Information on EC 1.6.5.6 - p-benzoquinone reductase (NADPH)

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The expected taxonomic range for this enzyme is: Eukaryota, Bacteria

EC NUMBER
COMMENTARY hide
1.6.5.6
-
RECOMMENDED NAME
GeneOntology No.
p-benzoquinone reductase (NADPH)
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
NADPH + H+ + p-benzoquinone = NADP+ + hydroquinone
show the reaction diagram
-
-
-
-
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
oxidation
-
-
-
-
redox reaction
-
-
-
-
reduction
-
-
-
-
PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
4-nitrophenol degradation I
-
-
Aminobenzoate degradation
-
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Microbial metabolism in diverse environments
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-
SYSTEMATIC NAME
IUBMB Comments
NADPH:p-benzoquinone oxidoreductase
Involved in the 4-nitrophenol degradation pathway in bacteria.
CAS REGISTRY NUMBER
COMMENTARY hide
9032-20-6
-
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
strain AKU 3006
-
-
Manually annotated by BRENDA team
strain AKU 3006
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
gene pnpB
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
metabolism
-
the enzyme is involved in the initial steps of 4-nitrophenol catabolism via hydroquinone
physiological function
PnpB enhances the p-nitrophenol degradation by p-nitrophenol 4-monooxygenase
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
1-methylisatin + NADPH
NADP+ + ?
show the reaction diagram
-
-
-
-
ir
5-bromoisatin + NADPH
NADP+ + ?
show the reaction diagram
-
-
-
-
ir
5-methylisatin + NADPH
NADP+ + ?
show the reaction diagram
-
-
-
-
ir
acenaphthenequinone + NADPH
NADP+ + acenaphthylene-1,2-diol
show the reaction diagram
-
reduced velocity
-
ir
alloxan + NADPH
NADP+ + ?
show the reaction diagram
-
-
-
-
ir
alpha-naphthoquinone + NADPH
NADP+ + naphthalene-1,4-diol
show the reaction diagram
beta-naphthoquinone + NADPH
NADP+ + naphthalene-1,2-diol
show the reaction diagram
dihydro-4-methyl-4-propyl-2,3-furanedione + NADPH
NADP+ + 4-methyl-4-propyl-4,5-dihydrofuran-2,3-diol
show the reaction diagram
-
-
-
ir
dihydro-5-(2-butyl)-4-methyl-4-ethyl-2,3-furanedione + NADPH
NADP+ + 5-sec-butyl-4-ethyl-4-methyl-4,5-dihydrofuran-2,3-diol
show the reaction diagram
-
reduced velocity
-
ir
dihydro-5-(2-pentyl)-4,4-dimethyl-2,3-furanedione + NADPH
NADP+ + 4,4-dimethyl-5-(1-methylbutyl)-4,5-dihydrofuran-2,3-diol
show the reaction diagram
-
-
-
ir
dihydro-5-(2-pentyl)-4-methyl-4-propyl-2,3-furanedione + NADPH
NADP+ + 4-methyl-5-(1-methylbutyl)-4-propyl-4,5-dihydrofuran-2,3-diol
show the reaction diagram
-
reduced velocity
-
ir
dihydro-5-(3-pentyl)-4,4-dimethyl-2,3-furanedione + NADPH
NADP+ + 5-(1-ethylpropyl)-4,4-dimethyl-4,5-dihydrofuran-2,3-diol
show the reaction diagram
-
-
-
ir
dihydro-5-isopropyl-4,4-dimethyl-2,3-furanedione + NADPH
NADP+ + 5-isopropyl-4,4-dimethyl-4,5-dihydrofuran-2,3-diol
show the reaction diagram
-
-
-
ir
isatin + NADPH
NADP+ + 1-methyl-1H-indole-2,3-diol
show the reaction diagram
-
-
-
ir
ketopantoyl lactone + NADPH
NADP+ + ?
show the reaction diagram
-
-
-
-
ir
NADPH + H+ + p-benzoquinone
NADP+ + hydroquinone
show the reaction diagram
-
-
-
?
ninhydrin + NADPH
NADP+ + ?
show the reaction diagram
-
-
-
-
ir
p-benzoquinone + NADPH
NADP+ + hydroquinone
show the reaction diagram
p-toruquinone + NADPH
NADP+ + ?
show the reaction diagram
phenanthrenequinone + NADPH
NADP+ + ?
show the reaction diagram
additional information
?
-
-
strain WBC-3 can completely degrade both 4-nitrophenol and 4-nictrocatechol when 4-nitrophenol is used as the inducer
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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
additional information
?
-
-
strain WBC-3 can completely degrade both 4-nitrophenol and 4-nictrocatechol when 4-nitrophenol is used as the inducer
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-
-
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
FAD
FMN is preferred to FAD
FMN
enzyme is flavin mononucleotide-dependent, FMN is preferred to FAD
NADPH
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1,3-cyclopentadione
-
1.0 mM
3-methyl-1,2-cyclohexadione
-
1.0 mM
5,5'-dithiobis(2-nitrobenzoic acid)
-
0.1 mM
8-hydroxyquinoline
-
0.1 mM
CdCl2
-
1.0 mM
cyclohexadione
-
1.0 mM
dicoumarol
-
0.1 mM
FeCl2
-
1.0 mM
NADP+
-
1.0 mM
o-phenanthroline
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1.0 mM
quercetin
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0.01 mM
Sodium arsenate
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0.3 mM
Sodium arsenite
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0.25 mM
additional information
-
overview
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.0123
1-methylisatin
-
-
0.21
acenaphthenequinone
-
-
2.5
alloxan
-
-
0.053
beta-naphthoquinone
-
-
3.3
dihydro-4-methyl-4-propyl-2,3-furanedione
-
-
1.61
dihydro-5-(2-butyl)-4-methyl-4-ethyl-2,3-furanedione
-
-
0.38
dihydro-5-(2-pentyl)-4,4-dimethyl-2,3-furanedione
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-
0.24
dihydro-5-(2-pentyl)-4-methyl-4-propyl-2,3-furanedione
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-
0.58
dihydro-5-(3-pentyl)-4,4-dimethyl-2,3-furanedione
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-
4.17
dihydro-5-isopropyl-4,4-dimethyl-2,3-furanedione
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-
0.05
isatin
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-
0.71
ketopantoyl lactone
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-
0.135 - 0.181
NADPH
0.0067
p-benzoquinone
-
0.41
p-toruquinone
-
-
-
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
6 - 7
-
for isatin reduction
6
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for ketopantoyl lactone reduction
pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
5 - 9
-
with different buffers
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
40
-
reduction of ketopantoyl lactone
45
-
reduction of isatin
TEMPERATURE RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
15 - 50
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for isatin and ketopantoyl lactone as substrates
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
-
-
Manually annotated by BRENDA team
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
-
80% of total activity
Manually annotated by BRENDA team
-
highest specific activity
Manually annotated by BRENDA team
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
23200
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MALDI-TOF MS
27500
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2 * 27500, SDS-PAGE
44000
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high-performance gel-permeation liquid chromatography, TSK G-3000 SW
54000
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gel filtration, Sephadex G-100
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
pH STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
6 - 7
-
91% of control activity at pH 9, 79% of control activity at pH 12, no activity at pH 4.0
288624
TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0 - 40
-
15% of control activity at 50°C
STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
-70°C, 50% glycerol, 1 month, no loss of activity
0°, on ice, 12 h, fairly stable
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
purification to apparent homogenity
-
using Ni2+-NTA affinity chromatography
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expressed as His-tagged fusion protein in Escherichia coli
EXPRESSION
ORGANISM
UNIPROT
LITERATURE
induction b para-nitrophenol
-
no induction by 4-nitrocatechol
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APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
environmental protection
-
the strain WBC3, also possessing 4-nitrophenyl 4-monooxygenase activity through PnpA, has a potential in bioremediation of the environment polluted by both 4-nitrocatechol and 4-nitrophenol