Document Detail


Selective oxidative demethylation of veratric acid to vanillic acid by CYP199A4 from Rhodopseudomonas palustris HaA2.
MedLine Citation:
PMID:  20024082     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
CYP199A4 (RPB3613) from Rhodopseudomonas palustris HaA2 is a heme monooxygenase that catalyzes the hydroxylation of para-substituted benzoic acids. Monooxygenase activity of CYP199A4 can be reconstituted in a Class I electron transfer chain with an associated [2Fe-2S] ferredoxin, HaPux, (RPB3614) and the flavin-dependent reductase, HaPuR, (RPB3656) that is not associated with a CYP gene. CYP199A4 and the ferredoxin HaPux are produced in greater quantities using recombinant Escherichia coli expression systems when compared to the equivalent proteins in the closely related CYP199A2-Pux-PuR Class I system from R. palustris CGA009. HaPuR and HaPux can also replace PuR and Pux in supporting the CYP199A2 enzyme turnover with high activity. Whole-cell in vivo substrate oxidation systems for CYP199A4 and CYP199A2 with HaPux and HaPuR as the electron transfer proteins have been constructed. These E. coli systems were capable of selectively demethylating veratric acid at the para position to produce vanillic acid at rates of up to 15.3 microM (g-cdw)(-1) min(-1) and yields of up to 1.2 g L(-1).
Authors:
Stephen G Bell; Adrian B H Tan; Eachan O D Johnson; Luet-Lok Wong
Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't     Date:  2009-09-14
Journal Detail:
Title:  Molecular bioSystems     Volume:  6     ISSN:  1742-2051     ISO Abbreviation:  Mol Biosyst     Publication Date:  2010 Jan 
Date Detail:
Created Date:  2009-12-23     Completed Date:  2010-03-29     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  101251620     Medline TA:  Mol Biosyst     Country:  England    
Other Details:
Languages:  eng     Pagination:  206-14     Citation Subset:  IM    
Affiliation:
Department of Chemistry, University of Oxford, Inorganic Chemistry Laboratory, South Parks Road, Oxford, UK. stephen.bell@chem.ox.ac.uk
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MeSH Terms
Descriptor/Qualifier:
Bacterial Proteins / genetics,  metabolism*
Escherichia coli / genetics,  metabolism
Ferredoxins / metabolism
Kinetics
Methylation
Mixed Function Oxygenases / genetics,  metabolism*
Rhodopseudomonas / genetics,  metabolism*
Vanillic Acid / analogs & derivatives*,  metabolism*
Grant Support
ID/Acronym/Agency:
EP-D048559-1//Biotechnology and Biological Sciences Research Council
Chemical
Reg. No./Substance:
0/2Fe-2S ferredoxin; 0/Bacterial Proteins; 0/Ferredoxins; 121-34-6/Vanillic Acid; 93-07-2/veratric acid; EC 1.-/Mixed Function Oxygenases

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