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Journal of Bacteriology
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ENZYMES AND PROTEINS

Cyclohexa-1,5-Diene-1-Carbonyl-Coenzyme A (CoA) Hydratases of Geobacter metallireducens and Syntrophus aciditrophicus: Evidence for a Common Benzoyl-CoA Degradation Pathway in Facultative and Strict Anaerobes

Franziska Peters, Yoshifumi Shinoda, Michael J. McInerney, Matthias Boll
Franziska Peters
1Institute for Biology II, Microbiology, University of Freiburg, 79104 Freiburg, Germany
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Yoshifumi Shinoda
1Institute for Biology II, Microbiology, University of Freiburg, 79104 Freiburg, Germany
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Michael J. McInerney
2Department of Botany and Microbiology, University of Oklahoma, Norman, Oklahoma 73019
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Matthias Boll
3Institute of Biochemistry, University of Leipzig, 04103 Leipzig, Germany
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  • For correspondence: boll@uni-leipzig.de
DOI: 10.1128/JB.01467-06
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ABSTRACT

In the denitrifying bacterium Thauera aromatica, the central intermediate of anaerobic aromatic metabolism, benzoyl-coenzyme A (CoA), is dearomatized by the ATP-dependent benzoyl-CoA reductase to cyclohexa-1,5-diene-1-carbonyl-CoA (dienoyl-CoA). The dienoyl-CoA is further metabolized by a series of β-oxidation-like reactions of the so-called benzoyl-CoA degradation pathway resulting in ring cleavage. Recently, evidence was obtained that obligately anaerobic bacteria that use aromatic growth substrates do not contain an ATP-dependent benzoyl-CoA reductase. In these bacteria, the reactions involved in dearomatization and cleavage of the aromatic ring have not been shown, so far. In this work, a characteristic enzymatic step of the benzoyl-CoA pathway in obligate anaerobes was demonstrated and characterized. Dienoyl-CoA hydratase activities were determined in extracts of Geobacter metallireducens (iron reducing), Syntrophus aciditrophicus (fermenting), and Desulfococcus multivorans (sulfate reducing) cells grown with benzoate. The benzoate-induced genes putatively coding for the dienoyl-CoA hydratases in the benzoate degraders G. metallireducens and S. aciditrophicus were heterologously expressed and characterized. Both gene products specifically catalyzed the reversible hydration of dienoyl-CoA to 6-hydroxycyclohexenoyl-CoA (Km , 80 and 35 μM; V max, 350 and 550 μmol min−1 mg−1, respectively). Neither enzyme had significant activity with cyclohex-1-ene-1-carbonyl-CoA or crotonyl-CoA. The results suggest that benzoyl-CoA degradation proceeds via dienoyl-CoA and 6-hydroxycyclohexanoyl-CoA in strictly anaerobic bacteria. The steps involved in dienoyl-CoA metabolism appear identical in all nonphotosynthetic anaerobic bacteria, although totally different benzene ring-dearomatizing enzymes are present in facultative and obligate anaerobes.

  • Copyright © 2007 American Society for Microbiology
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Cyclohexa-1,5-Diene-1-Carbonyl-Coenzyme A (CoA) Hydratases of Geobacter metallireducens and Syntrophus aciditrophicus: Evidence for a Common Benzoyl-CoA Degradation Pathway in Facultative and Strict Anaerobes
Franziska Peters, Yoshifumi Shinoda, Michael J. McInerney, Matthias Boll
Journal of Bacteriology Jan 2007, 189 (3) 1055-1060; DOI: 10.1128/JB.01467-06

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Cyclohexa-1,5-Diene-1-Carbonyl-Coenzyme A (CoA) Hydratases of Geobacter metallireducens and Syntrophus aciditrophicus: Evidence for a Common Benzoyl-CoA Degradation Pathway in Facultative and Strict Anaerobes
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Cyclohexa-1,5-Diene-1-Carbonyl-Coenzyme A (CoA) Hydratases of Geobacter metallireducens and Syntrophus aciditrophicus: Evidence for a Common Benzoyl-CoA Degradation Pathway in Facultative and Strict Anaerobes
Franziska Peters, Yoshifumi Shinoda, Michael J. McInerney, Matthias Boll
Journal of Bacteriology Jan 2007, 189 (3) 1055-1060; DOI: 10.1128/JB.01467-06
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KEYWORDS

Acyl Coenzyme A
Deltaproteobacteria
Enoyl-CoA Hydratase
Geobacter

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