This Article
Right arrow Full Text
Right arrow Full Text (PDF)
Right arrow Alert me when this article is cited
Right arrow Alert me if a correction is posted
Services
Right arrow Similar articles in this journal
Right arrow Similar articles in PubMed
Right arrow Alert me to new issues of the journal
Right arrow Download to citation manager
Right arrowReprints and Permissions
Right arrow Copyright Information
Right arrow Books from ASM Press
Right arrow MicrobeWorld
Citing Articles
Right arrow Citing Articles via HighWire
Right arrow Citing Articles via Google Scholar
Google Scholar
Right arrow Articles by Peters, F.
Right arrow Articles by Boll, M.
Right arrow Search for Related Content
PubMed
Right arrow PubMed Citation
Right arrow Articles by Peters, F.
Right arrow Articles by Boll, M.

 Previous Article  |  Next Article 

Journal of Bacteriology, February 2007, p. 1055-1060, Vol. 189, No. 3
0021-9193/07/$08.00+0     doi:10.1128/JB.01467-06
Copyright © 2007, American Society for Microbiology. All Rights Reserved.

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{triangledown}

Franziska Peters,1 Yoshifumi Shinoda,1 Michael J. McInerney,2 and Matthias Boll3*

Institute for Biology II, Microbiology, University of Freiburg, 79104 Freiburg, Germany,1 Department of Botany and Microbiology, University of Oklahoma, Norman, Oklahoma 73019,2 Institute of Biochemistry, University of Leipzig, 04103 Leipzig, Germany3

Received 17 September 2006/ Accepted 13 November 2006

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 ß-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; Vmax, 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.

* Corresponding author. Mailiing address: Institute for Biochemistry, Brüderstr. 34, D-04103 Leipzig, Germany. Phone: 49-341-9736996. Fax: 49-341-9736919. E-mail: boll{at}uni-leipzig.de.

{triangledown} Published ahead of print on 22 November 2006.

Journal of Bacteriology, February 2007, p. 1055-1060, Vol. 189, No. 3
0021-9193/07/$08.00+0     doi:10.1128/JB.01467-06
Copyright © 2007, American Society for Microbiology. All Rights Reserved.



This article has been cited by other articles:

  • Kung, J. W., Loffler, C., Dorner, K., Heintz, D., Gallien, S., Van Dorsselaer, A., Friedrich, T., Boll, M. (2009). Identification and characterization of the tungsten-containing class of benzoyl-coenzyme A reductases. Proc. Natl. Acad. Sci. USA 106: 17687-17692 [Abstract] [Full Text]  
  • Heintz, D., Gallien, S., Wischgoll, S., Ullmann, A. K., Schaeffer, C., Kretzschmar, A. K., van Dorsselaer, A., Boll, M. (2009). Differential Membrane Proteome Analysis Reveals Novel Proteins Involved in the Degradation of Aromatic Compounds in Geobacter metallireducens. Mol. Cell. Proteomics 8: 2159-2169 [Abstract] [Full Text]  
  • Wischgoll, S., Taubert, M., Peters, F., Jehmlich, N., von Bergen, M., Boll, M. (2009). Decarboxylating and Nondecarboxylating Glutaryl-Coenzyme A Dehydrogenases in the Aromatic Metabolism of Obligately Anaerobic Bacteria. J. Bacteriol. 191: 4401-4409 [Abstract] [Full Text]  
  • Carmona, M., Zamarro, M. T., Blazquez, B., Durante-Rodriguez, G., Juarez, J. F., Valderrama, J. A., Barragan, M. J. L., Garcia, J. L., Diaz, E. (2009). Anaerobic Catabolism of Aromatic Compounds: a Genetic and Genomic View. Microbiol. Mol. Biol. Rev. 73: 71-133 [Abstract] [Full Text]  
  • Mouttaki, H., Nanny, M. A., McInerney, M. J. (2009). Metabolism of Hydroxylated and Fluorinated Benzoates by Syntrophus aciditrophicus and Detection of a Fluorodiene Metabolite. Appl. Environ. Microbiol. 75: 998-1004 [Abstract] [Full Text]  
  • Thiele, B., Rieder, O., Jehmlich, N., von Bergen, M., Muller, M., Boll, M. (2008). Aromatizing Cyclohexa-1,5-diene-1-carbonyl-Coenzyme A Oxidase: CHARACTERIZATION AND ITS ROLE IN ANAEROBIC AROMATIC METABOLISM. J. Biol. Chem. 283: 20713-20721 [Abstract] [Full Text]  
  • Pelletier, E., Kreimeyer, A., Bocs, S., Rouy, Z., Gyapay, G., Chouari, R., Riviere, D., Ganesan, A., Daegelen, P., Sghir, A., Cohen, G. N., Medigue, C., Weissenbach, J., Le Paslier, D. (2008). "Candidatus Cloacamonas Acidaminovorans": Genome Sequence Reconstruction Provides a First Glimpse of a New Bacterial Division. J. Bacteriol. 190: 2572-2579 [Abstract] [Full Text]  
  • Durante-Rodriguez, G., Zamarro, M. T., Garcia, J. L., Diaz, E., Carmona, M. (2008). New insights into the BzdR-mediated transcriptional regulation of the anaerobic catabolism of benzoate in Azoarcus sp. CIB. Microbiology 154: 306-316 [Abstract] [Full Text]  
  • Mouttaki, H., Nanny, M. A., McInerney, M. J. (2007). Cyclohexane Carboxylate and Benzoate Formation from Crotonate in Syntrophus aciditrophicus. Appl. Environ. Microbiol. 73: 930-938 [Abstract] [Full Text]  


Copyright © 2009 by the American Society for Microbiology.   For an alternate route to Journals.ASM.org, visit: http://intl-journals.asm.org | More Info»