Information on EC 1.14.13.64 - 4-hydroxybenzoate 1-hydroxylase

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The enzyme appears in viruses and cellular organisms

EC NUMBER
COMMENTARY hide
1.14.13.64
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RECOMMENDED NAME
GeneOntology No.
4-hydroxybenzoate 1-hydroxylase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
4-hydroxybenzoate + NAD(P)H + 2 H+ + O2 = hydroquinone + NAD(P)+ + H2O + CO2
show the reaction diagram
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
oxidation
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reduction
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
Benzoate degradation
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Microbial metabolism in diverse environments
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SYSTEMATIC NAME
IUBMB Comments
4-hydroxybenzoate,NAD(P)H:oxygen oxidoreductase (1-hydroxylating, decarboxylating)
Requires FAD. The enzyme from Candida parapsilosis is specific for 4-hydroxybenzoate derivatives and prefers NADH to NADPH as electron donor.
CAS REGISTRY NUMBER
COMMENTARY hide
134214-78-1
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GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
physiological function
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
2,3,5,6-Tetrafluoro-4-hydroxybenzoate + NADH + O2
?
show the reaction diagram
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2,3,5,6-Tetrafluoro-4-hydroxybenzoate + NADPH + O2
?
show the reaction diagram
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2,4-dihydroxybenzoate + NAD(P)H + H+ + O2
benzene-1,2,4-triol + NAD(P)+ + H2O + CO2
show the reaction diagram
2,4-Dihydroxybenzoate + NADH + O2
1,2,4-Trihydroxybenzene + NAD+ + CO2
show the reaction diagram
2,4-dihydroxybenzoate + NADPH + O2
1,2,4-trihydroxybenzene + NADP+ + CO2
show the reaction diagram
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2,5-Difluoro-4-hydroxybenzoate + NADH + O2
?
show the reaction diagram
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2,5-Difluoro-4-hydroxybenzoate + NADPH + O2
?
show the reaction diagram
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2,6-Difluoro-4-hydroxybenzoate + NADH + O2
?
show the reaction diagram
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2,6-Difluoro-4-hydroxybenzoate + NADPH + O2
?
show the reaction diagram
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2-chloro-4-hydroxybenzoate + NADH + O2
?
show the reaction diagram
2-Chloro-4-hydroxybenzoate + NADPH + O2
?
show the reaction diagram
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2-fluoro-4-hydroxybenzoate + NADH + O2
2-fluoro-1,4-dihydroxybenzene + NAD+ + CO2
show the reaction diagram
2-fluoro-4-hydroxybenzoate + NADPH + O2
2-fluoro-1,4-dihydroxybenzene + NADP+ + CO2
show the reaction diagram
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3,4-dihydroxybenzoate + NAD(P)H + H+ + O2
benzene-1,2,4-triol + NAD(P)+ + H2O + CO2
show the reaction diagram
3,4-Dihydroxybenzoate + NADH + O2
1,2,4-Trihydroxybenzene + NAD+ + CO2
show the reaction diagram
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3,4-Dihydroxybenzoate + NADPH + O2
1,2,4-Trihydroxybenzene + NADP+ + CO2
show the reaction diagram
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3,5-Difluoro-4-hydroxybenzoate + NADH + O2
?
show the reaction diagram
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3,5-Difluoro-4-hydroxybenzoate + NADPH + O2
?
show the reaction diagram
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3-Amino-4-hydroxybenzoate + NADH + O2
?
show the reaction diagram
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3-Amino-4-hydroxybenzoate + NADPH + O2
?
show the reaction diagram
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3-Chloro-4-hydroxybenzoate + NADH + O2
?
show the reaction diagram
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3-Chloro-4-hydroxybenzoate + NADPH + O2
?
show the reaction diagram
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3-Fluoro-4-hydroxybenzoate + NADH + O2
?
show the reaction diagram
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3-Fluoro-4-hydroxybenzoate + NADPH + O2
?
show the reaction diagram
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4-Hydroxy-3-methoxybenzoate + NADH + O2
?
show the reaction diagram
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4-Hydroxy-3-methoxybenzoate + NADPH + O2
?
show the reaction diagram
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4-hydroxy-3-nitrobenzoate + NAD(P)H + O2
2-nitrobenzene-1,4-diol + NAD(P)+ + CO2
show the reaction diagram
4-Hydroxy-3-nitrobenzoate + NADH + O2
?
show the reaction diagram
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4-Hydroxy-3-nitrobenzoate + NADPH + O2
?
show the reaction diagram
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4-hydroxybenzoate + NAD(P)H + H+ + O2
hydroquinone + NAD(P)+ + H2O + CO2
show the reaction diagram
4-Hydroxybenzoate + NAD(P)H + O2
?
show the reaction diagram
4-hydroxybenzoate + NADH + 2 H+ + O2
hydroquinone + NAD+ + H2O + CO2
show the reaction diagram
4-Hydroxybenzoate + NADH + O2
1,4-Dihydroxybenzene + NAD+ + CO2
show the reaction diagram
4-hydroxybenzoate + NADH + O2
hydroquinone + NAD+ + CO2
show the reaction diagram
4-Hydroxybenzoate + NADPH + O2
1,4-Dihydroxybenzene + NADP+ + CO2
show the reaction diagram
4-hydroxybenzoate + NADPH + O2
hydroquinone + NADP+ + CO2
show the reaction diagram
protocatechuate + NAD(P)H + H+ + O2
?
show the reaction diagram
tetrafluoro-4-hydroxybenzoate + NAD(P)H + O2
2,3,5,6-tetrafluorohydroquinone + NAD(P)+ + CO2
show the reaction diagram
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?
additional information
?
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NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
2,4-dihydroxybenzoate + NAD(P)H + H+ + O2
benzene-1,2,4-triol + NAD(P)+ + H2O + CO2
show the reaction diagram
3,4-dihydroxybenzoate + NAD(P)H + H+ + O2
benzene-1,2,4-triol + NAD(P)+ + H2O + CO2
show the reaction diagram
4-hydroxybenzoate + NAD(P)H + H+ + O2
hydroquinone + NAD(P)+ + H2O + CO2
show the reaction diagram
4-Hydroxybenzoate + NAD(P)H + O2
?
show the reaction diagram
protocatechuate + NAD(P)H + H+ + O2
?
show the reaction diagram
additional information
?
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
NADPH
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
3,5-Dichloro-4-hydroxybenzoate
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4-Hydroxy-3,5-dinitrobenzoate
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4-Hydroxyisophthalate
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.03
2,3,5,6-Tetrafluoro-4-hydroxybenzoate
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0.007
2,4-Dihydroxybenzoate
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0.005
2,5-Difluoro-4-hydroxybenzoate
0.004
2,6-Difluoro-4-hydroxybenzoate
0.025
2-Chloro-4-hydroxybenzoate
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0.018
2-Fluoro-4-hydroxybenzoate
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0.009
3,4-dihydroxybenzoate
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0.013
3-amino-4-hydroxybenzoate
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4-hydroxy-3-nitrobenzoate
0.008
3-Fluoro-4-hydroxybenzoate
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0.125
4-hydroxy-3-methoxybenzoate
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0.01 - 0.63
4-hydroxybenzoate
0.019
NADH
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0.169
NADPH
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TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
7.5
2,3,5,6-Tetrafluoro-4-hydroxybenzoate
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19.8
2,4-Dihydroxybenzoate
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12
2,5-Difluoro-4-hydroxybenzoate
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8.5
2,6-Difluoro-4-hydroxybenzoate
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9.6
2-Chloro-4-hydroxybenzoate
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14
2-Fluoro-4-hydroxybenzoate
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16.8
3,4-dihydroxybenzoate
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6.5
3,5-Difluoro-4-hydroxybenzoate
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8.3
3-amino-4-hydroxybenzoate
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17
3-Chloro-4-hydroxybenzoate
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18.1
3-Fluoro-4-hydroxybenzoate
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11.8
4-hydroxy-3-methoxybenzoate
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19.8
4-Hydroxy-3-nitrobenzoate
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0.136 - 10
4-hydroxybenzoate
kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.22
4-hydroxybenzoate
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pH 7.6, 30°C
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
7.6
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assay at
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
49000
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gel filtration
52000
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1 * 52000, SDS-PAGE
52600
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x * 52600, calculated from amino acid sequence
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
monomer
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
a 4-hydroxybenzoate 1-hydroxylase gene from Candida parapsilosis CBS604 and a glucosyltransferase (arbutin synthase) gene from Rauvolfia serpentina are introduced into Escherichia coli lead to the production of 54.71 mg/l of arbutin from glucose
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APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
pharmacology
synthesis