Literature DB >> 1768084

Carboxylation of o-cresol by an anaerobic consortium under methanogenic conditions.

J G Bisaillon1, F Lépine, R Beaudet, M Sylvestre.   

Abstract

The metabolism of o-cresol under methanogenic conditions by an anaerobic consortium known to carboxylate phenol to benzoate was investigated. After incubation with the consortium at 29 degrees C for 59 days, o-cresol was transformed to 3-methylbenzoic acid, which was not further metabolized by the consortium. Proteose peptone in the culture medium was essential for the transformation of o-cresol. In addition, a transient compound detected in the culture was identified as 4-hydroxy-3-methylbenzoic acid. o-Cresol-6d was transformed by the consortium to deuterated hydroxy-methylbenzoic acid and deuterated methylbenzoic acid. These results demonstrate that o-cresol is carboxylated in the para position relative to the phenolic hydroxyl group and dehydroxylated by the anaerobic consortium.

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Year:  1991        PMID: 1768084      PMCID: PMC183539          DOI: 10.1128/aem.57.8.2131-2134.1991

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


  9 in total

1.  CO(2) Incorporation and 4-Hydroxy-2-Methylbenzoic Acid Formation during Anaerobic Metabolism of m-Cresol by a Methanogenic Consortium.

Authors:  D J Roberts; P M Fedorak; S E Hrudey
Journal:  Appl Environ Microbiol       Date:  1990-02       Impact factor: 4.792

Review 2.  Anaerobic degradation of aromatic compounds.

Authors:  W C Evans; G Fuchs
Journal:  Annu Rev Microbiol       Date:  1988       Impact factor: 15.500

Review 3.  Microbial metabolism of homocyclic and heterocyclic aromatic compounds under anaerobic conditions.

Authors:  D F Berry; A J Francis; J M Bollag
Journal:  Microbiol Rev       Date:  1987-03

4.  Anaerobic degradation of alkylated benzenes in denitrifying laboratory aquifer columns.

Authors:  E P Kuhn; J Zeyer; P Eicher; R P Schwarzenbach
Journal:  Appl Environ Microbiol       Date:  1988-02       Impact factor: 4.792

5.  Transformation of toluene and benzene by mixed methanogenic cultures.

Authors:  D Grbić-Galić; T M Vogel
Journal:  Appl Environ Microbiol       Date:  1987-02       Impact factor: 4.792

6.  Anaerobic biodegradation of phenolic compounds in digested sludge.

Authors:  S A Boyd; D R Shelton; D Berry; J M Tiedje
Journal:  Appl Environ Microbiol       Date:  1983-07       Impact factor: 4.792

7.  Anaerobic transformation of phenol to benzoate via para-carboxylation: use of fluorinated analogues to elucidate the mechanism of transformation.

Authors:  B R Genthner; G T Townsend; P J Chapman
Journal:  Biochem Biophys Res Commun       Date:  1989-08-15       Impact factor: 3.575

8.  Biodegradation of cresol isomers in anoxic aquifers.

Authors:  W J Smolenski; J M Suflita
Journal:  Appl Environ Microbiol       Date:  1987-04       Impact factor: 4.792

9.  Effects of some alkyl phenols on methanogenic degradation of phenol.

Authors:  Y T Wang; M T Suidan; J T Pfeffer; I Najm
Journal:  Appl Environ Microbiol       Date:  1988-05       Impact factor: 4.792

  9 in total
  10 in total

1.  Carboxylation of phenylphosphate by phenol carboxylase, an enzyme system of anaerobic phenol metabolism.

Authors:  A Lack; G Fuchs
Journal:  J Bacteriol       Date:  1992-06       Impact factor: 3.490

2.  Use of Fluorinated Compounds To Detect Aromatic Metabolites from m-Cresol in a Methanogenic Consortium: Evidence for a Demethylation Reaction.

Authors:  K L Londry; P M Fedorak
Journal:  Appl Environ Microbiol       Date:  1993-07       Impact factor: 4.792

3.  Reversible Conversion of 4-Hydroxybenzoate and Phenol by Clostridium hydroxybenzoicum.

Authors:  X Zhang; J Wiegel
Journal:  Appl Environ Microbiol       Date:  1994-11       Impact factor: 4.792

4.  Reductive dehalogenation and conversion of 2-chlorophenol to 3-chlorobenzoate in a methanogenic sediment community: implications for predicting the environmental fate of chlorinated pollutants.

Authors:  J G Becker; D A Stahl; B E Rittmann
Journal:  Appl Environ Microbiol       Date:  1999-11       Impact factor: 4.792

5.  Transformation of phenol into phenylalanine by a methanogenic consortium.

Authors:  F Lepine; J Bisaillon; S Milot; T H Khalid; R Beaudet; R Villemur
Journal:  Appl Environ Microbiol       Date:  1996-03       Impact factor: 4.792

6.  Anaerobic Degradation of m-Cresol by a Sulfate-Reducing Bacterium.

Authors:  K L Londry; P M Fedorak; J M Suflita
Journal:  Appl Environ Microbiol       Date:  1997-08       Impact factor: 4.792

7.  Isolation and characterization of a new bacterium carboxylating phenol to benzoic acid under anaerobic conditions.

Authors:  T Li; J G Bisaillon; R Villemur; L Létourneau; K Bernard; F Lépine; R Beaudet
Journal:  J Bacteriol       Date:  1996-05       Impact factor: 3.490

8.  Biodegradation of ortho-cresol by a mixed culture of nitrate-reducing bacteria growing on toluene.

Authors:  J Flyvbjerg; C Jørgensen; E Arvin; B K Jensen; S K Olsen
Journal:  Appl Environ Microbiol       Date:  1993-07       Impact factor: 4.792

9.  Phenylphosphate carboxylase: a new C-C lyase involved in anaerobic phenol metabolism in Thauera aromatica.

Authors:  Karola Schühle; Georg Fuchs
Journal:  J Bacteriol       Date:  2004-07       Impact factor: 3.490

10.  Evidence that phenol phosphorylation to phenylphosphate is the first step in anaerobic phenol metabolism in a denitrifying Pseudomonas sp.

Authors:  A Lack; G Fuchs
Journal:  Arch Microbiol       Date:  1994       Impact factor: 2.552

  10 in total

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