Literature DB >> 1371658

Degradation of 2-methylbenzoic acid by Pseudomonas cepacia MB2.

F K Higson1, D D Focht.   

Abstract

We report the isolation of Pseudomonas cepacia MB2, believed to be the first microorganism to utilize 2-methylbenzoic acid as the sole carbon source. Its growth range included all mono- and dimethylbenzoates (with the exception of 2,5- and 2,6-dimethylbenzoates) and 3-chloro-2-methylbenzoate (but not 4- or 5-chloro-2-methylbenzoate) but not chlorobenzoates lacking a methyl group. 2-Chlorobenzoate, 3-chlorobenzoate, and 2,3-, 2,4-, and 3,4-dichlorobenzoates inhibited growth of MB2 on 2-methylbenzoate as a result of cometabolism to the corresponding chlorinated catechols which blocked the key enzyme catechol 2,3-dioxygenase. A metapyrocatechase-negative mutant, MB2-G5, showed accumulation of dimethylcatechols from 2,3- and 3,4-dimethylbenzoates, and phenols were detected in resting-cell transformation extracts bearing the same substitution pattern as the original substrate, presumably following thermal degradation of the intermediate dihydrodiol. 2-Methylphenol was also found in extracts of the mutant cells with 2-methylbenzoate. These observations suggested a major route of methylbenzoate metabolism to be dioxygenation to a carboxy-hydrodiol which then forms a catechol derivative. In addition, the methyl group of 2-methylbenzoate was oxidized to isobenzofuranone (by cells of MB2-G5) and to phthalate (by cells of a separate mutant that could not utilize phthalate, MB2-D2). This pathway also generated a chlorinated isobenzofuranone from 3-chloro-2-methylbenzoate.

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Year:  1992        PMID: 1371658      PMCID: PMC195191          DOI: 10.1128/aem.58.1.194-200.1992

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


  22 in total

1.  Microbial metabolism of a parathion-xylene pesticide formulation.

Authors:  D M Munnecke; D P Hsieh
Journal:  Appl Microbiol       Date:  1975-10

2.  Suicide Inactivation of Catechol 2,3-Dioxygenase from Pseudomonas putida mt-2 by 3-Halocatechols.

Authors:  I Bartels; H J Knackmuss; W Reineke
Journal:  Appl Environ Microbiol       Date:  1984-03       Impact factor: 4.792

3.  Evidence for participation of NADH-dependent reductase in the reaction of benzoate 1,2-dioxygenase (benzoate hydroxylase).

Authors:  H Fujisawa; M Yamaguchi; T Yamauchi
Journal:  Adv Exp Med Biol       Date:  1976       Impact factor: 2.622

4.  Characterization of NADH-cytochrome c reductase, a component of benzoate 1,2-dioxygenase system from Pseudomonas arvilla c-1.

Authors:  M Yamaguchi; H Fujisawa
Journal:  J Biol Chem       Date:  1978-12-25       Impact factor: 5.157

5.  Initial reactions in the oxidation of ethylbenzene by Pseudomonas putida.

Authors:  D T Gibson; B Gschwendt; W K Yeh; V M Kobal
Journal:  Biochemistry       Date:  1973-04-10       Impact factor: 3.162

6.  Metapyrocatechase. 3. Substrate specificity and mode of ring fission.

Authors:  M Nozaki; S Kotani; K Ono; S Seno
Journal:  Biochim Biophys Acta       Date:  1970-11-11

7.  Oxidative degradation of aromatic hydrocarbons by microorganisms. II. Metabolism of halogenated aromatic hydrocarbons.

Authors:  D T Gibson; J R Koch; C L Schuld; R E Kallio
Journal:  Biochemistry       Date:  1968-11       Impact factor: 3.162

8.  Metabolism of benzoic acid by bacteria: 3,5-cyclohexadiene-1,2-diol-1-carboxylic acid is an intermediate in the formation of catechol.

Authors:  A M Reiner
Journal:  J Bacteriol       Date:  1971-10       Impact factor: 3.490

9.  Inhibition of catechol 2,3-dioxygenase from Pseudomonas putida by 3-chlorocatechol.

Authors:  G M Klecka; D T Gibson
Journal:  Appl Environ Microbiol       Date:  1981-05       Impact factor: 4.792

10.  Identification of cis-diols as intermediates in the oxidation of aromatic acids by a strain of Pseudomonas putida that contains a TOL plasmid.

Authors:  G M Whited; W R McCombie; L D Kwart; D T Gibson
Journal:  J Bacteriol       Date:  1986-06       Impact factor: 3.490

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  3 in total

1.  Utilization of 3-chloro-2-methylbenzoic acid by Pseudomonas cepacia MB2 through the meta fission pathway.

Authors:  F K Higson; D D Focht
Journal:  Appl Environ Microbiol       Date:  1992-08       Impact factor: 4.792

2.  Metabolism of chlorinated guaiacols by a guaiacol-degrading Acinetobacter junii strain.

Authors:  B González; C Acevedo; R Brezny; T Joyce
Journal:  Appl Environ Microbiol       Date:  1993-10       Impact factor: 4.792

3.  Transcriptomic Analysis of Degradative Pathways for Azo Dye Acid Blue 113 in Sphingomonas melonis B-2 from the Dye Wastewater Treatment Process.

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Journal:  Microorganisms       Date:  2022-02-14
  3 in total

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