ATP-dependent/-independent enzymatic ring reductions involved in the anaerobic catabolism of naphthalene

Environmental Microbiology

Volumn 15, Issue 6, 2013, Pages 1832-1841

  Eberlein, Christian ^a   Johannes, Jörg ^b   Mouttaki, Housna ^b   Sadeghi, Masih ^c   Golding, Bernard T ^c   Boll, Matthias ^a   Meckenstock, Rainer U ^b  

^a UNIVERSITY OF FREIBURG   (Germany)

^b INSTITUTE OF EPIDEMIOLOGY   (Germany)

^c NEWCASTLE UNIVERSITY   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

2 METHYLNAPHTHALENE; 2-METHYLNAPHTHALENE; ADENOSINE TRIPHOSPHATE; COENZYME A; NAPHTHALENE; NAPHTHALENE DERIVATIVE; OXIDOREDUCTASE; OXYGEN;

ANAEROBIC GROWTH; ARTICLE; BACTERIUM; DRUG EFFECT; ENZYME ACTIVATION; ENZYMOLOGY; HALF LIFE TIME; METABOLISM; OXIDATION REDUCTION REACTION; POLLUTANT;

ADENOSINE TRIPHOSPHATE; ANAEROBIOSIS; BACTERIA; COENZYME A; ENVIRONMENTAL POLLUTANTS; ENZYME ACTIVATION; HALF-LIFE; METABOLIC NETWORKS AND PATHWAYS; NAPHTHALENES; OXIDATION-REDUCTION; OXIDOREDUCTASES; OXYGEN;

EID: 84878636144     PISSN: 14622912     EISSN: 14622920     Source Type: Journal    
DOI: 10.1111/1462-2920.12076     Document Type: Article

References (38)

1. Aitken, C.M., Jones, D., and Larter, S. (2004) Anaerobic hydrocarbon biodegradation in deep subsurface oil reservoirs. Nature 431: 291-294.
2. Annweiler, E., Materna, A., Safinowski, M., Kappler, A., Richnow, H.H., Michaelis, W., and Meckenstock, R.U. (2000) Anaerobic degradation of 2-methylnaphthalene by a sulfate-reducing enrichment culture. Appl Environ Microbiol 66: 5329-5333.
3. Annweiler, E., Michaelis, W., and Meckenstock, R.U. (2002) Identical ring cleavage products during anaerobic degradation of naphthalene, 2-methylnaphthalene, and tetralin indicate a new metabolic pathway. Appl Environ Microbiol 68: 852-858.
4. Beller, H.R. (2000) Metabolic indicators for detecting in situ anaerobic alkylbenzene degradation. Biodegradation 11: 125-139.
5. Beller, H.R., and Spormann, A.M. (1997) Benzylsuccinate formation as a means of anaerobic toluene activation by sulfate-reducing strain PRTOL1. Appl Environ Microbiol 63: 3729-3731.
6. Bergmann, F., Selesi, D., Weinmaier, T., Tischler, P., Rattei, T., and Meckenstock, R.U. (2011a) Genomic insights into the metabolic potential of the polycyclic aromatic hydrocarbon degrading sulfate-reducing Deltaproteobacterium N47. Environ Microbiol 13: 1125-1137.
7. Bergmann, F.D., Selesi, D., and Meckenstock, R.U. (2011b) Identification of new enzymes potentially involved in anaerobic naphthalene degradation by the sulfate-reducing enrichment culture N47. Arch Microbiol 193: 241-250.
8. Biegert, T., Fuchs, G., and Heider, J. (1996) Evidence that anaerobic oxidation of toluene in the denitrifying bacterium Thauera aromatica is initiated by formation of benzylsuccinate from toluene and fumarate. Eur J Biochem 238: 661-668.
9. Boll, M. (2005) Dearomatizing benzene ring reductases. J Mol Microbiol Biotechnol 10: 132-142.
10. Boll, M., and Fuchs, G. (1995) Benzoyl-coenzyme A reductase (dearomatizing), a key enzyme of anaerobic aromatic metabolism. ATP dependence of the reaction, purification and some properties of the enzyme from Thauera aromatica strain K172. Eur J Biochem 234: 921-933.
11. Boll, M., and Fuchs, G. (1998) Identification and characterization of the natural electron donor ferredoxin and of FAD as a possible prosthetic group of benzoyl-CoA reductase (dearomatizing), a key enzyme of anaerobic aromatic metabolism. Eur J Biochem 251: 946-954.
12. Boll, M., Laempe, D., Eisenreich, W., Bacher, A., Mittelberger, T., Heinze, J., and Fuchs, G. (2000) Nonaromatic products from anoxic conversion of benzoyl-CoA with benzoyl-CoA reductase and cyclohexa-1, 5-diene-1-carbonyl-CoA hydratase. J Biol Chem 275: 21889-21895.
13. Callaghan, A.V. (2012) Metabolomic investigations of anaerobic hydrocarbon-impacted environments. Curr Opin Biotechnol. [WWW document]. URL http://dx.doi.org/10.1016/j.copbio.2012.08.012
14. Cerniglia, C.E. (1992) Biodegradation of polycyclic aromatic hydrocarbons. Biodegradation 3: 351-368.
15. Davidova, I.A., Gieg, L.M., Duncan, K.E., and Suflita, J.M. (2007) Anaerobic phenanthrene mineralization by a carboxylating sulfate-reducing bacterial enrichment. ISME J 1: 436-442.
16. DiDonato, R.J., Young, N.D., Butler, J.E., Chin, K.J., Hixson, K.K., Mouser, P., etal. (2011) Genome sequence of the Deltaproteobacterial strain NaphS2 and analysis of differential gene expression during anaerobic growth on naphthalene. PLoS ONE 5: e14072.
17. Foght, J. (2008) Anaerobic biodegradation of aromatic hydrocarbons: pathways and prospects. J Mol Microbiol Biotechnol 15: 93-120.
18. Fuchs, G., Boll, M., and Heider, J. (2011) Microbial degradation of aromatic compounds - from one strategy to four. Nat Rev Microbiol 9: 803-816.
19. Gibson, D.T., and Parales, R.E. (2000) Aromatic hydrocarbon dioxygenases in environmental biotechnology. Curr Opin Biotechnol 11: 236-243.
20. Griebler, C., Safinowski, M., Vieth, A., Richnow, H.H., and Meckenstock, R.U. (2004) Combined application of stable carbon isotope analysis and specific metabolites determination for assessing in situ degradation of aromatic hydrocarbons in a tar oil-contaminated aquifer. Environ Sci Technol 38: 617-631.
21. Gross, G.G., and Zenk, M.H. (1966) Darstellung und Eigenschaften von Coenzym A-thioestern substituierter Zimtsäuren. Z Naturforsch 21b: 683-690.
22. Head, I.M. (1998) Bioremediation: towards a credible technology. Microbiology 144: 599-608.
23. Head, I.M., and Swannell, R.P.J. (1999) Bioremediation of petroleum hydrocarbon contaminants in marine habitats. Curr Opin Biotechnol 10: 234-239.
24. Jobelius, C., Ruth, B., Griebler, C., Meckenstock, R.U., Hollender, J., Reineke, A., etal. (2011) Metabolites indicate hot spots of biodegradation and biogeochemical gradients in a high-resolution monitoring well. Environ Sci Technol 45: 474-481.
25. Kung, J.W., Loffler, C., Dorner, K., Heintz, D., Gallien, S., Van Dorsselaer, A., etal. (2009) Identification and characterization of the tungsten-containing class of benzoyl-coenzyme A reductases. Proc Natl Acad Sci USA 106: 17687-17692.
26. Kung, J.W., Baumann, S., von Bergen, M., Muller, M., Hagedoorn, P.L., Hagen, W.R., and Boll, M. (2010) Reversible biological Birch reduction at an extremely low redox potential. J Am Chem Soc 132: 9850-9856.
27. Löffler, C., Kuntze, K., Vazquez, J.R., Rugor, A., Kung, J.W., Bottcher, A., and Boll, M. (2011) Occurrence, genes and expression of the W/Se-containing class II benzoyl-coenzyme A reductases in anaerobic bacteria. Environ Microbiol 13: 696-709.
28. Meckenstock, R.U., and Mouttaki, H. (2011) Anaerobic degradation of non-substituted aromatic hydrocarbons. Curr Opin Biotechnol 22: 406-414.
29. Meckenstock, R.U., Safinowski, M., and Griebler, C. (2004) Anaerobic degradation of polycyclic aromatic hydrocarbons. FEMS Microbiol Ecol 49: 27-36.
30. Mouttaki, H., Johannes, J., and Meckenstock, R.U. (2012) Identification of naphthalene carboxylase as a prototype for the anaerobic activation of non-substituted aromatic hydrocarbons. Environ Microbiol 22: 406-414.
31. Peng, R.H., Xiong, A.S., Xue, Y., Fu, X.Y., Gao, F., Zhao, W., etal. (2008) Microbial biodegradation of polyaromatic hydrocarbons. FEMS Microbiol Rev 32: 927-955.
32. Peters, F., Shinoda, Y., McInerney, M.J., and Boll, M. (2007) 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. J Bacteriol 189: 1055-1060.
33. Röling, W.F.M., Head, I.M., and Larter, S.R. (2003) The microbiology of hydrocarbon degradation in subsurface petroleum reservoirs: perspectives and prospects. Res Microbiol 154: 321-328.
34. Safinowski, M., and Meckenstock, R.U. (2004) Enzymatic reactions in anaerobic 2-methylnaphthalene degradation by the sulphate-reducing enrichment culture N 47. FEMS Microbiol Lett 240: 99-104.
35. Selesi, D., Jehmlich, N., von Bergen, M., Schmidt, F., Rattei, T., Tischler, P., etal. (2010) Combined genomic and proteomic approaches identify gene clusters involved in anaerobic 2-methylnaphthalene degradation in the sulfate-reducing enrichment culture N47. J Bacteriol 192: 295-306.
36. Thiele, B., Rieder, O., Jehmlich, N., von Bergen, M., Muller, M., and 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.
37. Unciuleac, M., and Boll, M. (2001) Mechanism of ATP-driven electron transfer catalyzed by the benzene ring-reducing enzyme benzoyl-CoA reductase. Proc Natl Acad Sci USA 98: 13619-13624.
38. Zhang, X., Sullivan, E.R., and Young, L.Y. (2000) Evidence for aromatic ring reduction in the biodegradation pathway of carboxylated naphthalene by a sulfate reducing consortium. Biodegradation 11: 117-124.