; 36505-84-7/Buspirone; 9035-51-2/Cytochrome P-450 Enzyme System; EC 1.-/Mixed Function Oxygenases; EC 1.6.2.4/NADPH-Ferrihemoprotein Reductase; EC 1.6.2.4/flavocytochrome P450 BM3 monoxygenases
Comments/Corrections

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


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