Information on EC 1.14.13.167 - 4-nitrophenol 4-monooxygenase

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The enzyme appears in viruses and cellular organisms

EC NUMBER
COMMENTARY hide
1.14.13.167
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RECOMMENDED NAME
GeneOntology No.
4-nitrophenol 4-monooxygenase
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REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
4-nitrophenol + NADPH + H+ + O2 = 1,4-benzoquinone + nitrite + NADP+ + H2O
show the reaction diagram
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
4-nitrophenol degradation I
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Aminobenzoate degradation
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Microbial metabolism in diverse environments
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SYSTEMATIC NAME
IUBMB Comments
4-nitrophenol,NAD(P)H:oxygen 4-oxidoreductase (4-hydroxylating, nitrite-forming)
Contains FAD. The enzyme catalyses the first step in a degradation pathway for 4-nitrophenol, the oxidation of 4-nitrophenol at position 4 with the concomitant removal of the nitro group as nitrite. The enzyme from the bacterium Pseudomonas sp. strain WBC-3 also catalyses EC 1.14.13.166, 4-nitrocatechol 4-monooxygenase.
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
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UniProt
Manually annotated by BRENDA team
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Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
malfunction
physiological function
para-nitrophenol 4-monooxygenase gene pnpA plays an essential role in 4-nitrophenol mineralization in strain Pseudomonas putida strain WBC-3
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
2,4,6-trinitrophenol + NADH + H+ + O2
?
show the reaction diagram
4-nitrocatechol + NADH + H+ + O2
1,2,4-trihydroxybenzene + nitrite + NAD+ + H2O
show the reaction diagram
4-nitrocatechol + NADPH + H+ + O2
?
show the reaction diagram
lower activity compared to 4-nitrophenol
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?
4-nitrophenol + NADH + H+ + O2
1,4-benzoquinone + nitrite + NAD+ + H2O
show the reaction diagram
4-nitrophenol + NADH + H+ + O2
?
show the reaction diagram
4-nitrophenol + NADPH + H+ + O2
4-benzoquinone + nitrite + NADP+ + H2O
show the reaction diagram
additional information
?
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information
addition of Mg2+ or Mn2+ ions has no effect on the activity
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.012
4-nitrophenol
His-tagged enzyme, in 20 mM phosphate buffer (pH 7.0), temperature not specified in the publication
0.1374
NADPH
His-tagged enzyme, in 20 mM phosphate buffer (pH 7.0), temperature not specified in the publication
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.0000046
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using 2,4,6-trinitrocatechol as substrate, pH and temperature not specified in the publication
0.000025
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using 4-nitrocatechol as substrate, pH and temperature not specified in the publication
0.0000264
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using 4-nitrophenol as substrate, pH and temperature not specified in the publication
0.4
crude extract, at pH 7.0 and 30°C
6.8
purified enzyme, at pH 7.0 and 30°C
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
46600
x * 46600, calculated from amino acid sequence
47000
1 * 47000, His-tagged enzyme, gel filtration
59700
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x * 59700, calculated from amino acid sequence
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
monomer
1 * 47000, His-tagged enzyme, gel filtration
Crystallization/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
sitting drop vapor diffusion method, using 20 mM HEPES pH 7.0, 15% (w/v) PEG 4000 and 15% (v/v) 2-propanol
STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
-20°C, without glycerol, rapid inactivation
-70°C, in 50% (v/v) glycerol, 7 days, 70% loss of activity
0°C, storage medium, no loss of activity after several hours, 30% loss of activity after 12 h, 80% loss of activity after 40 h
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
Ni-NTA agarose column chromatography
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Ni-NTA agarose column chromatography and Sephadex G-100 gel filtration
Ni-NTA column chromatography
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expressed in Escherichia coli BL21(DE3) cells
expressed in Escherichia coli Rosetta(DE3)pLysS cells
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His-tagged enzyme is expressed in Escherichia coli BL21(DE3) cells
EXPRESSION
ORGANISM
UNIPROT
LITERATURE
0.0018 mg/ml of para-benzoquinone reductase PnpB enhances the 4-nitrophenol degradation activity by para-nitrophenol 4-monooxygenase by about 2fold
enzyme expression can be induced by 4-nitrophenol but not 4-nitrocatechol
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