1.7.1.B1: xenobiotic reductase B
This is an abbreviated version!
For detailed information about xenobiotic reductase B, go to the full flat file.
Word Map on EC 1.7.1.B1
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1.7.1.B1
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nadph-cytochrome
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4-nitrocatechol
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sphaericus
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monooxygenations
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disulfide-containing
- 1.7.1.B1
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nadph-cytochrome
- 4-nitrocatechol
- sphaericus
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monooxygenations
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disulfide-containing
Reaction
Synonyms
flavoprotein reductase, old yellow enzyme, OYE, XenA, XenB, XenB protein, xenobiotic reductase A, xenobiotic reductase B, xenobiotic reductase B (XenB)-like flavin reductase
ECTree
1.7.1.B1 xenobiotic reductase BAdvanced search results
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results (Substrates Products
Substrates Products on EC 1.7.1.B1 - xenobiotic reductase B
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SUBSTRATE 
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
2,4,6-trinitrotoluene + 2 NADPH + 2 H+
N-hydroxy-2-methyl-3,5-dinitroaniline + 2 NADP+ + H2O
2,4,6-trinitrotoluene + 2 NADPH + 2 H+
N-hydroxy-4-methyl-3,5-dinitroaniline + 2 NADP+ + H2O
2,4,6-trinitrotoluene + 2 NADPH + 2 H+
N-hydroxy-2-methyl-3,5-dinitroaniline + 2 NADP+ + H2O
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?
2,4,6-trinitrotoluene + 2 NADPH + 2 H+
N-hydroxy-2-methyl-3,5-dinitroaniline + 2 NADP+ + H2O
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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
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?
2,4,6-trinitrotoluene + 2 NADPH + 2 H+
N-hydroxy-2-methyl-3,5-dinitroaniline + 2 NADP+ + H2O
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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
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?
2,4,6-trinitrotoluene + 2 NADPH + 2 H+
N-hydroxy-2-methyl-3,5-dinitroaniline + 2 NADP+ + H2O
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?
2,4,6-trinitrotoluene + 2 NADPH + 2 H+
N-hydroxy-4-methyl-3,5-dinitroaniline + 2 NADP+ + H2O
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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
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?
2,4,6-trinitrotoluene + 2 NADPH + 2 H+
N-hydroxy-4-methyl-3,5-dinitroaniline + 2 NADP+ + H2O
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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
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?
additional information
?
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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
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?
additional information
?
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the enzyme shows no reactivity with CB1954
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additional information
?
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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
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?
additional information
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enzyme additionally catalyzes reduction of nitrobenzene, reaction of EC 1.7.1.16
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