Literature DB >> 3111366

Evidence for novel mechanisms of polychlorinated biphenyl metabolism in Alcaligenes eutrophus H850.

D L Bedard, M L Haberl, R J May, M J Brennan.   

Abstract

Previous studies indicated that Alcaligenes eutrophus H850 attacks a different spectrum of polychlorinated biphenyl (PCB) congeners than do most PCB-degrading bacteria and that novel mechanisms of PCB degradation might be involved. To delineate this, we have investigated the differences in congener selectivity and metabolite production between H850 and Corynebacterium sp. strain MB1, an organism that apparently degrades PCBs via a 2,3-dioxygenase. H850 exhibited a superior ability to degrade congeners via attack on 2-, 2,4-, 2,5-, or 2,4,5-chlorophenyl rings in PCBs but an inferior ability to degrade congeners via attack on a 4-chlorophenyl ring. Reactivity preferences were also reflected in the products formed from unsymmetrical PCBs; thus MB1 attacked the 2,3-chlorophenyl ring of 2,3,2',5'-tetrachlorobiphenyl to yield 2,5-dichlorobenzoic acid, while H850 attacked the 2,5-chlorophenyl ring to yield 2,3-dichlorobenzoic acid and a novel metabolite, 2',3'-dichloroacetophenone. Furthermore, H850 oxidized 2,4,5,2',4',5'-hexachlorobiphenyl, a congener with no adjacent unsubstituted carbons, to 2',4',5'-trichloroacetophenone. The atypical congener selectivity pattern and novel metabolites produced suggest that A. eutrophus H850 may degrade certain PCB congeners by a new route beginning with attack by some enzyme other than the usual 2,3-dioxygenase.

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Year:  1987        PMID: 3111366      PMCID: PMC203816          DOI: 10.1128/aem.53.5.1103-1112.1987

Source DB:  PubMed          Journal:  Appl Environ Microbiol        ISSN: 0099-2240            Impact factor:   4.792


  19 in total

1.  Rapid assay for screening and characterizing microorganisms for the ability to degrade polychlorinated biphenyls.

Authors:  D L Bedard; R Unterman; L H Bopp; M J Brennan; M L Haberl; C Johnson
Journal:  Appl Environ Microbiol       Date:  1986-04       Impact factor: 4.792

2.  Hydroxylation of phenylalanine by Pseudomonas sp.: measurement of an isotope effect following the NIH shift.

Authors:  W R Bowman; W R Gretton; G W Kirby
Journal:  J Chem Soc Perkin 1       Date:  1973

3.  Degradation of polychlorinated biphenyls by two species of Achromobacter.

Authors:  M Ahmed; D D Focht
Journal:  Can J Microbiol       Date:  1973-01       Impact factor: 2.419

4.  The prophylactic treatment tuberculosis.

Authors:  M H Mires; C H Alexander
Journal:  Del Med J       Date:  1972-07

5.  Metabolism of 4,4'-dihalogenobiphenyls.

Authors:  S Safe; D Jones; O Hutzinger
Journal:  J Chem Soc Perkin 1       Date:  1976

6.  Metobolism of chlorobenzene with hepatic microsomes and solubilized cytochrome P-450 systems.

Authors:  H G Selander; D M Jerina; J W Daly
Journal:  Arch Biochem Biophys       Date:  1975-05       Impact factor: 4.013

7.  Effect of chlorine substitution on the bacterial metabolism of various polychlorinated biphenyls.

Authors:  K Furukawa; N Tomizuka; A Kamibayashi
Journal:  Appl Environ Microbiol       Date:  1979-08       Impact factor: 4.792

8.  Deuterium isotope effects during formation of phenols by hepatic monoxygenases. Evidence for an alternative to arene oxide pathway.

Authors:  J E Tomaszewski; D M Jerina; J W Daly
Journal:  Biochemistry       Date:  1975-05-06       Impact factor: 3.162

9.  Microbial biodegradation of 4-chlorobiphenyl, a model compound of chlorinated biphenyls.

Authors:  R Massé; F Messier; L Péloquin; C Ayotte; M Sylvestre
Journal:  Appl Environ Microbiol       Date:  1984-05       Impact factor: 4.792

10.  Non-arene oxide aromatic ring hydroxylation of 2,2',5,5'-tetrachlorobiphenyl as the major metabolic pathway catalyzed by phenobarbital-induced rat liver microsomes.

Authors:  B D Preston; J A Miller; E C Miller
Journal:  J Biol Chem       Date:  1983-07-10       Impact factor: 5.157

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  54 in total

1.  Differential enantioselective transformation of atropisomeric polychlorinated biphenyls by multiple bacterial strains with different inducing compounds.

Authors:  Andrew C Singer; Charles S Wong; David E Crowley
Journal:  Appl Environ Microbiol       Date:  2002-11       Impact factor: 4.792

2.  Bacterial degradation of ring-chlorinated acetophenones.

Authors:  F K Higson; D D Focht
Journal:  Appl Environ Microbiol       Date:  1990-12       Impact factor: 4.792

3.  Metabolism of Dibenzofuran by Pseudomonas sp. Strain HH69 and the Mixed Culture HH27.

Authors:  P Fortnagel; H Harms; R M Wittich; S Krohn; H Meyer; V Sinnwell; H Wilkes; W Francke
Journal:  Appl Environ Microbiol       Date:  1990-04       Impact factor: 4.792

4.  Method for assessment of viability and morphological changes of bacteria in the early stage of colony formation on a simulated natural environment.

Authors:  Yumi Shimomura; Ryuzo Ohno; Fusako Kawai; Kazuhide Kimbara
Journal:  Appl Environ Microbiol       Date:  2006-07       Impact factor: 4.792

5.  Congener selectivity during polychlorinated biphenyls degradation by Enterobacter sp. LY402.

Authors:  Li Xu; Jin-Jing Xu; Ling-Yun Jia; Wen-Bin Liu; Xie Jian
Journal:  Curr Microbiol       Date:  2010-10-24       Impact factor: 2.188

6.  The Impact of Sediment Characteristics on PCB-dechlorinating Cultures: Implications for Bioaugmentation.

Authors:  Tao Yan; Timothy M Lapara; Paige J Novak
Journal:  Bioremediat J       Date:  2006       Impact factor: 1.909

7.  Construction and applications of DNA probes for detection of polychlorinated biphenyl-degrading genotypes in toxic organic-contaminated soil environments.

Authors:  S Walia; A Khan; N Rosenthal
Journal:  Appl Environ Microbiol       Date:  1990-01       Impact factor: 4.792

8.  Purification and characterization of the oxygenase component of biphenyl 2,3-dioxygenase from Pseudomonas sp. strain LB400.

Authors:  J D Haddock; D T Gibson
Journal:  J Bacteriol       Date:  1995-10       Impact factor: 3.490

9.  Acetate utilization is inhibited by benzoate in Alcaligenes eutrophus: evidence for transcriptional control of the expression of acoE coding for acetyl coenzyme A synthetase.

Authors:  F Ampe; N D Lindley
Journal:  J Bacteriol       Date:  1995-10       Impact factor: 3.490

10.  Evidence that Formation of Protoanemonin from Metabolites of 4-Chlorobiphenyl Degradation Negatively Affects the Survival of 4-Chlorobiphenyl-Cometabolizing Microorganisms.

Authors:  R Blasco; M Mallavarapu; R Wittich; K N Timmis; D H Pieper
Journal:  Appl Environ Microbiol       Date:  1997-02       Impact factor: 4.792

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