1.7.1.B1 1,2,3-trinitroglycerol + 2 NADPH + 2 H+ - Pseudomonas putida ? - ? 461791 1.7.1.B1 2,4,6-trinitrophenol + 2 NADPH + 2 H+ - Pseudomonas putida ? - ? 461934 1.7.1.B1 2,4,6-trinitrotoluene + 2 NADPH + 2 H+ - Pseudomonas sp. N-hydroxy-2-methyl-3,5-dinitroaniline + 2 NADP+ + H2O - ? 399493 1.7.1.B1 2,4,6-trinitrotoluene + 2 NADPH + 2 H+ - Pseudomonas putida N-hydroxy-2-methyl-3,5-dinitroaniline + 2 NADP+ + H2O - ? 399493 1.7.1.B1 2,4,6-trinitrotoluene + 2 NADPH + 2 H+ - Pseudomonas putida N-hydroxy-2-methyl-3,5-dinitroaniline + 2 NADP+ + H2O i.e. 2-hydroxylamino-2,6-dinitrotoluene. The amount of N-hydroxy-2-methyl-3,5-dinitroaniline is larger than the amount of N-hydroxy-4-methyl-3,5-dinitroaniline formed. In a further nonenzymatic reaction nitrite is released and N-(2-methyl-3,5-dinitrophenyl)-N-4-methyl-3,5-dinitrophenyl-hydroxylamine and eventually N-(2-methyl-3,5-dinitrophenyl)-N-4-methyl-3,5-dinitroaniline are produced. In addition the aromatic ring of 2,4,6-trinitrotoluene is susceptibe to nucleophilic attack by hydride ions to form Meisenheimer complex intermediates (monohydride and dihydride complexes) which also form secondary diaryl hydroxylamines and secondary diarylamine with release of nitrite ? 399493 1.7.1.B1 2,4,6-trinitrotoluene + 2 NADPH + 2 H+ - Pseudomonas putida KT 2240 N-hydroxy-2-methyl-3,5-dinitroaniline + 2 NADP+ + H2O i.e. 2-hydroxylamino-2,6-dinitrotoluene. The amount of N-hydroxy-2-methyl-3,5-dinitroaniline is larger than the amount of N-hydroxy-4-methyl-3,5-dinitroaniline formed. In a further nonenzymatic reaction nitrite is released and N-(2-methyl-3,5-dinitrophenyl)-N-4-methyl-3,5-dinitrophenyl-hydroxylamine and eventually N-(2-methyl-3,5-dinitrophenyl)-N-4-methyl-3,5-dinitroaniline are produced. In addition the aromatic ring of 2,4,6-trinitrotoluene is susceptibe to nucleophilic attack by hydride ions to form Meisenheimer complex intermediates (monohydride and dihydride complexes) which also form secondary diaryl hydroxylamines and secondary diarylamine with release of nitrite ? 399493 1.7.1.B1 2,4,6-trinitrotoluene + 2 NADPH + 2 H+ - Pseudomonas putida N-hydroxy-4-methyl-3,5-dinitroaniline + 2 NADP+ + H2O i.e. 4-hydroxylamino-2,6-dinitrotoluene. The amount of N-hydroxy-4-methyl-3,5-dinitroaniline is larger than the amount of N-hydroxy-2-methyl-3,5-dinitroaniline formed. In a further nonenzymatic reaction nitrite is released and N,N-bis-(3,5-dinitrotolyl)-hydroxylamine and eventually N,N-bis-(3,5-dinitrotolyl)-amine are produced. In addition the aromatic ring of 2,4,6-trinitrotoluene is susceptible to nucleophilic attack by hydride ions to form Meisenheimer complex intermediates (monohydride and dihydride complexes) which also form the secondary diaryl hydroxylamines and the secondary diarylamine with release of nitrite ? 399494 1.7.1.B1 2,4,6-trinitrotoluene + 2 NADPH + 2 H+ - Pseudomonas putida KT 2240 N-hydroxy-4-methyl-3,5-dinitroaniline + 2 NADP+ + H2O i.e. 4-hydroxylamino-2,6-dinitrotoluene. The amount of N-hydroxy-4-methyl-3,5-dinitroaniline is larger than the amount of N-hydroxy-2-methyl-3,5-dinitroaniline formed. In a further nonenzymatic reaction nitrite is released and N,N-bis-(3,5-dinitrotolyl)-hydroxylamine and eventually N,N-bis-(3,5-dinitrotolyl)-amine are produced. In addition the aromatic ring of 2,4,6-trinitrotoluene is susceptible to nucleophilic attack by hydride ions to form Meisenheimer complex intermediates (monohydride and dihydride complexes) which also form the secondary diaryl hydroxylamines and the secondary diarylamine with release of nitrite ? 399494 1.7.1.B1 CB1954 + NADPH + H+ - Pseudomonas putida ? + hydroxylamine + NADP+ - ? 462342 1.7.1.B1 cyclohexenone + NADPH + H+ - Pseudomonas putida ? - ? 400723 1.7.1.B1 cyclohexenone + NADPH + H+ - Pseudomonas putida KT 2240 ? - ? 400723 1.7.1.B1 glycerol trinitrate + NADPH + H+ - Pseudomonas putida ? - ? 401071 1.7.1.B1 glycerol trinitrate + NADPH + H+ - Pseudomonas putida KT 2240 ? - ? 401071 1.7.1.B1 additional information ability to reduce nitroaromatic compounds, enzyme demonstrates type I and type II hydride transferase activity and reduced the nitro groups of 2,4,6-trinitrotoluene to hydroxylaminodinitrotoluene derivatives. The condensations of the primary products of type I and type II hydride transferases react with each other to yield diarylamines and nitrite, the latter can be further reduced to ammonium and serves as a nitrogen source for microorganisms in vivo Pseudomonas putida ? - ? 89 1.7.1.B1 additional information enzyme additionally catalyzes reduction of nitrobenzene, reaction of EC 1.7.1.16 Pseudomonas sp. ? - ? 89 1.7.1.B1 additional information the enzyme shows no reactivity with CB1954 Pseudomonas putida ? - - 89 1.7.1.B1 additional information ability to reduce nitroaromatic compounds, enzyme demonstrates type I and type II hydride transferase activity and reduced the nitro groups of 2,4,6-trinitrotoluene to hydroxylaminodinitrotoluene derivatives. The condensations of the primary products of type I and type II hydride transferases react with each other to yield diarylamines and nitrite, the latter can be further reduced to ammonium and serves as a nitrogen source for microorganisms in vivo Pseudomonas putida KT 2240 ? - ? 89 1.7.1.B1 N-ethylmaleimide + NADPH + H+ - Pseudomonas putida ? - ? 401463