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1.14.12.24: 2,4-dinitrotoluene dioxygenase

This is an abbreviated version!
For detailed information about 2,4-dinitrotoluene dioxygenase, go to the full flat file.

Word Map on EC 1.14.12.24

Reaction

2,4-dinitrotoluene
+
NADH
+
O2
=
4-methyl-5-nitrocatechol
+
nitrite
+
NAD+

Synonyms

2,4-dinitrotoluene dioxygenase, 2,4-DNT dioxygenase, 2,4-DNTDO, DDO, DNT dioxygenase, dntA, DntAc, DNTDO

ECTree

     1 Oxidoreductases
         1.14 Acting on paired donors, with incorporation or reduction of molecular oxygen
             1.14.12 With NADH or NADPH as one donor, and incorporation of two atoms of oxygen into the other donor
                1.14.12.24 2,4-dinitrotoluene dioxygenase

Substrates Products

Substrates Products on EC 1.14.12.24 - 2,4-dinitrotoluene dioxygenase

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SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
1,2,4-benzenetriol + NADH + O2
?
show the reaction diagram
2,4-dinitrotoluene + NADH + H+ + O2
4-methyl-5-nitrocatechol + nitrite + NAD+
show the reaction diagram
2,4-dinitrotoluene + NADH + O2
4-methyl-5-nitrocatechol + nitrite + NAD+
show the reaction diagram
2,6-dinitrotoluene + NADH + O2
3-methyl-4-nitrocatechol + nitrite + NAD+
show the reaction diagram
2-amino-3-nitrotoluene + NADH + H+ + O2
2-amino-3-nitrobenzylalcohol + NAD+ + H2O
show the reaction diagram
2-amino-3-nitrotoluene + NADH + O2
2-amino-3-nitrobenzylalcohol + nitrite + NAD+
show the reaction diagram
2-amino-5-nitrotoluene + NADH + H+ + O2
2-amino-5-nitrobenzyl alcohol + aminonitrocresol + NAD+ + H2O
show the reaction diagram
2-amino-5-nitrotoluene + NADH + O2
2-amino-5-nitrobenzylalcohol + aminonitrocresol + nitrite + NAD+
show the reaction diagram
2-amino-6-nitrotoluene + NADH + H+ + O2
2-amino-4-nitro-3-cresol + 3-amino-5-nitro-4-cresol + NAD+ + H2O
show the reaction diagram
2-amino-6-nitrotoluene + NADH + O2
2-amino-4-nitro-m-cresol + 3-amino-5-nitro-p-cresol + nitrite + NAD+
show the reaction diagram
2-methoxyphenol + NADH + O2
methoxyhydroquinone + NAD+ + H2O
show the reaction diagram
2-nitrophenol + NADH + O2
nitrohydroquinone + 3-nitrocatechol + NAD+ + H2O
show the reaction diagram
2-nitrotoluene + NADH + H+ + O2
2-nitrobenzyl alcohol + NAD+ + ?
show the reaction diagram
2-nitrotoluene + NADH + H+ + O2
2-nitrobenzyl alcohol + NAD+ + H2O
show the reaction diagram
2-nitrotoluene + NADH + O2
?
show the reaction diagram
3-amino-4-nitrotoluene + NADH + H+ + O2
3-amino-4-nitrobenzyl alcohol + aminonitrocresol + NAD+ + H2O
show the reaction diagram
Q5BM20; Q6QUY4; Q45695; Q6QUY3
-
-
-
?
3-amino-4-nitrotoluene + NADH + O2
3-amino-4-nitrobenzylalcohol + aminonitrocresol + nitrite + NAD+
show the reaction diagram
3-methyl-4-nitrophenol + NADH + O2
?
show the reaction diagram
3-nitrophenol + NADH + O2
4-nitrocatechol + NAD+ + H2O
show the reaction diagram
3-nitrotoluene + NADH + H+ + O2
3-nitrobenzyl alcohol + NAD+ + ?
show the reaction diagram
3-nitrotoluene + NADH + O2
4-methylcatechol + nitrite + NAD+
show the reaction diagram
4-amino-2-nitrotoluene + NADH + H+ + O2
aminonitrocresol + NAD+ + H2O
show the reaction diagram
Q5BM20; Q6QUY4; Q45695; Q6QUY3
-
-
-
?
4-amino-2-nitrotoluene + NADH + O2
aminonitrocresol + nitrite + NAD+
show the reaction diagram
Q5BM20; Q6QUY4; Q45695; Q6QUY3
13% yield
-
-
?
4-amino-3-nitrotoluene + NADH + O2
4-amino-3-nitrobenzylalcohol + aminonitrocresol + ?
show the reaction diagram
Q5BM20; Q6QUY4; Q45695; Q6QUY3
-
-
-
?
4-amino-3-nitrotoluene + NADH + O2
4-amino-3-nitrobenzylalcohol + aminonitrocresol + nitrite + NAD+
show the reaction diagram
Q5BM20; Q6QUY4; Q45695; Q6QUY3
19% yield
-
-
?
4-methyl-5-nitrocatechol + nitrite + NAD+
2,4-dinitrotoluene + NADH + O2
show the reaction diagram
-
-
-
-
r
4-nitrocatechol + NADH + O2
?
show the reaction diagram
-
low activity
-
-
?
4-nitrotoluene + NADH + H+ + O2
4-nitrobenzyl alcohol + NAD+ + ?
show the reaction diagram
4-nitrotoluene + NADH + O2
4-methylcatechol + nitrite + NAD+
show the reaction diagram
-
-
-
?
5-amino-2-nitrotoluene + NADH + H+ + O2
2-amino-5-nitro-o-cresol + NAD+ + H2O
show the reaction diagram
Q5BM20; Q6QUY4; Q45695; Q6QUY3
-
-
-
?
5-amino-2-nitrotoluene + NADH + O2
2-amino-5-nitro-o-cresol + nitrite + NAD+
show the reaction diagram
Q5BM20; Q6QUY4; Q45695; Q6QUY3
-
24% yield
-
?
acenaphthene + NADH + H+ + O2
1-acenaphthenol + NAD+ + ?
show the reaction diagram
Q5BM20; Q6QUY4; Q45695; Q6QUY3
-
-
-
?
indan + NADH + H+ + O2
1-indanol + 1-indanone + indene + NAD+
show the reaction diagram
Q5BM20; Q6QUY4; Q45695; Q6QUY3
-
-
-
?
indan + NADH + H+ + O2
1-indanol + ? + NAD+
show the reaction diagram
indene + NADH + H+ + O2
1-indenol + 1,2-dihydroxyindan + NAD+
show the reaction diagram
Q5BM20; Q6QUY4; Q45695; Q6QUY3
-
-
-
?
indole + NADH + H+ + O2
indigo + NAD+ + ?
show the reaction diagram
Q5BM20; Q6QUY4; Q45695; Q6QUY3
-
-
-
?
indoline + NADH + H+ + O2
indigo + ? + NAD+
show the reaction diagram
indoline + NADH + H+ + O2
indole + NAD+ + ?
show the reaction diagram
Q5BM20; Q6QUY4; Q45695; Q6QUY3
-
-
-
?
m-cresol + NADH + H+ + O2
methylhydroquinone + nitrite + NAD+
show the reaction diagram
m-methoxyphenol + NADH + H+ + O2
methoxyhydroquinone + nitrite + NAD+
show the reaction diagram
m-nitrophenol + NADH + H+ + O2
4-nitrocatechol + nitrite + NAD+
show the reaction diagram
naphthalene + NADH + H+ + O2
(+)-cis-(1R,2S)-dihydroxy-1,2-dihydronaphthalene + NAD+
show the reaction diagram
Q5BM20; Q6QUY4; Q45695; Q6QUY3
-
-
-
?
naphthalene + NADH + H+ + O2
(+)-cis-(1R,2S)-dihydroxy-1,2-dihydronaphthalene + NAD+ + ?
show the reaction diagram
naphthalene + NADH + H+ + O2
(1R,2S)-cis-1,2-dihydroxy-1,2-dihydronaphthalene + NAD+
show the reaction diagram
naphthalene + NADH + O2
(1R,3S)-cis-1,2-dihydro-1,2-dihydroxynaphthalene + NAD+ + H2O
show the reaction diagram
-
-
-
-
?
naphthalene + O2
cis-1,2-dihydroxy-1,2-dihydronaphthalene
show the reaction diagram
o-cresol + NADH + H+ + O2
methylhydroquinone + 2-hydroxybenzyl alcohol + nitrite + NAD+
show the reaction diagram
Q5BM20; Q6QUY4; Q45695; Q6QUY3
-
mutant V350F produces methylhydroquinone at 1.52 nmol/min/mg of protein and 2-hydroxybenzyl alcohol at 0.74 nmol/min/mg of protein. Mutant V350M produces methylhydroquinone at 1.97 nmol/min/mg of protein and 2-hydroxybenzyl alcohol at 0.11 nmol/min/mg of protein
-
?
o-methoxyphenol + NADH + H+ + O2
methoxyhydroquinone + nitrite + NAD+
show the reaction diagram
Q5BM20; Q6QUY4; Q45695; Q6QUY3
-
mutant V350F produces methoxyhydroquinone at 2.5 nmol/min/mg of protein. Mutant V350M produces methoxyhydroquinone at 2.4 mol/min/mg of protein
-
?
o-nitrophenol + NADH + H+ + O2
nitrohydroquinone + 3-nitrocatechol + nitrite + NAD+
show the reaction diagram
Q5BM20; Q6QUY4; Q45695; Q6QUY3
-
product of wild-type. Mutant V350F produces both nitrohydroquinone at a rate of 0.75 nmol/min/mg of protein and 3-nitrocatechol at a rate of 0.069 nmol/min/mg of protein from o-nitrophenol. Mutant V350M produces both nitrohydroquinone at 0.33 nmol/min/mg of protein and 3-nitrocatechol at 0.089 nmol/min/mg of protein
-
?
phenetole + NADH + H+ + O2
phenol + NAD+ + ?
show the reaction diagram
Q5BM20; Q6QUY4; Q45695; Q6QUY3
-
-
-
?
additional information
?
-