Influence of nitro group on biotransformation of nitrotoluenes in Pseudomonas putida strain OU83
Walia, SK; Ali-Sadat, S; Chaudhry, GR
| HERO ID | 2078657 |
|---|---|
| In Press | No |
| Year | 2003 |
| Title | Influence of nitro group on biotransformation of nitrotoluenes in Pseudomonas putida strain OU83 |
| Authors | Walia, SK; Ali-Sadat, S; Chaudhry, GR |
| Journal | Pesticide Biochemistry and Physiology |
| Volume | 76 |
| Issue | 3 |
| Page Numbers | 73-81 |
| Abstract | Pseudomonas putida OU83 is a soil organism capable of degrading 3-nitrotoluene (3-NT), 2,4-dinitrotoluene (DNT), 2,6-DNT, and mono and polychlorinated biphenyls. An investigation of the nitro group dependent biotransformation of nitrotoluenes in P. putida revealed accumulation of two metabolic products, a and b from each of the three tested NT isomers (2-, 3-, and 4-NT). Gas chromatography-mass spectrophotometer (GC-MS) analysis of the accumulated metabolite a showed that it had a major fragmentation pattern (107, 88, 76, and 65 amu) similar to the pattern of pure aminotoluene (AT). Evidently metabolite a resulted from the reduction of the nitro group to an amino group. The metabolite b produced from 3-NT was identical to the MS pattern of 3-nitrophenol (3-NP) (139 amu). However, the metabolite b formed from 2- and 4-NT showed fragmentation patterns (153, 136, 108, 77, and 65 amu) similar to authentic 6-hydroxy-2-nitrotoluene (6H2NT). The identity of the bacterial metabolites was confirmed by the H-1 NMR spectral analysis. The H-1 NMR results showed transformation of 2-NT to 2-AT and 6H2NT, 4-NT to 4-AT and 2H4NT, and 3-NT to 3-AT and 3-NP. Oxygen consumption in the NT-induced cell suspension of strain OU83 was increased when 2-, 3-, and 4-NT, 6H2NT, 3-nitrobenzyl alcohol, 3-nitrobenzoic acid, and 3-nitrophenol were used as substrate. In summary, the nitro group at 2-, 3-, and 4-position was reduced to an amino group, the methyl group of 3-NT was oxidized, and the benzene ring is hydroxylated at the 2 and 6 position of and 2-NT, respectively. These results show that the degradation of nitrotoluene in P. putida was influenced by the position of the nitro group on the benzene ring. (C) 2003 Elsevier Inc. All rights reserved. |
| Doi | 10.1016/S0048-3575(03)00068-3 |
| Wosid | WOS:000184879100001 |
| Url | https://linkinghub.elsevier.com/retrieve/pii/S0048357503000683 |
| Is Certified Translation | No |
| Dupe Override | No |
| Is Public | Yes |
| Language Text | English |
| Keyword | Pseudomonas putida; hydroxynitrotoluene; metabolites; nitrotoluene |