1.14.12.23: nitroarene dioxygenase
This is an abbreviated version!
For detailed information about nitroarene dioxygenase, go to the full flat file.
Word Map on EC 1.14.12.23
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1.14.12.23
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naphthalene
-
nitrite
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2-nitrotoluene
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dinitrotoluenes
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comamonas
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3-methylcatechol
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nitroaromatic
-
regiospecificity
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oxygenases
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archetypal
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2,6-dinitrotoluene
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rieske
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anthranilate
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burkholderia
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1,2-dioxygenase
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acidovorax
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three-component
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chlorocatechol
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ring-hydroxylating
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ralstonia
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dioxygenation
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2-amino-4,6-dinitrotoluene
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3,4-dichloronitrobenzene
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diaphorobacter
-
ferredoxin
-
nonheme
- 1.14.12.23
- naphthalene
- nitrite
- 2-nitrotoluene
-
dinitrotoluenes
- comamonas
- 3-methylcatechol
-
nitroaromatic
-
regiospecificity
- oxygenases
-
archetypal
- 2,6-dinitrotoluene
-
rieske
- anthranilate
-
burkholderia
-
1,2-dioxygenase
- acidovorax
-
three-component
-
chlorocatechol
-
ring-hydroxylating
-
ralstonia
-
dioxygenation
- 2-amino-4,6-dinitrotoluene
- 3,4-dichloronitrobenzene
- diaphorobacter
- ferredoxin
-
nonheme
Reaction
Synonyms
2-chloronitrobenzene dioxygenase, 2NTDO, cnbA, cnbAa, cnbAb, cnbAc, cnbAd, MntAa, MntAb, MntAc, MntAd, naphthalene dioxygenase, nbzAa, nbzAb, nbzAc, nbzAd
ECTree
1.14.12.23 nitroarene dioxygenaseAdvanced search results
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results (Substrates Products
Substrates Products on EC 1.14.12.23 - nitroarene dioxygenase
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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
1,3-dinitrobenzene + NADH + O2
4-nitrocatechol + nitrite + NAD+
-
100% yield. 89% of the activity with ntrobenzene
-
?
2,4-dinitrotoluene + NADH + O2
4-methyl-5-nitrocatechol + nitrite + NAD+
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products are 4-methyl-5-nitrocatechol + 25% 4-methyl-3-nitrocatechol
-
?
2-nitrotoluene + NADH + O2
4-methylcatechol + nitrite + NAD+
-
100% yield. 221% of the activity with ntrobenzene
-
?
3-nitrotoluene + NADH + O2
3-methylcatechol + 4-methylcatechol + nitrite + NAD+
M9PTH9; M9PW10; M9PSS0; M9PV03
-
products are 54% 3-methylcatechol, 39% 4-methylcatechol, 7% 3-nitrobenzyl alcohol
-
?
naphthalene + NADH + O2
1,2-dihydronaphthalene cis-1,2-diol + NAD+
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100% yield. 59% of the activity with ntrobenzene
-
?
naphthalene + NADH + O2
cis-1,2-dihydroxy-1,2-dihydronaphthalene + NAD+
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about 60% (-)-cis-1,2-dihydroxy-1,2-dihydronaphthalene
-
?
naphthalene + O2
cis-1,2-dihydroxy-1,2-dihydronaphthalene
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-
formation of 0.75 nmol 3-methylcatechol per mg protein
-
?
2,3-dinitrotoluene + NADH + O2
4-methyl-3-nitrocatechol + nitrite + NAD+
-
no substrate for wild-type, but substrate of mutant F350T
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-
?
2,3-dinitrotoluene + NADH + O2
4-methyl-3-nitrocatechol + nitrite + NAD+
-
no substrate for wild-type, but substrate of mutant F350T
-
-
?
2,6-dinitrotoluene + NADH + O2
3-methyl-4-nitrocatechol + nitrite + NAD+
-
-
-
?
2,6-dinitrotoluene + NADH + O2
3-methyl-4-nitrocatechol + nitrite + NAD+
M9PTH9; M9PW10; M9PSS0; M9PV03
-
84% of the activity with 3-nitrotoluene
-
?
2,6-dinitrotoluene + NADH + O2
3-methyl-4-nitrocatechol + nitrite + NAD+
-
no substrate for wild-type, but substrate of mutant F350T
-
-
?
2,6-dinitrotoluene + NADH + O2
3-methyl-4-nitrocatechol + nitrite + NAD+
-
no substrate for wild-type, but substrate of mutant F350T
-
-
?
2-amino-4,6-dinitrotoluene + NADH + O2
3-amino-4-methyl-5-nitrocatechol + nitrite + NAD+
-
no substrate for wild-type, but substrate of mutant F350T
plus 2-amino-4,6-dinitrobenzyl alcohol
-
?
2-amino-4,6-dinitrotoluene + NADH + O2
3-amino-4-methyl-5-nitrocatechol + nitrite + NAD+
-
no substrate for wild-type, but substrate of mutant F350T
plus 2-amino-4,6-dinitrobenzyl alcohol
-
?
2-chloronitrobenzene + NADH + O2
3-chlorocatechol + nitrite + NAD+
M9PTH9; M9PW10; M9PSS0; M9PV03
-
80% of the activity with 3-nitrotoluene
-
?
2-chloronitrobenzene + NADH + O2
3-chlorocatechol + nitrite + NAD+
Pseudomonas stutzeri ZWLR2-1
F4Y9I5; F4Y9I4; F4Y9J0; F4Y9J1
-
-
-
?
2-nitrotoluene + NADH + O2
3-methylcatechol + nitrite + NAD+
-
-
-
-
?
2-nitrotoluene + NADH + O2
3-methylcatechol + nitrite + NAD+
-
55% yield, plus 45% 2-nitrobenzyl alcohol. 59% of the activity with ntrobenzene
-
?
2-nitrotoluene + NADH + O2
3-methylcatechol + nitrite + NAD+
M9PTH9; M9PW10; M9PSS0; M9PV03
-
71% of the activity with 3-nitrotoluene. Products are 91% 3-methylcatechol, 9% 3-nitrobenzyl alcohol
-
?
2-nitrotoluene + NADH + O2
3-methylcatechol + nitrite + NAD+
-
-
formation of 10 nmol 3-methylcatechol per mg protein plus 1.06 nmol 2-nitrobenzyl alcohol
-
?
3-nitrotoluene + NADH + O2
3-methylcatechol + nitrite + NAD+
-
-
products are 72% 3-methylcatechol, 25% 4-methylcatechol and 4% 3-nitrobenzyl alcohol
-
?
3-nitrotoluene + NADH + O2
3-methylcatechol + nitrite + NAD+
-
-
products are 72% 3-methylcatechol, 25% 4-methylcatechol and 4% 3-nitrobenzyl alcohol
-
?
3-nitrotoluene + NADH + O2
4-methylcatechol + nitrite + NAD+
-
-
sole product
-
?
3-nitrotoluene + NADH + O2
4-methylcatechol + nitrite + NAD+
-
-
sole product
-
?
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-nitrotoluene + NADH + O2
4-methylcatechol + nitrite + NAD+
-
85% yield, plus 15% 4-nitrobenzyl alcohol. 42% of the activity with ntrobenzene
-
?
nitrobenzene + NADH + O2
catechol + nitrite + NAD+
-
-
reaction of EC 1.14.12.23
-
?
nitrobenzene + NADH + O2
catechol + nitrite + NAD+
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100% yield
-
?
nitrobenzene + NADH + O2
catechol + nitrite + NAD+
M9PTH9; M9PW10; M9PSS0; M9PV03
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78% of the activity with 3-nitrotoluene
-
?
additional information
?
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all three mononitrotoluene isomers serve as substrates for 2-nitrotoluene dioxygenase, but strain JS42 is unable to grow on 3- or 4-nitrotoluene
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-
?
additional information
?
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all three mononitrotoluene isomers serve as substrates for 2-nitrotoluene dioxygenase, but strain JS42 is unable to grow on 3- or 4-nitrotoluene
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-
?
additional information
?
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a nitro-substituted position is generally the preferred, but not exclusive, oxidation site. All of the nitrotoluene and dinitrotoluene isomers tested are transformed. Oxidation at the 3,4 position of the ring, with respect to the methyl substituent, appears to be favored. The nitro substituent appears to contribute significantly to specificity
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-
?
additional information
?
-
-
a nitro-substituted position is generally the preferred, but not exclusive, oxidation site. All of the nitrotoluene and dinitrotoluene isomers tested are transformed. Oxidation at the 3,4 position of the ring, with respect to the methyl substituent, appears to be favored. The nitro substituent appears to contribute significantly to specificity
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-
?
additional information
?
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wild-type enzyme catalyzes dioxygenation of naphthalen, reaction of EC 1.14.12.12
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-
?
additional information
?
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wild-type enzyme catalyzes dioxygenation of naphthalen, reaction of EC 1.14.12.12
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-
?
