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MetaCyc Pathway: nitrobenzene degradation II
Inferred from experiment

Pathway diagram: nitrobenzene degradation II

This view shows enzymes only for those organisms listed below, in the list of taxa known to possess the pathway. If an enzyme name is shown in bold, there is experimental evidence for this enzymatic activity.

Superclasses: Degradation/Utilization/AssimilationAromatic Compounds DegradationNitroaromatic Compounds DegradationNitrobenzene Degradation

Some taxa known to possess this pathway include : Comamonas sp. JS765

Expected Taxonomic Range: Bacteria

nitrobenzene is frequently released in the effluent from explosives manufacture as well as in the manufacture of organic chemicals and plastics. It is the primary starting material for the manufacture of aniline, a compound used in the production of polyurethane [Nishino93]. The pollution potential of nitrobenzene is very large, and it is listed among the U.S. Environmental Protection Agency priority pollutants [Callahan79].

The bacterium Comamonas sp. JS765, which was isolated from an industrial waste treatment plant in New Jersey, can utilize nitrobenzene as the sole source for carbon, nitrogen and energy [Nishino95]. nitrobenzene is converted to catechol by the enzyme nitroarene dioxygenase complex, a large complex that belongs to the family of Rieske nonheme iron oxygenases [Lessner02]. The catechol is then degraded by a meta-cleavage pathway via 2-oxopent-4-enoate to pyruvate and acetyl-CoA [He99].

A different pathway for the degeradation of nitrobenzene is described in nitrobenzene degradation I.

Variants: 4-chloronitrobenzene degradation, nitrobenzene degradation I

Relationship Links: Eawag-BBD-Pathways:PART-OF:nb

Created 27-Aug-2007 by Caspi R, SRI International


Callahan79: Callahan, M. A., Slimak, M. W., Gabel, N. W., May, J. P., Fowler, C. F., Freed, J. R., Jennings, P., Durfee, R. L., Whitmore, F. C., Maestri, B., Mabey, W. R., Holt, B. R., Gould, C. (1979). "Water-related environmental fate of 129 priority pollutants." EPA report-440/4-79-029b. U.S. Environmental Protection Agency, Washington, D.C.

He99: He Z, Spain JC (1999). "Comparison of the downstream pathways for degradation of nitrobenzene by Pseudomonas pseudoalcaligenes JS45 (2-aminophenol pathway) and by Comamonas sp. JS765 (catechol pathway)." Arch Microbiol 171(5);309-16. PMID: 10382261

Lessner02: Lessner DJ, Johnson GR, Parales RE, Spain JC, Gibson DT (2002). "Molecular characterization and substrate specificity of nitrobenzene dioxygenase from Comamonas sp. strain JS765." Appl Environ Microbiol 68(2);634-41. PMID: 11823201

Nishino93: Nishino SF, Spain JC (1993). "Degradation of nitrobenzene by a Pseudomonas pseudoalcaligenes." Appl Environ Microbiol 59(8);2520-5. PMID: 8368838

Nishino95: Nishino SF, Spain JC (1995). "Oxidative Pathway for the Biodegradation of Nitrobenzene by Comamonas sp. Strain JS765." Appl Environ Microbiol 61(6);2308-2313. PMID: 16535050

Other References Related to Enzymes, Genes, Subpathways, and Substrates of this Pathway

Latendresse13: Latendresse M. (2013). "Computing Gibbs Free Energy of Compounds and Reactions in MetaCyc."

Liu11c: Liu H, Wang SJ, Zhang JJ, Dai H, Tang H, Zhou NY (2011). "Patchwork assembly of nag-like nitroarene dioxygenase genes and the 3-chlorocatechol degradation cluster for evolution of the 2-chloronitrobenzene catabolism pathway in Pseudomonas stutzeri ZWLR2-1." Appl Environ Microbiol 77(13);4547-52. PMID: 21602392

Parales05: Parales RE, Huang R, Yu CL, Parales JV, Lee FK, Lessner DJ, Ivkovic-Jensen MM, Liu W, Friemann R, Ramaswamy S, Gibson DT (2005). "Purification, characterization, and crystallization of the components of the nitrobenzene and 2-nitrotoluene dioxygenase enzyme systems." Appl Environ Microbiol 71(7);3806-14. PMID: 16000792

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Please cite the following article in publications resulting from the use of MetaCyc: Caspi et al, Nucleic Acids Research 42:D459-D471 2014
Page generated by Pathway Tools version 19.5 (software by SRI International) on Wed May 4, 2016, biocyc13.