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Enzyme Nomenclature
Information on EC 1.14.13.31 - 2-nitrophenol 2-monooxygenase
Word Map on EC 1.14.13.31
- 1.14.13.31
- catechols
- alcaligenes
- putida
-
1,2-dioxygenase
- magnesium
- manganese
-
ortho-cleavage
- o-benzoquinone
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The enzyme appears in viruses and cellular organisms
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EC NUMBER 
COMMENTARY 
1.14.13.31
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RECOMMENDED NAME
GeneOntology No.
2-nitrophenol 2-monooxygenase
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
2-nitrophenol + 2 NADPH + 2 H+ + O2 = catechol + nitrite + 2 NADP+ + H2O
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
oxidation
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redox reaction
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reduction
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
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SYSTEMATIC NAME
IUBMB Comments
2-nitrophenol,NADPH:oxygen 2-oxidoreductase (2-hydroxylating, nitrite-forming)
Involved in the metabolism of nitro-aromatic compounds by a strain of Pseudomonas putida.
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CAS REGISTRY NUMBER
COMMENTARY
104520-84-5
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ORGANISM
COMMENTARY
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
strain NyZ215, gene onpA encoded in the onpABC operon
SwissProt
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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
5-fluoro-2-nitrophenol + NADPH + H+ + O2
5-fluoro-catechol + NADP+ + H2O + nitrite
about 20% of the activity with 2-nitrophenol
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-
?
1,2-benzoquinone + NADPH + H+
catechol + NADP+
reaction step 2 catalzed by OnpB
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?
1,2-benzoquinone + NADPH + H+
catechol + NADP+
reaction step 2 catalzed by OnpB
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-
?
2-nitrophenol + NADPH + H+ + O2
2-benzoquinone + NADP+ + H2O + nitrite
reaction step 1 catalzed by OnpA
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?
2-nitrophenol + NADPH + H+ + O2
2-benzoquinone + NADP+ + H2O + nitrite
reaction step 1 catalzed by OnpA
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?
2-nitrophenol + NADPH + H+ + O2
catechol + NADP+ + H2O + nitrite
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-
-
?
2-nitrophenol + NADPH + H+ + O2
catechol + NADP+ + H2O + nitrite
overall reaction by OnpAB, both OnpA and OnpB are required for catechol formation, overview
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?
2-nitrophenol + NADPH + H+ + O2
catechol + NADP+ + H2O + nitrite
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?
2-nitrophenol + NADPH + H+ + O2
catechol + NADP+ + H2O + nitrite
overall reaction by OnpAB, both OnpA and OnpB are required for catechol formation, overview
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?
2-nitrophenol + NADPH + O2
3-nitrocatechol + NADP+ + H2O
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?
2-nitrophenol + NADPH + O2
3-nitrocatechol + NADP+ + H2O
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?
2-nitrophenol + NADPH + O2
?
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involved in metabolism of nitro-aromatic compounds by a strain of Pseudomonas putida
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?
2-nitrophenol + NADPH + O2
catechol + nitrite + NADP+ + H2O
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?
2-nitrophenol + NADPH + O2
catechol + nitrite + NADP+ + H2O
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?
2-nitrophenol + NADPH + O2
catechol + nitrite + NADP+ + H2O
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?
2-nitrophenol + NADPH + O2
catechol + nitrite + NADP+ + H2O
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?
3-methyl-2-nitrophenol + NADPH + O2
3-methylcatechol + NADP+ + H2O
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?
3-methyl-2-nitrophenol + NADPH + O2
3-methylcatechol + NADP+ + H2O
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?
4-chloro-2-nitrophenol + NADPH + O2
4-chlorocatechol + NADP+ + H2O
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?
4-chloro-2-nitrophenol + NADPH + O2
4-chlorocatechol + NADP+ + H2O
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?
4-formyl-2-nitrophenol + NADPH + O2
4-formyl-1,2-benzenediol + NADP+ + H2O
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weak activity
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?
4-formyl-2-nitrophenol + NADPH + O2
4-formyl-1,2-benzenediol + NADP+ + H2O
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weak activity
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?
4-methyl-2-nitrophenol + NADPH + H+ + O2
4-methyl-catechol + NADP+ + H2O + nitrite
108% of the activity with 2-nitrophenol
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?
4-methyl-2-nitrophenol + NADPH + H+ + O2
4-methyl-catechol + NADP+ + H2O + nitrite
108% of the activity with 2-nitrophenol
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?
4-methyl-2-nitrophenol + NADPH + O2
4-methylcatechol + NADP+ + H2O
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?
4-methyl-2-nitrophenol + NADPH + O2
4-methylcatechol + NADP+ + H2O
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?
5-methyl-2-nitrophenol + NADPH + O2
5-methylcatechol + NADP+ + H2O
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?
5-methyl-2-nitrophenol + NADPH + O2
5-methylcatechol + NADP+ + H2O
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?
additional information
?
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2-component enzyme system comprising of a flavoprotein reductase and an oxygenase
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additional information
?
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2-component enzyme system comprising of a flavoprotein reductase and an oxygenase
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additional information
?
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not: 4-carboxy-2-nitrophenol, 4-nitro-2-nitrophenol
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additional information
?
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broad specificity towards alkylated and halogenated o-nitrophenols, overview
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additional information
?
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not: 4-carboxy-2-nitrophenol, 4-nitro-2-nitrophenol
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additional information
?
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broad specificity towards alkylated and halogenated o-nitrophenols, overview
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NATURAL SUBSTRATES
NATURAL PRODUCTS
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-nitrophenol + NADPH + H+ + O2
catechol + NADP+ + H2O + nitrite
A7KS54
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?
2-nitrophenol + NADPH + H+ + O2
catechol + NADP+ + H2O + nitrite
A7KS54
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?
2-nitrophenol + NADPH + O2
?
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involved in metabolism of nitro-aromatic compounds by a strain of Pseudomonas putida
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?
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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METALS and IONS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
Mg2+
Mn2+
additional information
additional information
the enzyme activity is higher in phosphate buffer than in Tris-HCl buffer at pH 7.5
additional information
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the enzyme activity is higher in phosphate buffer than in Tris-HCl buffer at pH 7.5
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INHIBITORS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
N-ethylmaleimide
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80-90% inhibition at 0.008 mM per g protein, irreversible by dilution, inhibition does not affect enzyme activity, but retards translocation of the substrate into the cytoplasm
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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pH RANGE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
6.5 - 9
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pH 6.5: about 60% of activity maximum, pH 9.0: about 55% of activity maximum
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TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
SOURCE
additional information
additional information
the organism is able to grow on ortho-nitrophenol as the sole source of carbon, nitrogen, and energy
additional information
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the organism is able to grow on ortho-nitrophenol as the sole source of carbon, nitrogen, and energy
additional information
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the organism is able to grow on ortho-nitrophenol as the sole source of carbon, nitrogen, and energy
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LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY
GeneOntology No.
LITERATURE
SOURCE
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MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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SUBUNITS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
monomer
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pH STABILITY
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
4
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stable for several hours in 20 mM phosphate buffer or 50 mM Tris buffer
40
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2 min, complete inactivation in absence of o-nitrophenol, 2-nitrophenol above 0.2 mM prevents heat inactivation
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GENERAL STABILITY
ORGANISM
UNIPROT
LITERATURE
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STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
4°C, 20 mM phosphate buffer, 50 mM Tris buffer, pH 7.5, 4 mM DTT, less than 35% loss of activity after 5 days
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Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
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Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
genes onpA and onpB, DNA and amino acid sequence determination and analysis, phylogenetic analysis, subcloning and expression in Escherichia coli, co-expression with onpB, but not of onpA alone, in the catechol utilizer Pseudomonas putida strain PaW340 confers the ability to grow on 2-nitrophenol
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LINKS TO OTHER DATABASES (specific for EC-Number 1.14.13.31)
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