Influence of nitro group on biotransformation of nitrotoluenes in Pseudomonas putida strain OU83

Pesticide Biochemistry and Physiology

Volumn 76, Issue 3, 2003, Pages 73-81

  Walia, Satish K ^a   Ali Sadat, Shadan ^a   Chaudhry, G Rasul ^a  

^a OAKLAND UNIVERSITY   (United States)

Author keywords

Hydroxynitrotoluene; Metabolites; Nitrotoluene; Pseudomonas putida

Indexed keywords

BACTERIA (MICROORGANISMS); PSEUDOMONAS; PSEUDOMONAS PUTIDA;

EID: 0041976068     PISSN: 00483575     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0048-3575(03)00068-3     Document Type: Article

References (37)

1. S. Ali-Sadat, K.S. Mohan, S. Walia, A novel pathway for the biodegradation of 3-nitrotoluene in Pseudomonas putida, FEMS Microbiol. Ecol. 17 (1995) 169.
2. D. An, D.T. Gibson, J.C. Spain, Oxidative release of nitrite from 2-nitrotoluene by a three-component enzyme system from Pseudomonas sp. strain JS42, J. Bacteriol. 176 (1994) 7462.
3. E. Bloch, B. Gondos, M. Gatz, S.K. Varma, B. Thysen, Reproductive toxicity of 2,4-dinitrotoluene in the rat, Toxicol. Appl. Pharmacol. 94 (1988) 466.
4. R. Boopathy, J.F. Manning, Characterization of partial anaerobic metabolic pathway for 2,4,6-trinitrotoluene degradation by a sulfate-reducing bacterial consortium, Can. J. Microbiol. 42 (1996) 1203.
5. R.J. Brennan, R.H. Schiestl, The aromatic amine carcinogens o-toluidine and o-anisidine induce free radicals and intrachromosomal recombination in Saccharomyces cerevisiae, Mutat. Res. 29 (1999) 37.
6. T. Bruning, C. Chronz, R. Their, J. Havelka, Y. Ko, H.M. Bolt, Occurrence of urinary tract tumors in miners highly exposed to dinitrotoluene, J. Occup. Environ. Med. 41 (1999) 144.
7. L.A. Burns, S.G. Bradley, K.L. White Jr., J.A. McCay, B.A. Fuchs, M. Stern, R.D. Brown, D.L. Musgrove, M.P. Holsapple, M.I. Luster, Immunotoxicity of mono-nitrotoluenes in female B6C3F1 mice: I. Para-nitrotoluene, Drug Chem. Toxicol. 17 (1994) 317.
8. G.M. Decad, M.E. Coraichen, J.D. Dent, Hepatic microsomal metabolism and covalent binding of 2,4-dinitrotoluene, Toxicol. Appl. Pharmacol. 62 (1982) 325.
9. A. Delgado, M.G. Wubbolts, M.A. Abril, J.L. Ramos, Nitroaromatics are substrates for the TOL plasmid upperpathway enzymes, Appl. Environ. Microbiol. 58 (1992) 415.
10. S.G. Dodard, A.Y. Renoux, J. Hawari, G. Ampleman, S. Thiboutot, G.I. Sunahara, Ecotoxicity characterization of dinitrotoluene and some of their reduced metabolites, Chemosphere 38 (1999) 2071.
11. J.K. Dunnick, M.R. Elwell, J.R. Bucher, Comparative toxicities of o-, m-, and p-nitrotoluene in 13-week feed studies in F344 rats and B6C3F1 mice, Fundam. Appl. Toxicol. 22 (1994) 411.
12. B.E. Haigler, W.H. Wallace, J.C. Spain, Biodegradation of 2-nitrotoluene by Pseudomonas sp. strain JS42, Appl. Environ. Microbiol. 60 (1994) 3466.
13. D.R. Hartter, The use and importance of nitroaromatic chemicals in chemical industry, in: D.E. Rickert (Ed.), Toxicity of Nitroaromatic Compounds, Chemical Industry Institute of Toxicology Series, Hemisphere Publishing Corp, Washington, DC, 1985, pp. 1-13.
14. Z. He, J.C. Spain, Reactions involved in the lower pathway for degradation of 4-nitrotoluene by Mycobacterium strain HL 4-NT-1, Appl. Environ. Microbiol. 66 (2000) 3010.
15. M.A. Hughes, P.A. Williams, Cloning and characterization of the pnb genes, encoding enzymes for 4-nitrobenzoate catabolism in Pseudomonas putida TW3, J. Bacteriol. 183 (2001) 1225.
16. K.D. James, M.A. Hughes, P.A. Williams, Cloning and expression of ntnD, encoding a novel NAD(P)(+)-independent 4-nitrobenzyl alcohol dehydrogenase from Pseudomonas sp. Strain TW3, J. Bacteriol. 182 (2000) 3136.
17. A. Khan, S. Walia, Cloning of bacterial genes specifying degradation of 4-chorobiphenyl from Pseudomonas putida OU83, Appl. Environ. Microbiol. 55 (1989) 798.
18. A. Khan, S. Walia, Expression, localization and functional analysis of polychlorinated biphenyl degradation genes cap ABCD of Pseudomonas putida, Appl. Environ. Microbiol. 57 (1991) 1325.
19. M.A. Moteleb, M.T. Suidan, J. Kim, J.L. Davel, N.R. Adrian, Anaerobic degradation of 2,4,6-trinitrotoluene in granular activated carbon fluidized bed and batch reactors, Water Sci. Technol. 43 (2001) 67.
20. M. Mori, M. Sayama, M. Futagami, M. Naito, T. Miyahara, H. Kozuka, Mutagenicity of some hydroxylaminotoluene derivatives towards Salmonella typhimurium in esterification systems, J. Pharmacobiodyn. 9 (1986) 1036.
21. M. Nipper, R.S. Carr, J.M. Biedenbach, R.L. Hooten, K. Miller, S. Saepoff, Development of marine toxicity data for ordnance compounds, Arch. Environ. Contam. Toxicol. 41 (2001) 308.
22. J.V. Parales, A. Kumar, R.E. Parales, D.T. Gibson, Cloning and sequencing of the genes encoding 2-nitrotoluene dioxygenase from Pseudomonas sp. JS42, Gene 181 (1996) 57.
23. A. Preuss, J. Fimpel, G. Diekert, Anaerobic transformation of 2,4,6-trinitrotoluene (TNT), Arch. Microbiol. 159 (1993) 345.
24. F. Rafii, W. Franklin, R.H. Heflich, C.E. Cerniglia, Reduction of nitro-aromatic compounds by anaerobic bacteria isolated from the human gastrointestinal tract, Appl. Environ. Microbiol. 57 (1991) 962.
25. N.C. Rawlings, S.J. Cook, D. Waldbillig, Effects of the pesticides carbofuran, chlorpyrifos, dimethoate, lindane, triallate, trifiuralin, 2,4-D, and pentachlorophenol on the metabolic endocrine and reproductive endocrine system in ewes, J. Toxicol. Environ. Health A 8 (1998) 21.
26. D.E. Rickert, B.E. Butterworth, J.A. Popp, Dinitrotoluene: acute toxicity, oncogenicity, genotoxicity and metabolism, Crit. Rev. Toxicol. 13 (1984) 217.
27. D.E. Rickert, J.P. Chism, G.L. Kedderis, Metabolism and carcinogenicity of nitrotoluenes, Adv. Exp. Med. Biol. 197 (1986) 563.
28. J.B. Robertson, J.C. Spain, J.D. Haddock, D.T. Gibson, Oxidation of nitrotoluenes by toluene dioxygenase: evidence for a monooxygenase reaction, Appl. Environ. Microbiol. 58 (1992) 2643.
29. M. Sayama, M. Mori, M. Shoji, S. Uda, M. Kakikawa, T. Kondo, K.I. Kodaira, Mutagenicities of 2,4- and 2,6-dinitrotoluenes and their reduced products in Salmonella typhimurium nitroreductase- and o-acetyltransferase-overproducing Ames test strains, Mutat Res. 420 (1998) 27.
30. J.C. Spain, Biodegradation of nitroaromatic compounds, Annu. Rev. Microbiol. 49 (1995) 523.
31. R.J. Spanggord, K.E. Mortleman, A.F. Griffing, V.F. Simmons, Mutagenicity in Salmonella typhimurium and structure activity relationships of wastewater components emanating from the manufacture of nitrotoluene, Environ. Mutagen. 4 (1982) 163.
32. T. Spiess, F. Desiere, P. Fischer, J.C. Spain, H.J. Knackmuss, H. Lenke, A new 4-nitrotoluene degradation pathway in a Mycobacterium strain, Appl. Environ. Microbiol. 64 (1998) 446.
33. K. Valli, B.J. Brock, D.K. Joshi, M.H. Gold, Degradation of 2,4-dinitrotoluene by lignin-degrading fungus Phanerochaete chrysosporium, Appl. Environ. Microbiol. 58 (1992) 221.
34. S.K. Walia, S. Ali-Sadat, R. Brar, G.R. Chaudhry, Identification and mutagenicity of dinitrotoluene metabolites produced by strain Pseudomonas putida OU83, Pest. Biochem. Physiol. 37 (2002) 379.
35. S.K. Walia, L. Shi, A.A. Khan, B. Joshi, G.R. Chaudhry, Sequence analysis and molecular characterization of a nitrocatechol dioxygenase gene from Pseudomonas putida, J. Environ. Sci. Health B 73 (2002) 131.
36. W.D. Won, L.H. Di Salvo, J. Ng, Toxicity and mutagenicity of 2,4,6-trinitrotoluene and its microbial metabolites, Appl. Environ. Microbiol. 31 (1976) 576.
37. J.H. Yen, K.H. Lin, Y.S. Wang, Acute lethal toxicity of environmental pollutants to aquatic organisms, Ecotoxicol. Environ. Saf. 52 (2002) 113.