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Information on EC 1.14.13.31 - 2-nitrophenol 2-monooxygenase
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1.14.13.31 2-nitrophenol 2-monooxygenaseIUBMB Comments
Involved in the metabolism of nitro-aromatic compounds by a strain of Pseudomonas putida.
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Word Map
- 1.14.13.31
- catechols
- putida
- alcaligenes
- o-benzoquinone
-
1,2-dioxygenase
-
ortho-cleavage
- magnesium
- manganese
The enzyme appears in viruses and cellular organisms
Synonyms
nitrophenol oxygenase, onp 2-monooxygenase, 
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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
-
-
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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
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
-
-
?
1,2-benzoquinone + NADPH + H+
catechol + NADP+
reaction step 2 catalzed by OnpB
-
-
?
1,2-benzoquinone + NADPH + H+
catechol + NADP+
reaction step 2 catalzed by OnpB
-
-
?
2-nitrophenol + NADPH + H+ + O2
2-benzoquinone + NADP+ + H2O + nitrite
reaction step 1 catalzed by OnpA
-
-
?
2-nitrophenol + NADPH + H+ + O2
2-benzoquinone + NADP+ + H2O + nitrite
reaction step 1 catalzed by OnpA
-
-
?
2-nitrophenol + NADPH + H+ + O2
3-nitrocatechol + NADP+ + H2O
-
-
-
?
2-nitrophenol + NADPH + H+ + O2
3-nitrocatechol + NADP+ + H2O
-
-
-
?
2-nitrophenol + NADPH + H+ + O2
catechol + NADP+ + H2O + nitrite
-
-
-
?
2-nitrophenol + NADPH + H+ + O2
catechol + NADP+ + H2O + nitrite
overall reaction by OnpAB, both OnpA and OnpB are required for catechol formation, overview
-
-
?
2-nitrophenol + NADPH + H+ + O2
catechol + NADP+ + H2O + nitrite
-
-
-
?
2-nitrophenol + NADPH + H+ + O2
catechol + NADP+ + H2O + nitrite
overall reaction by OnpAB, both OnpA and OnpB are required for catechol formation, overview
-
-
?
2-nitrophenol + NADPH + H+ + O2
catechol + nitrite + NADP+ + H2O
-
-
-
?
2-nitrophenol + NADPH + H+ + O2
catechol + nitrite + NADP+ + H2O
-
-
-
?
2-nitrophenol + NADPH + H+ + O2
catechol + nitrite + NADP+ + H2O
-
-
-
-
?
2-nitrophenol + NADPH + H+ + O2
catechol + nitrite + NADP+ + H2O
-
-
-
?
2-nitrophenol + NADPH + H+ + O2
catechol + nitrite + NADP+ + H2O
-
-
-
?
2-nitrophenol + NADPH + H+ + O2
catechol + nitrite + NADP+ + H2O
-
-
-
-
?
2-nitrophenol + NADPH + O2
?
-
involved in metabolism of nitro-aromatic compounds by a strain of Pseudomonas putida
-
-
?
3-methyl-2-nitrophenol + NADPH + O2
3-methylcatechol + NADP+ + H2O
-
-
-
-
?
3-methyl-2-nitrophenol + NADPH + O2
3-methylcatechol + NADP+ + H2O
-
-
-
-
?
4-chloro-2-nitrophenol + NADPH + O2
4-chlorocatechol + NADP+ + H2O
-
-
-
-
?
4-chloro-2-nitrophenol + NADPH + O2
4-chlorocatechol + NADP+ + H2O
-
-
-
-
?
4-formyl-2-nitrophenol + NADPH + O2
4-formyl-1,2-benzenediol + NADP+ + H2O
-
weak activity
-
-
?
4-formyl-2-nitrophenol + NADPH + O2
4-formyl-1,2-benzenediol + NADP+ + H2O
-
weak activity
-
-
?
4-methyl-2-nitrophenol + NADPH + H+ + O2
4-methyl-catechol + NADP+ + H2O + nitrite
108% of the activity with 2-nitrophenol
-
-
?
4-methyl-2-nitrophenol + NADPH + H+ + O2
4-methyl-catechol + NADP+ + H2O + nitrite
108% of the activity with 2-nitrophenol
-
-
?
4-methyl-2-nitrophenol + NADPH + O2
4-methylcatechol + NADP+ + H2O
-
-
-
-
?
4-methyl-2-nitrophenol + NADPH + O2
4-methylcatechol + NADP+ + H2O
-
-
-
-
?
5-methyl-2-nitrophenol + NADPH + O2
5-methylcatechol + NADP+ + H2O
-
-
-
-
?
5-methyl-2-nitrophenol + NADPH + O2
5-methylcatechol + NADP+ + H2O
-
-
-
-
?
additional information
?
-
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2-component enzyme system comprising of a flavoprotein reductase and an oxygenase
-
-
?
additional information
?
-
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2-component enzyme system comprising of a flavoprotein reductase and an oxygenase
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-
?
additional information
?
-
-
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
?
-
-
not: 4-carboxy-2-nitrophenol, 4-nitro-2-nitrophenol
-
-
?
additional information
?
-
-
broad specificity towards alkylated and halogenated o-nitrophenols, overview
-
-
?
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NATURAL SUBSTRATE
NATURAL 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
2-nitrophenol + NADPH + H+ + O2
catechol + NADP+ + H2O + nitrite
-
-
-
?
2-nitrophenol + NADPH + H+ + O2
catechol + NADP+ + H2O + nitrite
-
-
-
?
2-nitrophenol + NADPH + O2
?
-
involved in metabolism of nitro-aromatic compounds by a strain of Pseudomonas putida
-
-
?
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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
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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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