Document Detail


Metabolism of 2,2'- and 3,3'-dihydroxybiphenyl by the biphenyl catabolic pathway of Comamonas testosteroni B-356.
MedLine Citation:
PMID:  14711640     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
The purpose of this investigation was to examine the capacity of the biphenyl catabolic enzymes of Comamonas testosteroni B-356 to metabolize dihydroxybiphenyls symmetrically substituted on both rings. Data show that 3,3'-dihydroxybiphenyl is by far the preferred substrate for strain B-356. However, the dihydrodiol metabolite is very unstable and readily tautomerizes to a dead-end metabolite or is dehydroxylated by elimination of water. The tautomerization route is the most prominent. Thus, a very small fraction of the substrate is converted to other hydroxylated and acidic metabolites. Although 2,2'-dihydroxybiphenyl is a poor substrate for strain B-356 biphenyl dioxygenase, metabolites were produced by the biphenyl catabolic enzymes, leading to production of 2-hydroxybenzoic acid. Data show that the major route of metabolism involves, as a first step, a direct dehydroxylation of one of the ortho-substituted carbons to yield 2,3,2'-trihydroxybiphenyl. However, other metabolites resulting from hydroxylation of carbons 5 and 6 of 2,2'-dihydroxybiphenyl were also produced, leading to dead-end metabolites.
Authors:
M Sondossi; D Barriault; M Sylvestre
Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Applied and environmental microbiology     Volume:  70     ISSN:  0099-2240     ISO Abbreviation:  Appl. Environ. Microbiol.     Publication Date:  2004 Jan 
Date Detail:
Created Date:  2004-01-08     Completed Date:  2004-04-08     Revised Date:  2013-04-18    
Medline Journal Info:
Nlm Unique ID:  7605801     Medline TA:  Appl Environ Microbiol     Country:  United States    
Other Details:
Languages:  eng     Pagination:  174-81     Citation Subset:  IM    
Affiliation:
Department of Microbiology, Weber State University, Ogden, Utah 84408, USA.
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MeSH Terms
Descriptor/Qualifier:
Biodegradation, Environmental
Biphenyl Compounds / chemistry,  metabolism*
Comamonas testosteroni / enzymology*,  growth & development
Culture Media
Hydroxylation
Phenols / chemistry,  metabolism*
Chemical
Reg. No./Substance:
0/Biphenyl Compounds; 0/Culture Media; 0/Phenols; PM2R53I3C9/2,2'-biphenol
Comments/Corrections

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


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