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Information on EC 1.14.13.31 - 2-nitrophenol 2-monooxygenase
for references in articles please use BRENDA:EC1.14.13.31
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EC Tree 1 Oxidoreductases
1.14 Acting on paired donors, with incorporation or reduction of molecular oxygen
1.14.13 With NADH or NADPH as one donor, and incorporation of one atom of oxygen into the other donor
1.14.13.31 2-nitrophenol 2-monooxygenase
IUBMB Comments
Involved in the metabolism of nitro-aromatic compounds by a strain of Pseudomonas putida.
The enzyme appears in viruses and cellular organisms
- 1.14.13.31
- catechols
- putida
- alcaligenes
- o-benzoquinone
-
1,2-dioxygenase
-
ortho-cleavage
- magnesium
- manganese
showSynonyms
nitrophenol oxygenase, onp 2-monooxygenase, more
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
nitrophenol oxygenase
-
-
-
-
ONP 2-monooxygenase
OnpA
oxygenase, 2-nitrophenol
-
-
-
-
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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
-
-
-
-
redox reaction
-
-
-
-
reduction
-
-
-
-
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PATHWAY SOURCE
PATHWAYS
MetaCyc
2-nitrophenol degradation
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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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SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
LITERATURE
COMMENTARY
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
2-nitrophenol + NADH + H+ + O2
catechol + nitrite + NAD+ + H2O
-
Substrates: -
Products: -
Products: -
r
5-fluoro-2-nitrophenol + NADPH + H+ + O2
5-fluoro-catechol + NADP+ + H2O + nitrite
Substrates: about 20% of the activity with 2-nitrophenol
Products: -
Products: -
?
1,2-benzoquinone + NADPH + H+
catechol + NADP+
Substrates: reaction step 2 catalzed by OnpB
Products: -
Products: -
?
1,2-benzoquinone + NADPH + H+
catechol + NADP+
Substrates: reaction step 2 catalzed by OnpB
Products: -
Products: -
?
2-nitrophenol + NADPH + H+ + O2
2-benzoquinone + NADP+ + H2O + nitrite
Substrates: reaction step 1 catalzed by OnpA
Products: -
Products: -
?
2-nitrophenol + NADPH + H+ + O2
2-benzoquinone + NADP+ + H2O + nitrite
Substrates: reaction step 1 catalzed by OnpA
Products: -
Products: -
?
2-nitrophenol + NADPH + H+ + O2
3-nitrocatechol + NADP+ + H2O
-
Substrates: -
Products: -
Products: -
?
2-nitrophenol + NADPH + H+ + O2
3-nitrocatechol + NADP+ + H2O
-
Substrates: -
Products: -
Products: -
?
2-nitrophenol + NADPH + H+ + O2
catechol + NADP+ + H2O + nitrite
Substrates: -
Products: -
Products: -
?
2-nitrophenol + NADPH + H+ + O2
catechol + NADP+ + H2O + nitrite
Substrates: overall reaction by OnpAB, both OnpA and OnpB are required for catechol formation, overview
Products: -
Products: -
?
2-nitrophenol + NADPH + H+ + O2
catechol + NADP+ + H2O + nitrite
Substrates: -
Products: -
Products: -
?
2-nitrophenol + NADPH + H+ + O2
catechol + NADP+ + H2O + nitrite
Substrates: overall reaction by OnpAB, both OnpA and OnpB are required for catechol formation, overview
Products: -
Products: -
?
2-nitrophenol + NADPH + H+ + O2
catechol + nitrite + NADP+ + H2O
-
Substrates: -
Products: -
Products: -
?
2-nitrophenol + NADPH + H+ + O2
catechol + nitrite + NADP+ + H2O
-
Substrates: -
Products: -
Products: -
?
2-nitrophenol + NADPH + O2
?
-
Substrates: involved in metabolism of nitro-aromatic compounds by a strain of Pseudomonas putida
Products: -
Products: -
?
3-methyl-2-nitrophenol + NADPH + O2
3-methylcatechol + NADP+ + H2O
-
Substrates: -
Products: -
Products: -
?
3-methyl-2-nitrophenol + NADPH + O2
3-methylcatechol + NADP+ + H2O
-
Substrates: -
Products: -
Products: -
?
4-chloro-2-nitrophenol + NADPH + O2
4-chlorocatechol + NADP+ + H2O
-
Substrates: -
Products: -
Products: -
?
4-chloro-2-nitrophenol + NADPH + O2
4-chlorocatechol + NADP+ + H2O
-
Substrates: -
Products: -
Products: -
?
4-formyl-2-nitrophenol + NADPH + O2
4-formyl-1,2-benzenediol + NADP+ + H2O
-
Substrates: weak activity
Products: -
Products: -
?
4-formyl-2-nitrophenol + NADPH + O2
4-formyl-1,2-benzenediol + NADP+ + H2O
-
Substrates: weak activity
Products: -
Products: -
?
4-methyl-2-nitrophenol + NADPH + H+ + O2
4-methyl-catechol + NADP+ + H2O + nitrite
Substrates: 108% of the activity with 2-nitrophenol
Products: -
Products: -
?
4-methyl-2-nitrophenol + NADPH + H+ + O2
4-methyl-catechol + NADP+ + H2O + nitrite
Substrates: 108% of the activity with 2-nitrophenol
Products: -
Products: -
?
4-methyl-2-nitrophenol + NADPH + O2
4-methylcatechol + NADP+ + H2O
-
Substrates: -
Products: -
Products: -
?
4-methyl-2-nitrophenol + NADPH + O2
4-methylcatechol + NADP+ + H2O
-
Substrates: -
Products: -
Products: -
?
4-nitroresorcinol + NADPH + O2
?
-
Substrates: -
Products: -
Products: -
?
5-methyl-2-nitrophenol + NADPH + O2
5-methylcatechol + NADP+ + H2O
-
Substrates: -
Products: -
Products: -
?
5-methyl-2-nitrophenol + NADPH + O2
5-methylcatechol + NADP+ + H2O
-
Substrates: -
Products: -
Products: -
?
additional information
?
-
-
Substrates: 2-component enzyme system comprising of a flavoprotein reductase and an oxygenase
Products: -
Products: -
?
additional information
?
-
-
Substrates: 2-component enzyme system comprising of a flavoprotein reductase and an oxygenase
Products: -
Products: -
?
additional information
?
-
-
Substrates: not: 4-carboxy-2-nitrophenol, 4-nitro-2-nitrophenol
Products: -
Products: -
?
additional information
?
-
-
Substrates: broad specificity towards alkylated and halogenated o-nitrophenols, overview
Products: -
Products: -
?
additional information
?
-
-
Substrates: not: 4-carboxy-2-nitrophenol, 4-nitro-2-nitrophenol
Products: -
Products: -
?
additional information
?
-
-
Substrates: broad specificity towards alkylated and halogenated o-nitrophenols, overview
Products: -
Products: -
?
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NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
LITERATURE
COMMENTARY
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
2-nitrophenol + NADPH + H+ + O2
catechol + NADP+ + H2O + nitrite
Substrates: -
Products: -
Products: -
?
2-nitrophenol + NADPH + H+ + O2
catechol + NADP+ + H2O + nitrite
Substrates: -
Products: -
Products: -
?
2-nitrophenol + NADPH + O2
?
-
Substrates: involved in metabolism of nitro-aromatic compounds by a strain of Pseudomonas putida
Products: -
Products: -
?
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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
-
the enzyme activity is higher in phosphate buffer than in Tris-HCl buffer at pH 7.5
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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
N-ethylmaleimide
-
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
7.5
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pH RANGE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
6.5 - 9
-
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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ORGANISM
COMMENTARY
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
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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
brenda
additional information
-
the organism is able to grow on ortho-nitrophenol as the sole source of carbon, nitrogen, and energy
brenda
additional information
-
the organism is able to grow on ortho-nitrophenol as the sole source of carbon, nitrogen, and energy
-
brenda
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LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY
GeneOntology No.
LITERATURE
SOURCE
Highest Expressing Human Cell Lines
Cell Line LinksPlease wait a moment until the data is sorted. This message will disappear when the data is sorted.
UNIPROT
ENTRY NAME
ORGANISM
NO. OF AA
NO. OF TRANSM. HELICES
MOLECULAR WEIGHT[Da]
SOURCE
SEQUENCE
LOCALIZATION PREDICTION
The reliability class of the localization prediction ranges from 1 (very reliable) to 5 (not reliable).
The reliability class of the localization prediction ranges from 1 (very reliable) to 5 (not reliable). Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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SUBUNIT
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
-
stable for several hours in 20 mM phosphate buffer or 50 mM Tris buffer
40
-
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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REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Zeyer, J.; Kocher, H.P.; Timmis, K.N.
Influence of para-substituents on the oxidative metabolism of o-nitrophenols by Pseudomonas putida B2
Appl. Environ. Microbiol.
52
334-339
1986
Pseudomonas putida, Pseudomonas putida B2
brenda
Zeyer, J.; Kocher, H.P.
Purification and characterization of a bacterial nitrophenol oxygenase which converts ortho-nitrophenol to catechol and nitrite
J. Bacteriol.
170
1789-1794
1988
Pseudomonas putida, Pseudomonas putida B2
brenda
Folsom, B.R.
Characterization of 2-nitrophenol uptake system of Pseudomonas putida B2
J. Ind. Microbiol. Biotechnol.
19
123-129
1997
Pseudomonas putida, Pseudomonas putida B2
-
brenda
Kadiyala, V.; Spain, J.C.
A two-component monooxygenase catalyzes both the hydroxylation of p-nitrophenol and the oxidative release of nitrite from 4-nitrocatechol in Bacillus sphaericus JS905
Appl. Environ. Microbiol.
64
2479-2484
1998
Lysinibacillus sphaericus, Lysinibacillus sphaericus JS905
brenda
Xiao, Y.; Zhang, J.J.; Liu, H.; Zhou, N.Y.
Molecular characterization of a novel ortho-nitrophenol catabolic gene cluster in Alcaligenes sp. strain NyZ215
J. Bacteriol.
189
6587-6593
2007
Alcaligenes sp. (A7KS54), Alcaligenes sp., Alcaligenes sp. NyZ215 (A7KS54)
brenda
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