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1.6.5.2: NAD(P)H dehydrogenase (quinone)

This is an abbreviated version!
For detailed information about NAD(P)H dehydrogenase (quinone), go to the full flat file.

Word Map on EC 1.6.5.2

Reaction

NAD(P)H
+
H+
+
a quinone
=
NAD(P)+
+
a hydroquinone

Synonyms

1,4-benzoquinone reductase, azoreductase, chromate reductase, ChrR, dehydrogenase, reduced nicotinamide adenine dinucleotide (phosphate, quinone), diaphorase, DPND, DPNH-diaphorase, DT-diaphorase, DTD, DVU_2399, DVU_2400, DVU_2401, EC 1.6.99.2, FerB, ferric reductase B, flavoprotein NAD(P)H-quinone reductase, FlxABCD, FMN-dependent NAD(P)H:quinone oxidoreductase, Internal NADH dehydrogenase, MdaB, Menadione oxidoreductase, Menadione reductase, NAD(P)H dehydrogenase, NAD(P)H dehydrogenase complex, NAD(P)H menadione reductase, NAD(P)H quinone oxidoreductase, NAD(P)H quinone oxidoreductase-1, NAD(P)H quinone oxidoreductase1, NAD(P)H quinone reductase, NAD(P)H quinone-oxidoreductase 1, NAD(P)H-QR, NAD(P)H-quinone dehydrogenase, NAD(P)H-quinone oxidoreductase, NAD(P)H: (quinone acceptor) oxidoreductase, NAD(P)H: (quinone-acceptor)oxidoreductase, NAD(P)H: menadione oxidoreductase, NAD(P)H: Quinone oxidoreductase, NAD(P)H: quinone oxidoreductase 1, NAD(P)H: quinone oxidoreductase-1, NAD(P)H: quinone reductase, NAD(P)H:acceptor oxidoreductase, NAD(P)H:quinone acceptor oxidoreductase, NAD(P)H:quinone oxidoreducatase 1, NAD(P)H:quinone oxidoreductase, NAD(P)H:quinone oxidoreductase 1, NAD(P)H:quinone oxidoreductase I, NAD(P)H:quinone oxidoreductase-1, NAD(P)H:quinone reductase, NAD(P)H:quinoneoxidoreductase 1, NADH-menadione reductase, NADH:quinone oxidoreductase 1, NADPH quinone reductase, NADPH: quinone oxidoreductase-1, NADPH:quinone oxidoreductase, NADPH:quinone oxidoreductase 1, NAD[P]H:quinone acceptor oxidoreductase 1, Naphthoquinone reductase, Ndh complex, NDH2, nicotinamide adenine dinucleotide phosphate:quinone oxidoreductase 1, NQO1, NQR, NRH:quinone reductase 1, p-Benzoquinone reductase, Pden_4071, PfNdh2, Phylloquinone reductase, QOR2, QR1, QR2, Quinone reductase, quinone reductase 1, quinone reductase type 1, Reduced NAD(P)H dehydrogenase, reduced nicotinamide-adenine dinucleotide (phosphate) dehydrogenase, TcpB, TmQR2, type II NADH: quinone oxidoreductase, Viologen accepting pyridine nucleotide oxidoreductase, Vitamin K reductase, vitamin-K reductase, WrbA

ECTree

     1 Oxidoreductases
         1.6 Acting on NADH or NADPH
             1.6.5 With a quinone or similar compound as acceptor
                1.6.5.2 NAD(P)H dehydrogenase (quinone)

Activating Compound

Activating Compound on EC 1.6.5.2 - NAD(P)H dehydrogenase (quinone)

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ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1,1'-(E)-ethene-1,2-diylbis(2-methoxybenzene)
-
at 12.5 micromol, induces quinone reductase to a greater extent than resveratrol
1,2-dithiole-3-thione
induces enzyme expression
1,3-dimethoxy-2-[(E)-2-(4-methoxyphenyl)ethenyl]benzene
-
at 12.5 micromol, induces quinone reductase to a greater extent than resveratrol
1-(3,4-dihydroxybenzyl)-1,2,3,4-tetrahydro-6,7-isoquinolinediol
up-regulation of enzyme upon exposure to L-dopa and tetrahydropapaveroline
1-methoxy-2-[(E)-2-(4-methoxyphenyl)ethenyl]benzene
-
at 6.3 micromol is 1.8 times more effective than resveratrol as a quinone reductase inducer
1-methoxy-3-[(E)-2-(4-methoxyphenyl)ethenyl]benzene
-
at 12.5 micromol, induces quinone reductase to a greater extent than resveratrol
2-mercaptoethanol
-
stimulates
2-methoxy-5-[(E)-2-(4-methoxyphenyl)ethenyl]phenol
-
at 12.5 micromol, induces quinone reductase to a greater extent than resveratrol
3-nitrobenzanthrone
-
increases protein level and enzymatic activity of NQO1. Up to a 2.5fold increase in NQO1 activity with menadione as substrate in tissues of rats treated with 3-nitrobenzanthrone
3H-1,2-dithiole-3-thione
-
significantly increases cellular NQO1 activity and mRNA levels. Induces NQO1 in a concentration-dependent manner. In SH-SY5Y cells, 2fold induction of cellular NQO1 with 0.01 mM and 3-5.5fold induction of NQO1 with 0.05 and 0.1 mM. 4.5fold increase of NQO1 mRNA between 12 and 24 h after treatment. 40% induction of cellular NQO1 after treatment of primary human neurons at a concentration of 0.01 mM
actinomycin D
-
treatment of the cells with actinomycin D alone for 6 h significantly inhibits the constitutive NQO1 mRNA level by approximately 80%. KTZ- and ITZ-mediated Nqo1 induction is completely inhibited
alpha-methylbenzyl isothiocyanate
-
in vivo, the organ most susceptible to the inductive activity of the isothiocyanates is the urinary bladder, with alpha-methylbenzyl isothiocyanate and cyclohexylmethyl isothiocyanate being the most effective. Inductive activity in the bladder in vivo does not correlate with that in bladder cells in vitro
ascorbic acid
-
superinduction of the enzyme induction by As3+
beta-naphthoflavone
-
-
bromocriptine
-
significantly upregulates expression and activity (911% of untreated control) of NQO1, attenuates increase in protein-bound quinone in H2O2-treated PC12 cells, and protects PC12 cells against oxidative damage. Bromocriptine increases the expression and nuclear translocation of a basic leucine zipper transcription factor Nrf2, involved in the regulation of the enzyme
butylated hydroxyanisole
-
inducer
Clofibrate
cyclohexylmethyl isothiocyanate
-
in vivo, the organ most susceptible to the inductive activity of the isothiocyanates is the urinary bladder, with alpha-methylbenzyl isothiocyanate and cyclohexylmethyl isothiocyanate being the most effective. Inductive activity in the bladder in vivo does not correlate with that in bladder cells in vitro
cysteine
-
stimulates
desferrioxamine
-
stimulates the NADPH:chromate reductase reaction of NQO1
duroquinone
-
stimulates NQO1 activity
eugenol
GSH
-
maximal stimulation with 0.5 mM, approx. 3fold activity
isorhamnetin
-
-
itraconazole
-
induces NQO1 mRNA and enzymatic activity levels in a concentration- and time-dependent manner in wild-type but not aryl hydrocarbon receptor-deficient Hepa-1c1c7 cells. Increases NQO1 de novo RNA synthesis without significantly affecting the levels of existing RNA. 50 micromol shows maximum NQO1 mRNA induction
ketoconazole
-
induces NQO1 mRNA and enzymatic activity levels in a concentration- and time-dependent manner in wild-type but not aryl hydrocarbon receptor-deficient Hepa-1c1c7 cells. Increases NQO1 de novo RNA synthesis without significantly affecting the levels of existing RNA. 25 micromol shows maximum NQO1 mRNA induction
L-Dopa
up-regulation of enzyme upon exposure to L-dopa and tetrahydropapaveroline
oltipraz
quercetin
induces enzyme expression
resveratrol
-
at 25 micromol increases quinone reductase activity by 1.5fold. Resveratrol induces quinone reductase activity of the wild type Hepa-1c1c7 cells to the same extent as the mutant c1 cells that lack a phase I enzyme
rutaecarpine
sulforaphane
tert-butylhydroxy-anisole
induces enzyme expression
vitamin C
-
-
additional information
-