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
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1.14.12.24
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burkholderia
-
4-methyl-5-nitrocatechol
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cepacia
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monooxygenase
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naphthalene
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2-nitrotoluene
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fission
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dinitrotoluenes
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sphingomonas
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nitroaromatic
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extradiol
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nahac
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vitreoscilla
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regiospecificity
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enantiomeric
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priority
- 1.14.12.24
- burkholderia
- 4-methyl-5-nitrocatechol
- cepacia
- monooxygenase
- naphthalene
- 2-nitrotoluene
-
fission
-
dinitrotoluenes
- sphingomonas
-
nitroaromatic
-
extradiol
- nahac
- vitreoscilla
-
regiospecificity
-
enantiomeric
-
priority
Reaction
Synonyms
2,4-dinitrotoluene dioxygenase, 2,4-DNT dioxygenase, 2,4-DNTDO, DDO, DNT dioxygenase, dntA, DntAc, DNTDO
ECTree
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Substrates Products
Substrates Products on EC 1.14.12.24 - 2,4-dinitrotoluene dioxygenase
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REACTION DIAGRAM
2-amino-5-nitrotoluene + NADH + H+ + O2
2-amino-5-nitrobenzyl alcohol + aminonitrocresol + NAD+ + H2O
2-amino-5-nitrotoluene + NADH + O2
2-amino-5-nitrobenzylalcohol + aminonitrocresol + nitrite + NAD+
2-amino-6-nitrotoluene + NADH + H+ + O2
2-amino-4-nitro-3-cresol + 3-amino-5-nitro-4-cresol + NAD+ + H2O
2-amino-6-nitrotoluene + NADH + O2
2-amino-4-nitro-m-cresol + 3-amino-5-nitro-p-cresol + nitrite + NAD+
3-amino-4-nitrotoluene + NADH + H+ + O2
3-amino-4-nitrobenzyl alcohol + aminonitrocresol + NAD+ + H2O
-
-
-
?
3-amino-4-nitrotoluene + NADH + O2
3-amino-4-nitrobenzylalcohol + aminonitrocresol + nitrite + NAD+
4-amino-2-nitrotoluene + NADH + H+ + O2
aminonitrocresol + NAD+ + H2O
-
-
-
?
4-amino-2-nitrotoluene + NADH + O2
aminonitrocresol + nitrite + NAD+
13% yield
-
-
?
4-amino-3-nitrotoluene + NADH + O2
4-amino-3-nitrobenzylalcohol + aminonitrocresol + ?
-
-
-
?
4-amino-3-nitrotoluene + NADH + O2
4-amino-3-nitrobenzylalcohol + aminonitrocresol + nitrite + NAD+
19% yield
-
-
?
4-methyl-5-nitrocatechol + nitrite + NAD+
2,4-dinitrotoluene + NADH + O2
-
-
-
-
r
5-amino-2-nitrotoluene + NADH + H+ + O2
2-amino-5-nitro-o-cresol + NAD+ + H2O
-
-
-
?
5-amino-2-nitrotoluene + NADH + O2
2-amino-5-nitro-o-cresol + nitrite + NAD+
-
24% yield
-
?
acenaphthene + NADH + H+ + O2
1-acenaphthenol + NAD+ + ?
-
-
-
?
indan + NADH + H+ + O2
1-indanol + 1-indanone + indene + NAD+
-
-
-
?
indene + NADH + H+ + O2
1-indenol + 1,2-dihydroxyindan + NAD+
-
-
-
?
indole + NADH + H+ + O2
indigo + NAD+ + ?
-
-
-
?
indoline + NADH + H+ + O2
indole + NAD+ + ?
-
-
-
?
naphthalene + NADH + H+ + O2
(+)-cis-(1R,2S)-dihydroxy-1,2-dihydronaphthalene + NAD+
-
-
-
?
naphthalene + NADH + O2
(1R,3S)-cis-1,2-dihydro-1,2-dihydroxynaphthalene + NAD+ + H2O
-
-
-
-
?
o-cresol + NADH + H+ + O2
methylhydroquinone + 2-hydroxybenzyl alcohol + nitrite + NAD+
-
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+
-
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+
-
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+ + ?
-
-
-
?
4-methyl-5-nitrocatechol + nitrite + NAD+
-
-
-
-
?
2,4-dinitrotoluene + NADH + H+ + O2
4-methyl-5-nitrocatechol + nitrite + NAD+
-
-
-
?
2,4-dinitrotoluene + NADH + H+ + O2
4-methyl-5-nitrocatechol + nitrite + NAD+
-
-
-
-
?
2,4-dinitrotoluene + NADH + H+ + O2
4-methyl-5-nitrocatechol + nitrite + NAD+
-
-
-
?
2,4-dinitrotoluene + NADH + H+ + O2
4-methyl-5-nitrocatechol + nitrite + NAD+
-
-
-
-
?
2,4-dinitrotoluene + NADH + H+ + O2
4-methyl-5-nitrocatechol + nitrite + NAD+
-
-
-
?
2,4-dinitrotoluene + NADH + H+ + O2
4-methyl-5-nitrocatechol + nitrite + NAD+
-
-
-
-
?
2,4-dinitrotoluene + NADH + H+ + O2
4-methyl-5-nitrocatechol + nitrite + NAD+
-
-
-
?
4-methyl-5-nitrocatechol + nitrite + NAD+
-
highest activity
-
-
?
2,4-dinitrotoluene + NADH + O2
4-methyl-5-nitrocatechol + nitrite + NAD+
-
highest activity
-
-
?
2,4-dinitrotoluene + NADH + O2
4-methyl-5-nitrocatechol + nitrite + NAD+
-
-
-
?
2,4-dinitrotoluene + NADH + O2
4-methyl-5-nitrocatechol + nitrite + NAD+
-
-
-
?
2,4-dinitrotoluene + NADH + O2
4-methyl-5-nitrocatechol + nitrite + NAD+
-
-
-
?
2,4-dinitrotoluene + NADH + O2
4-methyl-5-nitrocatechol + nitrite + NAD+
-
-
formation of 9.54 nmol 3-methylcatechol per mg protein plus 1.06 nmol 2-nitrobenzyl alcohol
-
?
2,4-dinitrotoluene + NADH + O2
4-methyl-5-nitrocatechol + nitrite + NAD+
best substrate
-
-
?
2,4-dinitrotoluene + NADH + O2
4-methyl-5-nitrocatechol + nitrite + NAD+
-
-
-
?
2,4-dinitrotoluene + NADH + O2
4-methyl-5-nitrocatechol + nitrite + NAD+
-
-
-
?
2,4-dinitrotoluene + NADH + O2
4-methyl-5-nitrocatechol + nitrite + NAD+
-
-
formation of 9.54 nmol 3-methylcatechol per mg protein plus 1.06 nmol 2-nitrobenzyl alcohol
-
?
2,4-dinitrotoluene + NADH + O2
4-methyl-5-nitrocatechol + nitrite + NAD+
-
-
-
?
2,4-dinitrotoluene + NADH + O2
4-methyl-5-nitrocatechol + nitrite + NAD+
best substrate
-
-
?
2,4-dinitrotoluene + NADH + O2
4-methyl-5-nitrocatechol + nitrite + NAD+
-
-
-
-
?
2,4-dinitrotoluene + NADH + O2
4-methyl-5-nitrocatechol + nitrite + NAD+
-
-
-
-
?
2,4-dinitrotoluene + NADH + O2
4-methyl-5-nitrocatechol + nitrite + NAD+
-
-
-
-
r
2,4-dinitrotoluene + NADH + O2
4-methyl-5-nitrocatechol + nitrite + NAD+
-
-
-
-
r
2,4-dinitrotoluene + NADH + O2
4-methyl-5-nitrocatechol + nitrite + NAD+
-
-
-
-
?
3-methyl-4-nitrocatechol + nitrite + NAD+
-
-
-
?
2,6-dinitrotoluene + NADH + O2
3-methyl-4-nitrocatechol + nitrite + NAD+
-
-
-
?
2-amino-3-nitrobenzylalcohol + NAD+ + H2O
-
-
-
?
2-amino-3-nitrotoluene + NADH + H+ + O2
2-amino-3-nitrobenzylalcohol + NAD+ + H2O
-
-
-
?
2-amino-3-nitrobenzylalcohol + nitrite + NAD+
-
27% yield
-
?
2-amino-3-nitrotoluene + NADH + O2
2-amino-3-nitrobenzylalcohol + nitrite + NAD+
-
27% yield
-
?
2-amino-5-nitrobenzyl alcohol + aminonitrocresol + NAD+ + H2O
-
-
-
?
2-amino-5-nitrotoluene + NADH + H+ + O2
2-amino-5-nitrobenzyl alcohol + aminonitrocresol + NAD+ + H2O
-
-
-
?
2-amino-5-nitrobenzylalcohol + aminonitrocresol + nitrite + NAD+
-
34.4% yield
-
?
2-amino-5-nitrotoluene + NADH + O2
2-amino-5-nitrobenzylalcohol + aminonitrocresol + nitrite + NAD+
-
34.4% yield
-
?
2-amino-4-nitro-3-cresol + 3-amino-5-nitro-4-cresol + NAD+ + H2O
-
-
-
?
2-amino-6-nitrotoluene + NADH + H+ + O2
2-amino-4-nitro-3-cresol + 3-amino-5-nitro-4-cresol + NAD+ + H2O
-
-
-
?
2-amino-4-nitro-m-cresol + 3-amino-5-nitro-p-cresol + nitrite + NAD+
-
20% yield
-
?
2-amino-6-nitrotoluene + NADH + O2
2-amino-4-nitro-m-cresol + 3-amino-5-nitro-p-cresol + nitrite + NAD+
-
20% yield
-
?
2-methoxyphenol + NADH + O2
methoxyhydroquinone + NAD+ + H2O
-
-
-
-
?
nitrohydroquinone + 3-nitrocatechol + NAD+ + H2O
-
-
-
-
?
2-nitrophenol + NADH + O2
nitrohydroquinone + 3-nitrocatechol + NAD+ + H2O
-
-
-
-
?
2-nitrobenzyl alcohol + NAD+ + ?
-
-
-
?
2-nitrotoluene + NADH + H+ + O2
2-nitrobenzyl alcohol + NAD+ + ?
-
-
-
?
2-nitrotoluene + NADH + H+ + O2
2-nitrobenzyl alcohol + NAD+ + ?
-
-
-
?
2-nitrotoluene + NADH + H+ + O2
2-nitrobenzyl alcohol + NAD+ + ?
-
-
-
?
2-nitrobenzyl alcohol + NAD+ + H2O
-
-
-
?
2-nitrotoluene + NADH + H+ + O2
2-nitrobenzyl alcohol + NAD+ + H2O
-
-
-
?
3-amino-4-nitrobenzylalcohol + aminonitrocresol + nitrite + NAD+
-
9% yield
-
?
3-amino-4-nitrotoluene + NADH + O2
3-amino-4-nitrobenzylalcohol + aminonitrocresol + nitrite + NAD+
-
9% yield
-
?
3-nitrobenzyl alcohol + NAD+ + ?
-
-
-
?
3-nitrotoluene + NADH + H+ + O2
3-nitrobenzyl alcohol + NAD+ + ?
-
-
-
?
4-methylcatechol + nitrite + NAD+
-
-
formation of 0.06 nmol 4-methylcatechol per mg protein plus 0.03 nmol 3-nitrobenzyl alcohol
-
?
3-nitrotoluene + NADH + O2
4-methylcatechol + nitrite + NAD+
-
-
formation of 0.06 nmol 4-methylcatechol per mg protein plus 0.03 nmol 3-nitrobenzyl alcohol
-
?
4-nitrobenzyl alcohol + NAD+ + ?
-
-
-
?
4-nitrotoluene + NADH + H+ + O2
4-nitrobenzyl alcohol + NAD+ + ?
-
-
-
?
1-indanol + ? + NAD+
-
no formation of 1,2-dihydroxyindan
-
?
indan + NADH + H+ + O2
1-indanol + ? + NAD+
-
no formation of 1,2-dihydroxyindan
-
?
indigo + ? + NAD+
-
-
-
?
indoline + NADH + H+ + O2
indigo + ? + NAD+
-
-
-
?
methylhydroquinone + nitrite + NAD+
-
no substrate for wild-type. Mutant V350F produces methylhydroquinone at 0.43 nmol/min/mg of protein
-
?
m-cresol + NADH + H+ + O2
methylhydroquinone + nitrite + NAD+
-
no substrate for wild-type. Mutant V350F produces methylhydroquinone at 0.43 nmol/min/mg of protein
-
?
methoxyhydroquinone + nitrite + NAD+
-
no substrate for wild-type. Mutant V350F produces methoxyhydroquinone at 0.55 nmol/min/mg of protein
-
?
m-methoxyphenol + NADH + H+ + O2
methoxyhydroquinone + nitrite + NAD+
-
no substrate for wild-type. Mutant V350F produces methoxyhydroquinone at 0.55 nmol/min/mg of protein
-
?
4-nitrocatechol + nitrite + NAD+
-
no substrate for wild-type. Mutant V350F produces 4-nitrocatechol at 0.29 nmol/min/mg of protein
-
?
m-nitrophenol + NADH + H+ + O2
4-nitrocatechol + nitrite + NAD+
-
no substrate for wild-type. Mutant V350F produces 4-nitrocatechol at 0.29 nmol/min/mg of protein
-
?
(+)-cis-(1R,2S)-dihydroxy-1,2-dihydronaphthalene + NAD+ + ?
-
-
-
?
naphthalene + NADH + H+ + O2
(+)-cis-(1R,2S)-dihydroxy-1,2-dihydronaphthalene + NAD+ + ?
-
-
-
?
(1R,2S)-cis-1,2-dihydroxy-1,2-dihydronaphthalene + NAD+
-
-
-
?
naphthalene + NADH + H+ + O2
(1R,2S)-cis-1,2-dihydroxy-1,2-dihydronaphthalene + NAD+
-
mutants V350F and V350M exhibit 10fold enhanced activity towards naphthalene
-
?
naphthalene + NADH + H+ + O2
(1R,2S)-cis-1,2-dihydroxy-1,2-dihydronaphthalene + NAD+
-
mutants V350F and V350M exhibit 10fold enhanced activity towards naphthalene
-
?
naphthalene + NADH + H+ + O2
(1R,2S)-cis-1,2-dihydroxy-1,2-dihydronaphthalene + NAD+
-
-
-
?
cis-1,2-dihydroxy-1,2-dihydronaphthalene
-
-
formation of 0.83 nmol 3-methylcatechol per mg protein
-
?
naphthalene + O2
cis-1,2-dihydroxy-1,2-dihydronaphthalene
-
product is formed in 92% enantiomeric excess
-
?
naphthalene + O2
cis-1,2-dihydroxy-1,2-dihydronaphthalene
-
-
formation of 0.83 nmol 3-methylcatechol per mg protein
-
?
naphthalene + O2
cis-1,2-dihydroxy-1,2-dihydronaphthalene
-
product is formed in 92% enantiomeric excess
-
?
?
-
-
no activity with 2-cresol, 3-methoxyphenol
-
-
?
additional information
?
-
-
no activity with 2-cresol, 3-methoxyphenol
-
-
?
additional information
?
-
no activity with 2,3-dinitrotoluene and 2,5-dinitrotoluene
-
-
?
additional information
?
-
-
no activity with 2,3-dinitrotoluene and 2,5-dinitrotoluene
-
-
?
additional information
?
-
-
2-amino-4-nitrotoluene is not a substrate
-
-
?
additional information
?
-
2-amino-4-nitrotoluene is not a substrate
-
-
?
additional information
?
-
-
no activity with anisole, carbazole, and nitrobenzene
-
-
?
additional information
?
-
no activity with anisole, carbazole, and nitrobenzene
-
-
?
additional information
?
-
no substrate: 2-amino-4-nitrotoluene
-
-
?
additional information
?
-
-
no substrate: 2-nitrotoluene, 3-nitrotoluene
-
-
?
additional information
?
-
-
2-amino-4-nitrotoluene is not a substrate
-
-
?
additional information
?
-
2-amino-4-nitrotoluene is not a substrate
-
-
?
additional information
?
-
-
no activity with anisole, carbazole, and nitrobenzene
-
-
?
additional information
?
-
no activity with anisole, carbazole, and nitrobenzene
-
-
?
additional information
?
-
-
no substrate: 2-nitrotoluene, 3-nitrotoluene
-
-
?
additional information
?
-
no substrate: 2-amino-4-nitrotoluene
-
-
?
additional information
?
-
no activity with 2,3-dinitrotoluene and 2,5-dinitrotoluene
-
-
?
additional information
?
-
-
no activity with 3-nitrotoluene, 4-nitrotoluene, catechol, 3-nitrocatechol, 3-methylcatechol, and 4-methylcatechol
-
-
?
additional information
?
-
-
no activity with 3-nitrotoluene, 4-nitrotoluene, catechol, 3-nitrocatechol, 3-methylcatechol, and 4-methylcatechol
-
-
?