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Information on EC 1.6.5.6 - p-benzoquinone reductase (NADPH) Word Map on EC 1.6.5.6
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The expected taxonomic range for this enzyme is: Eukaryota, Bacteria
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p-benzoquinone reductase (NADPH)
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NADPH + H+ + p-benzoquinone = NADP+ + hydroquinone
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4-nitrophenol degradation I
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Aminobenzoate degradation
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Microbial metabolism in diverse environments
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NADPH:p-benzoquinone oxidoreductase
Involved in the 4-nitrophenol degradation pathway in bacteria.
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carbonyl reductase
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p-Benzoquinone reductase
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para-benzoquinone reductase
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PnpB
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strain AKU 3006
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brenda
strain AKU 3006
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brenda
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brenda
gene pnpB
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brenda
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UniProt
brenda
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brenda
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metabolism
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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
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1-methylisatin + NADPH
NADP+ + ?
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ir
5-bromoisatin + NADPH
NADP+ + ?
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ir
5-methylisatin + NADPH
NADP+ + ?
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ir
acenaphthenequinone + NADPH
NADP+ + acenaphthylene-1,2-diol
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reduced velocity
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ir
alloxan + NADPH
NADP+ + ?
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ir
alpha-naphthoquinone + NADPH
NADP+ + naphthalene-1,4-diol
beta-naphthoquinone + NADPH
NADP+ + naphthalene-1,2-diol
dihydro-4-methyl-4-propyl-2,3-furanedione + NADPH
NADP+ + 4-methyl-4-propyl-4,5-dihydrofuran-2,3-diol
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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
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reduced velocity
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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
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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
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reduced velocity
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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
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ir
dihydro-5-isopropyl-4,4-dimethyl-2,3-furanedione + NADPH
NADP+ + 5-isopropyl-4,4-dimethyl-4,5-dihydrofuran-2,3-diol
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ir
isatin + NADPH
NADP+ + 1-methyl-1H-indole-2,3-diol
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ir
ketopantoyl lactone + NADPH
NADP+ + ?
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ir
NADPH + H+ + p-benzoquinone
NADP+ + hydroquinone
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?
ninhydrin + NADPH
NADP+ + ?
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ir
p-benzoquinone + NADPH
NADP+ + hydroquinone
p-toruquinone + NADPH
NADP+ + ?
phenanthrenequinone + NADPH
NADP+ + ?
additional information
?
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strain WBC-3 can completely degrade both 4-nitrophenol and 4-nictrocatechol when 4-nitrophenol is used as the inducer
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alpha-naphthoquinone + NADPH
NADP+ + naphthalene-1,4-diol
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ir
alpha-naphthoquinone + NADPH
NADP+ + naphthalene-1,4-diol
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ir
beta-naphthoquinone + NADPH
NADP+ + naphthalene-1,2-diol
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ir
beta-naphthoquinone + NADPH
NADP+ + naphthalene-1,2-diol
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ir
p-benzoquinone + NADPH
NADP+ + hydroquinone
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ir
p-benzoquinone + NADPH
NADP+ + hydroquinone
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ir
p-toruquinone + NADPH
NADP+ + ?
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ir
p-toruquinone + NADPH
NADP+ + ?
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ir
phenanthrenequinone + NADPH
NADP+ + ?
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ir
phenanthrenequinone + NADPH
NADP+ + ?
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ir
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additional information
?
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strain WBC-3 can completely degrade both 4-nitrophenol and 4-nictrocatechol when 4-nitrophenol is used as the inducer
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FAD
FMN is preferred to FAD
FMN
enzyme is flavin mononucleotide-dependent, FMN is preferred to FAD
NADPH
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NADPH
enzyme is NADPH-dependent
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1,3-cyclopentadione
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1.0 mM
3-methyl-1,2-cyclohexadione
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1.0 mM
5,5'-dithiobis(2-nitrobenzoic acid)
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0.1 mM
8-hydroxyquinoline
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0.1 mM
o-phenanthroline
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1.0 mM
Sodium arsenite
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0.25 mM
additional information
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overview
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0.0123
1-methylisatin
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0.21
acenaphthenequinone
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0.053
beta-naphthoquinone
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3.3
dihydro-4-methyl-4-propyl-2,3-furanedione
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1.61
dihydro-5-(2-butyl)-4-methyl-4-ethyl-2,3-furanedione
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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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0.71
ketopantoyl lactone
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0.135
NADPH
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6 - 7
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for isatin reduction
6
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for ketopantoyl lactone reduction
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5 - 9
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with different buffers
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40
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reduction of ketopantoyl lactone
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15 - 50
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for isatin and ketopantoyl lactone as substrates
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brenda
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brenda
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80% of total activity
brenda
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highest specific activity
brenda
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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
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dimer
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2 * 27500, SDS-PAGE
dimer
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2 * 27500, SDS-PAGE
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dimer
SDS-PAGE, 2 * 25000 Da
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6 - 7
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91% of control activity at pH 9, 79% of control activity at pH 12, no activity at pH 4.0
288624
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0 - 40
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15% of control activity at 50°C
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-70°C, 50% glycerol, 1 month, no loss of activity
0°, on ice, 12 h, fairly stable
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purification to apparent homogenity
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using Ni2+-NTA affinity chromatography
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expressed as His-tagged fusion protein in Escherichia coli
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induction b para-nitrophenol
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no induction by 4-nitrocatechol
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environmental protection
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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
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W0BIN2_9GAMM
215
23842
TrEMBL
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Kolesnikov, P.A.; Zore, S.V.; Pshenova, K.V.; Petrochenko, E.I.; Pletnikova, N.K.; Makovkina, L.E.; Mutuskin, A.A.
Localization of NADH2(NADPH2): p-benzoquinone oxidoreductases in cell fractions of pea leaves
Fiziol. Rast. (Moscow)
20
170-174
1973
Pisum sativum
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brenda
Shimizu, S.; Hattori, S.; Hata, H.; Yamada, H.
A novel fungal enzyme, NADPH-dependent carbonyl reductase, showing high specificity to conjugated polyketones
Eur. J. Biochem.
174
37-44
1988
Mucor ambiguus, Mucor ambiguus AKU 3006
brenda
Requejo, R.; Tena, M.
Proteome analysis of maize roots reveals that oxidative stress is a main contributing factor to plant arsenic toxicity
Phytochemistry
66
1519-1528
2005
Zea mays
brenda
Zhang, J.J.; Liu, H.; Xiao, Y.; Zhang, X.E.; Zhou, N.Y.
Identification and characterization of catabolic para-nitrophenol 4-monooxygenase and para-benzoquinone reductase from Pseudomonas sp. strain WBC-3
J. Bacteriol.
191
2703-2710
2009
Pseudomonas sp. WBC-3 (C1I202)
brenda
Wei, M.; Zhang, J.J.; Liu, H.; Zhou, N.Y.
para-Nitrophenol 4-monooxygenase and hydroxyquinol 1,2-dioxygenase catalyze sequential transformation of 4-nitrocatechol in Pseudomonas sp. strain WBC-3
Biodegradation
21
915-921
2010
Pseudomonas sp.
brenda
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