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Literature summary for 1.7.1.B1 extracted from

  • Wittich, R.M.; Haidour, A.; Van Dillewijn, P.; Ramos, J.L.
    OYE flavoprotein reductases initiate the condensation of TNT-derived intermediates to secondary diarylamines and nitrite (2008), Environ. Sci. Technol., 42, 734-739.
    View publication on PubMed

Cloned(Commentary)

Cloned (Comment) Organism
For His-tagged protein production, plasmid is transformed into Escherichia coli BL21 pLysS. Pseudomonas putida

Metals/Ions

Metals/Ions Comment Organism Structure
NH4Cl included in assay medium Pseudomonas putida
Zn2+ included in assay medium Pseudomonas putida

Organism

Organism UniProt Comment Textmining
Pseudomonas putida
-
-
-
Pseudomonas putida JLR11
-
-
-

Purification (Commentary)

Purification (Comment) Organism
by nickel affinity chromatography using a continuous imidazole gradient Pseudomonas putida

Reaction

Reaction Comment Organism Reaction ID
2,4,6-trinitrotoluene + 2 NADPH + 2 H+ = N-hydroxy-2-methyl-3,5-dinitroaniline + 2 NADP+ + H2O 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 adidtion 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 Pseudomonas putida
2,4,6-trinitrotoluene + 2 NADPH + 2 H+ = N-hydroxy-4-methyl-3,5-dinitroaniline + 2 NADP+ + H2O 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 Pseudomonas putida

Synonyms

Synonyms Comment Organism
flavoprotein reductase
-
Pseudomonas putida
xenobiotic reductase B
-
Pseudomonas putida
xenobiotic reductase B (XenB)-like flavin reductase
-
Pseudomonas putida

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
25
-
assay at Pseudomonas putida

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7
-
assay at Pseudomonas putida