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

RECOMMENDED NAMEGeneOntology No.
p-benzoquinone reductase (NADPH)GO:0018541

REACTIONREACTION DIAGRAMCOMMENTARYORGANISM UNIPROT ACCESSION NO.LITERATURE
NADPH + H+ + p-benzoquinone = NADP+ + hydroquinone
show the reaction diagram		----

REACTION TYPEORGANISM UNIPROT ACCESSION NO.COMMENTARYLITERATURE
oxidation----
redox reaction----
reduction----

PATHWAYKEGG LinkMetaCyc Link
4-nitrophenol degradation I-PWY-5487

SYSTEMATIC NAMEIUBMB Comments
NADPH:p-benzoquinone oxidoreductaseInvolved in the 4-nitrophenol degradation pathway in bacteria.

SYNONYMSORGANISM UNIPROT ACCESSION NO.COMMENTARYLITERATURE
carbonyl reductase----
p-Benzoquinone reductasePseudomonas sp. WBC-3C1I202-704288
pBQRZea mays--676363
PnpBPseudomonas sp. WBC-3C1I202-704288

CAS REGISTRY NUMBERCOMMENTARY
9032-20-6-

ORGANISMCOMMENTARYLITERATURESEQUENCE CODESEQUENCE DB SOURCE
Mucor ambiguusstrain AKU 3006288624--Manually annotated by BRENDA team
Mucor ambiguus AKU 3006strain AKU 3006288624--Manually annotated by BRENDA team
Pisum sativum-288623--Manually annotated by BRENDA team
Pseudomonas sp. WBC-3-704288C1I202UniProtManually annotated by BRENDA team
Zea mays-676363--Manually annotated by BRENDA team

GENERAL INFORMATIONORGANISM UNIPROT ACCESSION NO.COMMENTARYLITERATURE
physiological functionPseudomonas sp. WBC-3C1I202PnpB enhances the p-nitrophenol degradation by p-nitrophenol 4-monooxygenase704288

SUBSTRATEPRODUCT                      REACTION DIAGRAMORGANISM UNIPROT ACCESSION NO. COMMENTARY/
Substrate		 LITERATURE/
Substrate		 COMMENTARY/
Product		 LITERATURE/
Product		 Reversibility
r=reversible
ir=irreversible
?=not specified
1-methylisatin + NADPHNADP+ + ?
show the reaction diagram		Mucor ambiguus--288624--ir
5-bromoisatin + NADPHNADP+ + ?
show the reaction diagram		Mucor ambiguus--288624--ir
5-methylisatin + NADPHNADP+ + ?
show the reaction diagram		Mucor ambiguus--288624--ir
acenaphthenequinone + NADPHNADP+ + acenaphthylene-1,2-diol
show the reaction diagram		Mucor ambiguus-reduced velocity288624-288624ir
alloxan + NADPHNADP+ + ?
show the reaction diagram		Mucor ambiguus--288624--ir
alpha-naphthoquinone + NADPHNADP+ + naphthalene-1,4-diol
show the reaction diagram		Mucor ambiguus--288624-288624ir
beta-naphthoquinone + NADPHNADP+ + naphthalene-1,2-diol
show the reaction diagram		Mucor ambiguus--288624-288624ir
dihydro-4-methyl-4-propyl-2,3-furanedione + NADPHNADP+ + 4-methyl-4-propyl-4,5-dihydrofuran-2,3-diol
show the reaction diagram		Mucor ambiguus--288624-288624ir
dihydro-5-(2-butyl)-4-methyl-4-ethyl-2,3-furanedione + NADPHNADP+ + 5-sec-butyl-4-ethyl-4-methyl-4,5-dihydrofuran-2,3-diol
show the reaction diagram		Mucor ambiguus-reduced velocity288624-288624ir
dihydro-5-(2-pentyl)-4,4-dimethyl-2,3-furanedione + NADPHNADP+ + 4,4-dimethyl-5-(1-methylbutyl)-4,5-dihydrofuran-2,3-diol
show the reaction diagram		Mucor ambiguus--288624-288624ir
dihydro-5-(2-pentyl)-4-methyl-4-propyl-2,3-furanedione + NADPHNADP+ + 4-methyl-5-(1-methylbutyl)-4-propyl-4,5-dihydrofuran-2,3-diol
show the reaction diagram		Mucor ambiguus-reduced velocity288624-288624ir
dihydro-5-(3-pentyl)-4,4-dimethyl-2,3-furanedione + NADPHNADP+ + 5-(1-ethylpropyl)-4,4-dimethyl-4,5-dihydrofuran-2,3-diol
show the reaction diagram		Mucor ambiguus--288624-288624ir
dihydro-5-isopropyl-4,4-dimethyl-2,3-furanedione + NADPHNADP+ + 5-isopropyl-4,4-dimethyl-4,5-dihydrofuran-2,3-diol
show the reaction diagram		Mucor ambiguus--288624-288624ir
isatin + NADPHNADP+ + 1-methyl-1H-indole-2,3-diol
show the reaction diagram		Mucor ambiguus--288624-288624ir
ketopantoyl lactone + NADPHNADP+ + ?
show the reaction diagram		Mucor ambiguus--288624--ir
NADPH + H+ + p-benzoquinoneNADP+ + hydroquinone
show the reaction diagram		Pseudomonas sp. WBC-3C1I202-704288--?
ninhydrin + NADPHNADP+ + ?
show the reaction diagram		Mucor ambiguus--288624--ir
p-benzoquinone + NADPHNADP+ + hydroquinone
show the reaction diagram		Mucor ambiguus--288624--ir
p-toruquinone + NADPHNADP+ + ?
show the reaction diagram		Mucor ambiguus--288624--ir
phenanthrenequinone + NADPHNADP+ + ?
show the reaction diagram		Mucor ambiguus--288624--ir

NATURAL SUBSTRATESNATURAL PRODUCTSREACTION DIAGRAMORGANISM UNIPROT ACCESSION NO.COMMENTARY SUBSTRATELITERATURE
(Substrate)		COMMENTARY PRODUCTLITERATURE
(Product)
No entries in this field

COFACTORORGANISM UNIPROT ACCESSION NO.COMMENTARYLITERATUREIMAGE
FADPseudomonas sp. WBC-3C1I202FMN is preferred to FAD704288 2D-image
FMNPseudomonas sp. WBC-3C1I202enzyme is flavin mononucleotide-dependent, FMN is preferred to FAD704288 2D-image
NADPHMucor ambiguus--288624 2D-image
NADPHZea mays--676363 2D-image
NADPHPseudomonas sp. WBC-3C1I202enzyme is NADPH-dependent704288 2D-image

METALS and IONS ORGANISM UNIPROT ACCESSION NO.COMMENTARY LITERATURE
No entries in this field

INHIBITORSORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE IMAGE
1,3-cyclopentadioneMucor ambiguus-1.0 mM288624 2D-image
3-methyl-1,2-cyclohexadioneMucor ambiguus-1.0 mM288624 2D-image
5,5'-dithiobis(2-nitrobenzoic acid)Mucor ambiguus-0.1 mM288624 2D-image
8-hydroxyquinolineMucor ambiguus-0.1 mM288624 2D-image
CdCl2Mucor ambiguus-1.0 mM288624 2D-image
cyclohexadioneMucor ambiguus-1.0 mM288624 2D-image
DicoumarolMucor ambiguus-0.1 mM288624 2D-image
NADP+Mucor ambiguus-1.0 mM288624 2D-image
o-phenanthrolineMucor ambiguus-1.0 mM288624 2D-image
quercetinMucor ambiguus-0.01 mM288624 2D-image
Sodium arsenateZea mays-0.3 mM676363 2D-image
Sodium arseniteZea mays-0.25 mM676363 2D-image
FeCl2Mucor ambiguus-1.0 mM288624 2D-image
additional informationMucor ambiguus-overview288624-

ACTIVATING COMPOUNDORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE IMAGE
No entries in this field

KM VALUE [mM]KM VALUE [mM] MaximumSUBSTRATEORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE IMAGE
0.0123-1-methylisatinMucor ambiguus--288624 2D-image
0.21-AcenaphthenequinoneMucor ambiguus--288624 2D-image
2.5-AlloxanMucor ambiguus--288624 2D-image
0.053-beta-naphthoquinoneMucor ambiguus--288624 2D-image
3.3-dihydro-4-methyl-4-propyl-2,3-furanedioneMucor ambiguus--288624 2D-image
1.61-dihydro-5-(2-butyl)-4-methyl-4-ethyl-2,3-furanedioneMucor ambiguus--288624 2D-image
0.38-dihydro-5-(2-pentyl)-4,4-dimethyl-2,3-furanedioneMucor ambiguus--288624 2D-image
0.24-dihydro-5-(2-pentyl)-4-methyl-4-propyl-2,3-furanedioneMucor ambiguus--288624 2D-image
0.58-dihydro-5-(3-pentyl)-4,4-dimethyl-2,3-furanedioneMucor ambiguus--288624 2D-image
4.17-dihydro-5-isopropyl-4,4-dimethyl-2,3-furanedioneMucor ambiguus--288624 2D-image
0.05-isatinMucor ambiguus--288624 2D-image
0.71-ketopantoyl lactoneMucor ambiguus--288624 2D-image
0.135-NADPHMucor ambiguus--288624 2D-image
0.181-NADPHPseudomonas sp. WBC-3C1I202-704288 2D-image
0.0067-p-benzoquinonePseudomonas sp. WBC-3C1I202-704288 2D-image
0.41-p-toruquinoneMucor ambiguus--288624-

TURNOVER NUMBER [1/s] TURNOVER NUMBER MAXIMUM[1/s] SUBSTRATEORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE IMAGE
No entries in this field

kcat/KM VALUE [1/mMs-1]kcat/KM VALUE [1/mMs-1] MaximumSUBSTRATEORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE IMAGE
No entries in this field

Ki VALUE [mM]Ki VALUE [mM] MaximumINHIBITORORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE IMAGE
No entries in this field

IC50 VALUE [mM]IC50 VALUE [mM] MaximumINHIBITORORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE IMAGE
No entries in this field

SPECIFIC ACTIVITY [µmol/min/mg] SPECIFIC ACTIVITY MAXIMUM ORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE
No entries in this field

pH OPTIMUMpH MAXIMUMORGANISM UNIPROT ACCESSION NO. COMMENTARYLITERATURE
67Mucor ambiguus-for isatin reduction288624
6-Mucor ambiguus-for ketopantoyl lactone reduction288624
7.2-Pseudomonas sp. WBC-3C1I202assay at704288

pH RANGEpH RANGE MAXIMUMORGANISM UNIPROT ACCESSION NO.COMMENTARYLITERATURE
59Mucor ambiguus-with different buffers288624

TEMPERATURE OPTIMUMTEMPERATURE OPTIMUM MAXIMUMORGANISM UNIPROT ACCESSION NO.COMMENTARYLITERATURE
40-Mucor ambiguus-reduction of ketopantoyl lactone288624
45-Mucor ambiguus-reduction of isatin288624

TEMPERATURE RANGE TEMPERATURE MAXIMUM ORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE
1550Mucor ambiguus-for isatin and ketopantoyl lactone as substrates288624

pI VALUEpI VALUE MAXIMUMORGANISM UNIPROT ACCESSION NO.COMMENTARYLITERATURE
No entries in this field

SOURCE TISSUE ORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE SOURCE
leafPisum sativum--288623Manually annotated by BRENDA team
rootZea mays--676363Manually annotated by BRENDA team

LOCALIZATION ORGANISM UNIPROT ACCESSION NO. COMMENTARY GeneOntology No. LITERATURE SOURCE
cytosolPisum sativum-80% of total activity5829288623Manually annotated by BRENDA team
mitochondrionPisum sativum-highest specific activity5739288623Manually annotated by BRENDA team

PDBSCOPCATHORGANISM
No entries in this field

MOLECULAR WEIGHT MOLECULAR WEIGHT MAXIMUM ORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE
23200-Zea mays-MALDI-TOF MS676363
25000-Pseudomonas sp. WBC-3C1I202SDS-PAGE704288
44000-Mucor ambiguus-high-performance gel-permeation liquid chromatography, TSK G-3000 SW288624
54000-Mucor ambiguus-gel filtration, Sephadex G-100288624

SUBUNITS ORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE
dimerMucor ambiguus-2 * 27500, SDS-PAGE288624
dimerPseudomonas sp. WBC-3C1I202SDS-PAGE, 2 * 25000 Da704288

POSTTRANSLATIONAL MODIFICATION ORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE
No entries in this field

Crystallization/COMMENTARY ORGANISM UNIPROT ACCESSION NO. LITERATURE
No entries in this field

pH STABILITYpH STABILITY MAXIMUM ORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE
67Mucor ambiguus-91% of control activity at pH 9, 79% of control activity at pH 12, no activity at pH 4.0288624

TEMPERATURE STABILITYTEMPERATURE STABILITY MAXIMUM ORGANISM UNIPROT ACCESSION NO. COMMENTARYLITERATURE
040Mucor ambiguus-15% of control activity at 50°C288624

GENERAL STABILITYORGANISM UNIPROT ACCESSION NO.LITERATURE
No entries in this field

ORGANIC SOLVENT ORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE
No entries in this field

OXIDATION STABILITY ORGANISM UNIPROT ACCESSION NO. LITERATURE
No entries in this field

STORAGE STABILITY ORGANISM UNIPROT ACCESSION NO. LITERATURE
-70°C, 50% glycerol, 1 month, no loss of activityPseudomonas sp. WBC-3C1I202704288
0°, on ice, 12 h, fairly stablePseudomonas sp. WBC-3C1I202704288

Purification/COMMENTARY ORGANISM UNIPROT ACCESSION NO. LITERATURE
purification to apparent homogenityMucor ambiguus-288624
using Ni2+-NTA affinity chromatographyPseudomonas sp. WBC-3C1I202704288

Cloned/COMMENTARY ORGANISM UNIPROT ACCESSION NO. LITERATURE
expressed as His-tagged fusion protein in Escherichia coliPseudomonas sp. WBC-3C1I202704288

EXPRESSION ORGANISM UNIPROT ACCESSION NO. LITERATURE
No entries in this field

ENGINEERINGORGANISM UNIPROT ACCESSION NO.COMMENTARYLITERATURE
No entries in this field

Renatured/COMMENTARYORGANISM UNIPROT ACCESSION NO.LITERATURE
No entries in this field

APPLICATIONORGANISM UNIPROT ACCESSION NO.COMMENTARYLITERATURE
No entries in this field

REF. AUTHORS TITLE JOURNAL VOL. PAGES YEAR ORGANISMLINK TO PUBMEDSOURCE
288623Kolesnikov, 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 leavesFiziol. Rast. (Moscow)20170-1741973Pisum sativum-
288624Shimizu, S.; Hattori, S.; Hata, H.; Yamada, H.A novel fungal enzyme, NADPH-dependent carbonyl reductase, showing high specificity to conjugated polyketonesEur. J. Biochem.17437-441988Mucor ambiguus PubMed
676363Requejo, R.; Tena, M.Proteome analysis of maize roots reveals that oxidative stress is a main contributing factor to plant arsenic toxicityPhytochemistry661519-15282005Zea mays PubMed
704288Zhang, 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-3J. Bacteriol.1912703-27102009Pseudomonas sp. WBC-3 PubMed

LINKS TO OTHER DATABASES (specific for EC-Number 1.6.5.6)
ExplorEnz
ExPASy
KEGG
MetaCyc
NCBI: PubMed, Protein, Nucleotide, Structure, Genome, OMIM
IUBMB Enzyme Nomenclature
PROSITE Database of protein families and domains
SYSTERS
Protein Mutant Database
InterPro (database of protein families, domains and functional sites)