Literature DB >> 11133971

Initiation of anaerobic degradation of p-cresol by formation of 4-hydroxybenzylsuccinate in desulfobacterium cetonicum.

J A Müller1, A S Galushko, A Kappler, B Schink.   

Abstract

The anaerobic bacterium Desulfobacterium cetonicum oxidized p-cresol completely to CO(2) with sulfate as the electron acceptor. During growth, 4-hydroxybenzylsuccinate accumulated in the medium. This finding indicated that the methyl group of p-cresol is activated by addition to fumarate, analogous to anaerobic toluene, m-xylene, and m-cresol degradation. In cell extracts, the formation of 4-hydroxybenzylsuccinate from p-cresol and fumarate was detected at an initial rate of 0.57 nmol min(-1) (mg of protein)(-1). This activity was specific for extracts of p-cresol-grown cells. 4-Hydroxybenzylsuccinate was degraded further to 4-hydroxybenzoyl-coenzyme A (CoA), most likely via beta-oxidation. 4-Hydroxybenzoyl-CoA was reductively dehydroxylated to benzoyl-CoA. There was no evidence of degradation of p-cresol via methyl group oxidation by p-cresol-methylhydroxylase in this bacterium.

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Year:  2001        PMID: 11133971      PMCID: PMC94933          DOI: 10.1128/JB.183.2.752-757.2001

Source DB:  PubMed          Journal:  J Bacteriol        ISSN: 0021-9193            Impact factor:   3.490


  33 in total

1.  Structures of the flavocytochrome p-cresol methylhydroxylase and its enzyme-substrate complex: gated substrate entry and proton relays support the proposed catalytic mechanism.

Authors:  L M Cunane; Z W Chen; N Shamala; F S Mathews; C N Cronin; W S McIntire
Journal:  J Mol Biol       Date:  2000-01-14       Impact factor: 5.469

2.  Cresol metabolism by the sulfate-reducing bacterium Desulfotomaculum sp. strain Groll.

Authors:  K L Londry; J M Suflita; R S Tanner
Journal:  Can J Microbiol       Date:  1999-06       Impact factor: 2.419

3.  Identification and analysis of genes involved in anaerobic toluene metabolism by strain T1: putative role of a glycine free radical.

Authors:  P W Coschigano; T S Wehrman; L Y Young
Journal:  Appl Environ Microbiol       Date:  1998-05       Impact factor: 4.792

4.  Anaerobic degradation of m-cresol by Desulfobacterium cetonicum is initiated by formation of 3-hydroxybenzylsuccinate.

Authors:  J A Müller; A S Galushko; A Kappler; B Schink
Journal:  Arch Microbiol       Date:  1999-11       Impact factor: 2.552

5.  Evidence that anaerobic oxidation of toluene in the denitrifying bacterium Thauera aromatica is initiated by formation of benzylsuccinate from toluene and fumarate.

Authors:  T Biegert; G Fuchs; J Heider
Journal:  Eur J Biochem       Date:  1996-06-15

6.  Anaerobic activation of toluene and o-xylene by addition to fumarate in denitrifying strain T.

Authors:  H R Beller; A M Spormann
Journal:  J Bacteriol       Date:  1997-02       Impact factor: 3.490

7.  Isolation and characterization of a new spore-forming sulfate-reducing bacterium growing by complete oxidation of catechol.

Authors:  J Kuever; J Kulmer; S Jannsen; U Fischer; K H Blotevogel
Journal:  Arch Microbiol       Date:  1993       Impact factor: 2.552

8.  Menaquinone-dependent succinate dehydrogenase of bacteria catalyzes reversed electron transport driven by the proton potential.

Authors:  J Schirawski; G Unden
Journal:  Eur J Biochem       Date:  1998-10-01

9.  Redox potential of the cytochrome c in the flavocytochrome p-cresol methylhydroxylase.

Authors:  D J Hopper
Journal:  FEBS Lett       Date:  1983-09-05       Impact factor: 4.124

10.  p-cresol methylhydroxylase from a denitrifying bacterium involved in anaerobic degradation of p-cresol.

Authors:  D J Hopper; I D Bossert; M E Rhodes-Roberts
Journal:  J Bacteriol       Date:  1991-02       Impact factor: 3.490

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  16 in total

1.  Stable isotope fractionation caused by glycyl radical enzymes during bacterial degradation of aromatic compounds.

Authors:  Barbara Morasch; Hans H Richnow; Andrea Vieth; Bernhard Schink; Rainer U Meckenstock
Journal:  Appl Environ Microbiol       Date:  2004-05       Impact factor: 4.792

Review 2.  Anaerobic catabolism of aromatic compounds: a genetic and genomic view.

Authors:  Manuel Carmona; María Teresa Zamarro; Blas Blázquez; Gonzalo Durante-Rodríguez; Javier F Juárez; J Andrés Valderrama; María J L Barragán; José Luis García; Eduardo Díaz
Journal:  Microbiol Mol Biol Rev       Date:  2009-03       Impact factor: 11.056

3.  Anaerobic activation of p-cymene in denitrifying betaproteobacteria: methyl group hydroxylation versus addition to fumarate.

Authors:  Annemieke Strijkstra; Kathleen Trautwein; René Jarling; Lars Wöhlbrand; Marvin Dörries; Richard Reinhardt; Marta Drozdowska; Bernard T Golding; Heinz Wilkes; Ralf Rabus
Journal:  Appl Environ Microbiol       Date:  2014-09-26       Impact factor: 4.792

4.  Diversity of benzylsuccinate synthase-like (bssA) genes in hydrocarbon-polluted marine sediments suggests substrate-dependent clustering.

Authors:  Alejandro Acosta-González; Ramon Rosselló-Móra; Silvia Marqués
Journal:  Appl Environ Microbiol       Date:  2013-04-05       Impact factor: 4.792

5.  Succinyl-CoA:(R)-benzylsuccinate CoA-transferase: an enzyme of the anaerobic toluene catabolic pathway in denitrifying bacteria.

Authors:  C Leutwein; J Heider
Journal:  J Bacteriol       Date:  2001-07       Impact factor: 3.490

6.  Benzylsuccinate synthase of Azoarcus sp. strain T: cloning, sequencing, transcriptional organization, and its role in anaerobic toluene and m-xylene mineralization.

Authors:  G R Achong; A M Rodriguez; A M Spormann
Journal:  J Bacteriol       Date:  2001-12       Impact factor: 3.490

7.  Anaerobic metabolism of catechol by the denitrifying bacterium Thauera aromatica--a result of promiscuous enzymes and regulators?

Authors:  Bin Ding; Sirko Schmeling; Georg Fuchs
Journal:  J Bacteriol       Date:  2007-12-21       Impact factor: 3.490

Review 8.  Recent advances in petroleum microbiology.

Authors:  Jonathan D Van Hamme; Ajay Singh; Owen P Ward
Journal:  Microbiol Mol Biol Rev       Date:  2003-12       Impact factor: 11.056

9.  Substrate-bound structures of benzylsuccinate synthase reveal how toluene is activated in anaerobic hydrocarbon degradation.

Authors:  Michael A Funk; E Neil G Marsh; Catherine L Drennan
Journal:  J Biol Chem       Date:  2015-07-29       Impact factor: 5.157

10.  Genes, enzymes, and regulation of para-cresol metabolism in Geobacter metallireducens.

Authors:  Franziska Peters; Dimitri Heintz; Jörg Johannes; Alain van Dorsselaer; Matthias Boll
Journal:  J Bacteriol       Date:  2007-04-20       Impact factor: 3.490

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