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Enzyme Nomenclature
Information on EC 1.6.5.11 - NADH dehydrogenase (quinone)
Word Map on EC 1.6.5.11
- 1.6.5.11
- denitrificans
- paracoccus
- rotenone
-
energy-transducing
- piericidin
- ubiquinone-1
- 2-methyl-1,4-naphthoquinone
- analysis
- medicine
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Specify your search results
The expected taxonomic range for this enzyme is: Bacteria, Eukaryota, Archaea
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EC NUMBER 
COMMENTARY 
1.6.5.11
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RECOMMENDED NAME
GeneOntology No.
NADH dehydrogenase (quinone)
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
NADH + H+ + a quinone = NAD+ + a quinol
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-
-
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
oxidation
-
-
-
-
redox reaction
-
-
-
-
reduction
-
-
-
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
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SYSTEMATIC NAME
IUBMB Comments
NADH:(quinone-acceptor) oxidoreductase
Menaquinone can act as acceptor. Inhibited by AMP and 2,4-dinitrophenol but not by dicoumarol or folic acid derivatives.
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CAS REGISTRY NUMBER
COMMENTARY
37256-36-3
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ORGANISM
COMMENTARY
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
halophilic bacterium
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-
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GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
metabolism
-
mitochondrial electron transfer chain and the role of PfNDH2 and bc1, overview
physiological function
-
PfNDH2 is a principal electron donor to the electron transport chain, linking fermentative metabolism to the generation of mitochondrial electrochemical membrane potential, an essential function for parasite viability. PfNDH2 is involved in the redox reaction of NADH oxidation with subsequent quinol production
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SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
3-acetylpyridine-deamino-NADH + 2,6-dichlorophenol indophenol
3-acetylpyridine-deamino-NAD+ + reduced 2,6-dichlorophenolindophenol
3-acetylpyridine-NADH + 2,6-dichlorophenolindophenol
3-acetylpyridine-NAD+ + reduced 2,6-dichlorophenolindophenol
menadione + NADH + H+
menadiol + NAD+
-
menadione is reduced by a two-electron transfer reaction
-
-
?
NADH + 2-methoxy-1,4-benzoquinone
NAD+ + 2-methoxy-1,4-benzoquinol
-
-
?
NADH + 4,5-dimethoxy-1,2-benzoquinone
NAD+ + 4,5-dimethoxy-1,2-benzoquinol
4,5-dimethoxy-1,2-benzoquinone produced by Gleophyllum trabeum
-
?
NADH + ferrocenium hexafluorophosphate
NAD+ + H+ + ferrocene
highest specific activity with NADH and ferrocenium hexafluorophosphate as electron acceptor
-
-
?
NADH + H+ + atovaquone
NAD+ + reduced atovaquone
-
atovaquone is 2-[4-(4-chlorophenyl)cyclohexyl]-3-hydroxynaphthalene-1,4-dione
-
-
?
NADH + H+ + oxidized 2,6-dichloroindophenol
NAD+ + reduced 2,6-dichloroindophenol
-
-
-
?
NADH + oxidized 2,6-dichlorophenolindophenol + H+
NAD+ + reduced 2,6-dichlorophenolindophenol
NADH + paraquat
NAD+ + ?
-
the enzyme is a novel oxidation-reduction system participating in paraquat toxicity
-
?
NADPH + H+ + oxidized 2,6-dichlorophenolindophenol
NADP+ + reduced 2,6-dichlorophenolindophenol
-
-
-
-
?
thionicotinamide-NADH + H+ + oxidized 2,6-dichlorophenolindophenol
thionicotinamide-NAD+ + reduced 2,6-dichlorophenolindophenol
halophilic bacterium
-
-
-
-
?
2 ferricytochrome c + NADH
2 ferrocytochrome c + NAD+ + H+
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-
-
-
?
2 ferricytochrome c + NADH
2 ferrocytochrome c + NAD+ + H+
-
-
-
-
?
3-acetylpyridine-deamino-NADH + 2,6-dichlorophenol indophenol
3-acetylpyridine-deamino-NAD+ + reduced 2,6-dichlorophenolindophenol
halophilic bacterium
-
-
-
-
?
3-acetylpyridine-deamino-NADH + 2,6-dichlorophenol indophenol
3-acetylpyridine-deamino-NAD+ + reduced 2,6-dichlorophenolindophenol
halophilic bacterium AR-I
-
-
-
-
?
3-acetylpyridine-NADH + 2,6-dichlorophenolindophenol
3-acetylpyridine-NAD+ + reduced 2,6-dichlorophenolindophenol
halophilic bacterium
-
-
-
-
?
3-acetylpyridine-NADH + 2,6-dichlorophenolindophenol
3-acetylpyridine-NAD+ + reduced 2,6-dichlorophenolindophenol
halophilic bacterium AR-I
-
-
-
-
?
NADH + 2,5-dimethoxy-1,4-benzoquinone
NAD+ + 2,5-dimethoxy-1,4-benzoquinol
-
-
-
-
?
NADH + 2,5-dimethoxy-1,4-benzoquinone
NAD+ + 2,5-dimethoxy-1,4-benzoquinol
2,5-dimethoxy-1,4-benzoquinone produced by Gleophyllum trabeum
-
?
NADH + 2,6-dimethoxy-1,4-benzoquinone
NAD+ + 2,6-dimethoxy-1,4-benzoquinol
-
-
?
NADH + 2,6-dimethoxy-1,4-benzoquinone
NAD+ + 2,6-dimethoxy-1,4-benzoquinol
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-
-
-
?
NADH + 2-methyl-1,4-naphthoquinone
NAD+ + 2-methyl-1,4-naphthoquinol
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-
-
-
?
NADH + 2-methyl-1,4-naphthoquinone
NAD+ + 2-methyl-1,4-naphthoquinol
halophilic bacterium
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i.e. menadione, about 60% of the activity with 2,6-dichlorophenolindophenol
-
-
?
NADH + 2-methyl-1,4-naphthoquinone
NAD+ + 2-methyl-1,4-naphthoquinol
halophilic bacterium AR-I
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i.e. menadione, about 60% of the activity with 2,6-dichlorophenolindophenol
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-
?
NADH + 2-methyl-1,4-naphthoquinone
NAD+ + 2-methyl-1,4-naphthoquinol
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-
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-
?
NADH + 2-methyl-1,4-naphthoquinone
NAD+ + 2-methyl-1,4-naphthoquinol
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-
-
-
?
NADH + 2-methyl-1,4-naphthoquinone
NAD+ + 2-methyl-1,4-naphthoquinol
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-
-
-
?
NADH + 5-hydroxy-1,4-naphthoquinone
NAD+ + 5-hydroxy-1,4-naphthoquinol
halophilic bacterium
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i.e. juglone, about 55% of the activity with 2,6-dichlorophenolindophenol
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-
?
NADH + 5-hydroxy-1,4-naphthoquinone
NAD+ + 5-hydroxy-1,4-naphthoquinol
halophilic bacterium AR-I
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i.e. juglone, about 55% of the activity with 2,6-dichlorophenolindophenol
-
-
?
NADH + benzoquinone
NAD+ + benzoquinol
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ping-pong kinetics, two electron transfer mechanism
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-
?
NADH + benzoquinone
NAD+ + benzoquinol
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benzoquinone is the best acceptor
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?
NADH + H+ + 1,4-benzoquinone
NAD+ + 1,4-benzoquinol
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-
-
?
NADH + H+ + 1,4-benzoquinone
NAD+ + 1,4-benzoquinol
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-
-
?
NADH + H+ + 1,4-naphthoquinone
NAD+ + 1,4-naphthoquinol
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1,4-naphthoquinone is one of the best acceptors
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?
NADH + H+ + 2,3-dimethyl naphthoquinone
NAD+ + 2,3-dimethyl naphthoquinol
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-
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?
NADH + H+ + 2,3-dimethyl naphthoquinone
NAD+ + 2,3-dimethyl naphthoquinol
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-
-
?
NADH + H+ + clofazimine
NAD+ + reduced clofazimine
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NDH-2 is the only respiratory chain oxidoreductase capable of reducing clofazimine
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-
?
NADH + H+ + clofazimine
NAD+ + reduced clofazimine
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NDH-2 is the only respiratory chain oxidoreductase capable of reducing clofazimine
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-
?
NADH + H+ + clofazimine
NAD+ + reduced clofazimine
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NDH-2 is the only respiratory chain oxidoreductase capable of reducing clofazimine
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?
NADH + H+ + ubiquinone-1
NAD+ + ubiquinol-1
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-
-
?
NADH + H+ + ubiquinone-10
NAD+ + ubiquinol-10
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-
-
?
NADH + H+ + ubiquinone-10
NAD+ + ubiquinol-10
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-
-
?
NADH + menadione
NAD+ + menadiol
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menadione is a poor electron acceptor
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?
NADH + menadione
NAD+ + menadiol
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menadione is one of the best acceptors
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?
NADH + oxidized 2,6-dichlorophenolindophenol + H+
NAD+ + reduced 2,6-dichlorophenolindophenol
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?
NADH + oxidized 2,6-dichlorophenolindophenol + H+
NAD+ + reduced 2,6-dichlorophenolindophenol
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-
-
-
?
NADH + oxidized 2,6-dichlorophenolindophenol + H+
NAD+ + reduced 2,6-dichlorophenolindophenol
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-
-
-
?
NADH + oxidized 2,6-dichlorophenolindophenol + H+
NAD+ + reduced 2,6-dichlorophenolindophenol
halophilic bacterium
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-
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-
?
NADH + oxidized 2,6-dichlorophenolindophenol + H+
NAD+ + reduced 2,6-dichlorophenolindophenol
halophilic bacterium AR-I
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-
-
-
?
NADH + oxidized 2,6-dichlorophenolindophenol + H+
NAD+ + reduced 2,6-dichlorophenolindophenol
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-
-
-
?
NADH + oxidized 2,6-dichlorophenolindophenol + H+
NAD+ + reduced 2,6-dichlorophenolindophenol
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-
-
-
?
NADH + oxidized 2,6-dichlorophenolindophenol + H+
NAD+ + reduced 2,6-dichlorophenolindophenol
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specific for NADH
-
-
?
NADH + oxidized 2,6-dichlorophenolindophenol + H+
NAD+ + reduced 2,6-dichlorophenolindophenol
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specific for NADH
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-
?
NADH + oxidized 2,6-dichlorophenolindophenol + H+
NAD+ + reduced 2,6-dichlorophenolindophenol
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-
-
?
NADPH + H+ + 1,4-benzoquinone
NADP+ + 1,4-benzoquinol
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-
-
?
NADPH + H+ + 1,4-benzoquinone
NADP+ + 1,4-benzoquinol
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-
-
?
NADPH + H+ + ubiquinone-1
NADP+ + ubiquinol-1
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?
NADPH + H+ + ubiquinone-1
NADP+ + ubiquinol-1
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?
additional information
?
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no direct involvement of electron carriers in H+ (Na+) tranlocation
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additional information
?
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enzyme is involved in the respiratory chain
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additional information
?
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enzyme is involved in the respiratory chain
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additional information
?
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enzyme is most active toward naphtho- and benzoquinones, whereas ferricyanide and dichlorophenolindophenol are less efficient. Enzyme reacts with ubiquinone Q-l, but ubiquinones with a long side-chain such as Q-5 and Q-10 are virtually inactive as electron acceptors
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additional information
?
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the enzyme may function in quinone detoxification, it is also hypothesized that the fungus has recruited it to drive extracellular oxyradical production
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-
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additional information
?
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activity is increased in the presence of 2,6-dimethoxy-1,4-benzoquinone and, to a lesser extent, vanillic acid. Expression is time-dependent and influenced by nitrogen levels
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-
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additional information
?
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deamino-NADH does not serve as substrate
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additional information
?
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the enzyme can not utilize free flavins, cytochrome c or molecular oxygen as an electron acceptor
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NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
NADH + 2,5-dimethoxy-1,4-benzoquinone
NAD+ + 2,5-dimethoxy-1,4-benzoquinol
Q8X172
2,5-dimethoxy-1,4-benzoquinone produced by Gleophyllum trabeum
-
?
NADH + 4,5-dimethoxy-1,2-benzoquinone
NAD+ + 4,5-dimethoxy-1,2-benzoquinol
Q8X172
4,5-dimethoxy-1,2-benzoquinone produced by Gleophyllum trabeum
-
?
NADH + H+ + atovaquone
NAD+ + reduced atovaquone
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atovaquone is 2-[4-(4-chlorophenyl)cyclohexyl]-3-hydroxynaphthalene-1,4-dione
-
-
?
NADH + H+ + clofazimine
NAD+ + reduced clofazimine
-
NDH-2 is the only respiratory chain oxidoreductase capable of reducing clofazimine
-
-
?
NADH + H+ + clofazimine
NAD+ + reduced clofazimine
-
NDH-2 is the only respiratory chain oxidoreductase capable of reducing clofazimine
-
-
?
NADH + H+ + clofazimine
NAD+ + reduced clofazimine
-
NDH-2 is the only respiratory chain oxidoreductase capable of reducing clofazimine
-
-
?
additional information
?
-
-
enzyme is involved in the respiratory chain
-
-
-
additional information
?
-
-
enzyme is involved in the respiratory chain
-
-
-
additional information
?
-
Q8X172
the enzyme may function in quinone detoxification, it is also hypothesized that the fungus has recruited it to drive extracellular oxyradical production
-
-
-
additional information
?
-
-
activity is increased in the presence of 2,6-dimethoxy-1,4-benzoquinone and, to a lesser extent, vanillic acid. Expression is time-dependent and influenced by nitrogen levels
-
-
-
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
FAD
-
purified enzyme has an absolute requirement for FAD. Km-value for the reaction with 2,6-dichlorophenol indophenol is 0.004 mM, the Km-value for the reaction with ferricyanide is 0.006 mM, the KM-value for the reaction with menadione is 0.003 mM
FMN
the active sites of both monomers are situated at the dimer interface, each with a non-covalently bound FMN molecule bound approximately 8 A below the molecules surface. The flavin isoalloxazine ring is firmly bound by the protein
NADPH
-
activity is below 2% of the NADH-oxidizing activity
NADPH
the activity with NADPH as substrate is 2- to 20-fold lower compared to NADH
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METALS and IONS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
Ca2+
-
Triton X-100-activated enzyme form is stimulated by several divalent cations without specificity
Iron
K+
Mg2+
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Triton X-100-activated enzyme form is stimulated by several divalent cations without specificity
Mn2+
-
Triton X-100-activated enzyme form is stimulated by several divalent cations without specificity
Na+
Iron
-
characterization of the iron-sulfur cluster N7 in the subunit NuoG, a [4Fe-4S] cluster ligates the N1c motif
Iron
-
all four cysteines, Cys256, Cys259, Cys263 and Cys291 participate in the ligation of a [4Fe-4S] cluster. The CXXCXXXCX27C motif in the Nqo3 subunit most likely ligates the [4Fe-4S] cluster
K+
-
stimulates activity with electron acceptors other than cytochrome c
Na+
halophilic bacterium
-
NaCl stimulates, 43% of maximal activity in presence of 2.5 M NaCl
Na+
-
stimulates activity with electron acceptors other than cytochrome c
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INHIBITORS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
1-hydroxy-2-methyl-3-[4-[4-(trifluoromethoxy)benzyl]phenyl]quinolin-4(1H)-one
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-
1-hydroxy-2-[4-[4-(trifluoromethoxy)benzyl]phenyl]quinolin-4(1H)-one
-
-
1-hydroxy-3-methyl-2-[4-[4-(trifluoromethoxy)benzyl]phenyl]quinolin-4(1H)-one
-
-
1-hydroxy-3-methyl-2-[4-[4-(trifluoromethoxy)phenoxy]phenyl]quinolin-4(1H)-one
-
-
2-(3-[4-[2-(diethylnitroryl)ethoxy]benzyl]phenyl)-3-methylquinolin-4(1H)-one
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-
2-(3-[4-[2-(diethylnitroryl)ethoxy]phenoxy]phenyl)-3-methylquinolin-4(1H)-one
-
-
2-(4-[4-[2-(diethylnitroryl)ethoxy]phenoxy]phenyl)-3-methylquinolin-4(1H)-one
-
-
2-(hydroxymethyl)-3-[4-[4-(trifluoromethoxy)phenoxy]phenyl]quinolin-4(1H)-one
-
-
2-methyl-3-[4-[4-(trifluoromethoxy)benzyl]phenyl]quinolin-4(1H)-one
-
-
2-methyl-3-[4-[4-(trifluoromethoxy)phenoxy]phenyl]quinolin-4(1H)-one
-
-
2-[3,5-difluoro-4'-(trifluoromethoxy)biphenyl-4-yl]-3-methylquinolin-4(1H)-one
-
-
3-(hydroxymethyl)-2-[4'-(trifluoromethoxy)biphenyl-4-yl]quinolin-4(1H)-one
-
-
3-(hydroxymethyl)-2-[6-[4-(trifluoromethoxy)phenyl]pyridin-3-yl]quinolin-4(1H)-one
-
-
3-chloro-2-[4-[4-(trifluoromethoxy)benzyl]phenyl]quinolin-4(1H)-one
-
-
3-methoxy-2-[6-[4-(trifluoromethoxy)phenyl]pyridin-3-yl]quinolin-4(1H)-one
-
-
3-methyl-2-[3-[4-(trifluoromethoxy)benzyl]phenyl]quinolin-4(1H)-one
-
-
3-methyl-2-[4-[4-(trifluoromethoxy)benzyl]phenyl]-1,8-naphthyridin-4(1H)-one
-
-
3-methyl-2-[4-[4-(trifluoromethoxy)benzyl]phenyl]-6-(trifluoromethyl)quinolin-4(1H)-one
-
-
3-methyl-2-[4-[4-(trifluoromethoxy)benzyl]phenyl]quinolin-4(1H)-one
-
-
3-methyl-2-[4-[4-(trifluoromethoxy)phenoxy]phenyl]quinolin-4(1H)-one
-
-
3-methyl-2-[6-[3-(trifluoromethyl)phenyl]pyridin-3-yl]quinolin-4(1H)-one
-
-
3-methyl-2-[6-[4-(trifluoromethoxy)phenyl]pyridin-3-yl]-6-(trifluoromethyl)quinolin-4(1H)-one
-
-
3-methyl-2-[6-[4-(trifluoromethoxy)phenyl]pyridin-3-yl]-7-(trifluoromethyl)quinolin-4(1H)-one
-
-
3-methyl-2-[6-[4-(trifluoromethoxy)phenyl]pyridin-3-yl]quinolin-4(1H)-one
-
-
3-methyl-2-[6-[4-(trifluoromethyl)phenyl]pyridin-3-yl]quinolin-4(1H)-one
-
-
3-methyl-6-(methylsulfonyl)-2-[6-[4-(trifluoromethoxy)phenyl]pyridin-3-yl]quinolin-4(1H)-one
-
-
3-methyl-7-(trifluoromethoxy)-2-[6-[4-(trifluoromethoxy)phenyl]pyridin-3-yl]quinolin-4(1H)-one
-
-
5-hydroxy-3-methyl-2-[6-[4-(trifluoromethoxy)phenyl]pyridin-3-yl]quinolin-4(1H)-one
-
-
5-methoxy-3-methyl-2-[6-[4-(trifluoromethoxy)phenyl]pyridin-3-yl]quinolin-4(1H)-one
-
-
6,7-difluoro-2-[4-[4-(trifluoromethoxy)benzyl]phenyl]quinolin-4(1H)-one
-
-
6,7-difluoro-3-methyl-2-[4-[4-(trifluoromethoxy)benzyl]phenyl]quinolin-4(1H)-one
-
-
6,7-difluoro-3-methyl-2-[6-[4-(trifluoromethoxy)phenyl]pyridin-3-yl]quinolin-4(1H)-one
-
-
6,8-difluoro-3-methyl-2-[6-[4-(trifluoromethoxy)phenyl]pyridin-3-yl]quinolin-4(1H)-one
-
-
6-chloro-1-hydroxy-3-methyl-2-[4-[4-(trifluoromethoxy)benzyl]phenyl]quinolin-4(1H)-one
-
-
6-chloro-3-(hydroxymethyl)-2-[4-[4-(trifluoromethoxy)benzyl]phenyl]quinolin-4(1H)-one
-
-
6-chloro-3-methyl-2-[3-[4-(trifluoromethoxy)benzyl]phenyl]quinolin-4(1H)-one
-
-
6-chloro-3-methyl-2-[4-[4-(trifluoromethoxy)phenoxy]phenyl]quinolin-4(1H)-one
-
-
6-chloro-3-methyl-2-[6-[4-(trifluoromethoxy)phenyl]pyridin-3-yl]quinolin-4(1H)-one
-
-
6-chloro-7-fluoro-3-methyl-2-[6-[4-(trifluoromethoxy)phenyl]pyridin-3-yl]quinolin-4(1H)-one
-
-
6-fluoro-3-methyl-2-[4-[4-(trifluoromethoxy)benzyl]phenyl]quinolin-4(1H)-one
-
-
6-fluoro-3-methyl-2-[6-[4-(trifluoromethoxy)phenyl]pyridin-3-yl]quinolin-4(1H)-one
-
-
6-hydroxy-3-methyl-2-[6-[4-(trifluoromethoxy)phenyl]pyridin-3-yl]quinolin-4(1H)-one
-
-
7-chloro-3-methyl-2-(4-(4-(trifluoromethoxy)benzyl)phenyl)quinolin-4(1H)-one
-
i.e. CK-2-68, shows potent in vivo antimalarial activity after oral administration, is selective for PfNDH2 over other respiratory enzymes, and demonstrates low cytotoxicity and high metabolic stability in the presence of human liver microsomes
7-chloro-3-methyl-2-[3-[4-(trifluoromethoxy)benzyl]phenyl]quinolin-4(1H)-one
-
-
7-chloro-3-methyl-2-[6-[4-(trifluoromethoxy)phenyl]pyridin-3-yl]quinolin-4(1H)-one
-
-
7-chloro-6-fluoro-3-methyl-2-[6-[4-(trifluoromethoxy)phenyl]pyridin-3-yl]quinolin-4(1H)-one
-
-
7-hydroxy-3-methyl-2-[6-[4-(trifluoromethoxy)phenyl]pyridin-3-yl]quinolin-4(1H)-one
-
-
7-methoxy-3-methyl-2-[6-[4-(trifluoromethoxy)phenyl]pyridin-3-yl]quinolin-4(1H)-one
-
-
8-methoxy-3-methyl-2-[6-[4-(trifluoromethoxy)phenyl]pyridin-3-yl]quinolin-4(1H)-one
-
-
adenine
-
3 mM, 60% inhibition in the reaction with 0.04 mM 2,6-dichlorophenolindophenol and 0.032 mM NADH
ADP
-
10 mM, 90% inhibition in the reaction with 0.04 mM 2,6-dichlorophenolindophenol and 0.032 mM NADH, competitive
ATP
-
10 mM, 50% inhibition in the reaction with 0.04 mM 2,6-dichlorophenolindophenol and 0.032 mM NADH, competitive
cAMP
-
10 mM, 76% inhibition in the reaction with 0.04 mM 2,6-dichlorophenolindophenol and 0.032 mM NADH
deoxyadenosine
-
10 mM, 32% inhibition in the reaction with 0.04 mM 2,6-dichlorophenolindophenol and 0.032 mM NADH
deoxyAMP
-
10 mM, 41% inhibition in the reaction with 0.04 mM 2,6-dichlorophenolindophenol and 0.032 mM NADH
ethyl 2-(4'-chlorobiphenyl-4-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylate
-
-
ethyl 2-methyl-3-[4-[4-(trifluoromethoxy)benzyl]phenyl]quinolin-4-yl carbonate
-
-
ethyl 3-methyl-2-[4-[4-(trifluoromethoxy)benzyl]phenyl]quinolin-4-yl carbonate
-
-
ethyl 3-methyl-2-[4-[4-(trifluoromethoxy)phenoxy]phenyl]quinolin-4-yl carbonate
-
-
ethyl 4-oxo-2-[4'-(trifluoromethoxy)biphenyl-4-yl]-1,4-dihydroquinoline-3-carboxylate
-
-
ethyl 4-oxo-2-[6-[4-(trifluoromethoxy)phenyl]pyridin-3-yl]-1,4-dihydroquinoline-3-carboxylate
-
-
methyl 4-oxo-2-[4-[4-(trifluoromethoxy)benzyl]phenyl]-1,4-dihydroquinoline-3-carboxylate
-
-
methyl 6-chloro-4-oxo-2-[4-[4-(trifluoromethoxy)benzyl]phenyl]-1,4-dihydroquinoline-3-carboxylate
-
-
N,N'-dicyclohexylcarbodiimide
-
2 mM, 79% inhibition of wild-type enzyme after 4 h at room temperature, 74% inhibition of mutant enzyme K46A, 77% inhibition of mutant enzyme E51A, 71% inhibition of mutant enzyme D79A, 76% inhibitiuon of mutant enzyme D79N, 50% inhibition of mutant enzyme E81A, 30% inhibition of mutant enzyme E81Q
p-hydroxymercuribenzoate
-
less than 40% inhibition at 0.001 mM, 100% inhibition at 0.5 mM
p-Hydroxymercuriphenyl sulfonate
-
2 mM, 20% inhibition of activity with ferricyanide
5-(N-ethyl-N-isopropyl) amiloride
-
IC50: above 0.001 mM, inhibition at 0.1 mM is 30% or less
5-(N-methyl-N-isobutyl)amiloride
-
0.1 mM, inhibition is 30% or less, enzyme NDH-2; IC50: 0.045 mM
AMP
-
10 mM, 98% inhibition in the reaction with 0.04 mM 2,6-dichlorophenolindophenol and 0.032 mM NADH, competitive
NAD+
halophilic bacterium
-
product inhibitor, competitive with NADH, non-competitive with 2,6-dichlorophenolindophenol
additional information
-
no inhibition by 0.1 mM 5-(N-ethyl-N-isopropyl) amiloride, enzyme NDH-2
-
additional information
-
no inhibition by 1 mM ZnSO4, MgSO4, CuSO4, MnSO4, EDTA or NaN3
-
additional information
-
no inhibition by rotenone, piericidin and pyridaben
-
additional information
-
activation by monovalent cations is due to increase of affinity of the enzyme for substrates
-
additional information
-
inhibitor screening using hydroxy-2-dodecyl-4-(1H)-quinolone as template, overview. Selection of 2-bisaryl 3-methyl quinolones
-
additional information
-
identification, design and biological evaluation of heterocyclic quinolones targeting Plasmodium falciparum type II NADH:quinone oxidoreductase, PfNDH2, overview
-
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ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
diphosphatidylglycerol
-
most effective lipid activator. Maximal activation at pH 7 and at 0°C
phosphatidylglycerol
-
most effective lipid activator. Maximal activation at pH 7 and 0°C
spermidine
-
enzyme optimally activated by phospholipids is additionally activated 2fold
Triton X-100
-
enzyme is inactive in absence of detergent or phospholipid. Triton X-100 gives optimal activity
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.0162
2,3-dimethoxy-5-methyl-1,4-benzoquinone
-
pH 6.0, room temperature
0.0648
ferrocenium hexafluorophosphate
cosubstrate: NADH, pH 7.4, temperature not specified in the publication
0.0175
oxidized 2,6-dichloroindophenol
cosubstrate: NADH, pH 7.4, temperature not specified in the publication
0.0337
Ubiquinone-10
cosubstrate: NADH, pH 7.4, temperature not specified in the publication
0.0481
1,4-benzoquinone
cosubstrate: NADPH, pH 7.4, temperature not specified in the publication
0.0565
1,4-benzoquinone
cosubstrate: NADH, pH 7.4, temperature not specified in the publication
0.0748
ferricyanide
cosubstrate: NADH, pH 7.4, temperature not specified in the publication
0.0968
ubiquinone-1
cosubstrate: NADH, pH 7.4, temperature not specified in the publication
0.112
ubiquinone-1
cosubstrate: NADPH, pH 7.4, temperature not specified in the publication
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TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
14.3
ferricyanide
Methanothermobacter marburgensis
D9PVS9
cosubstrate: NADH, pH 7.4, temperature not specified in the publication
11.2
ferrocenium hexafluorophosphate
Methanothermobacter marburgensis
D9PVS9
cosubstrate: NADH, pH 7.4, temperature not specified in the publication
4.95
oxidized 2,6-dichloroindophenol
Methanothermobacter marburgensis
D9PVS9
cosubstrate: NADH, pH 7.4, temperature not specified in the publication
6.86
Ubiquinone-10
Methanothermobacter marburgensis
D9PVS9
cosubstrate: NADH, pH 7.4, temperature not specified in the publication
6
1,4-benzoquinone
Methanothermobacter marburgensis
D9PVS9
cosubstrate: NADPH, pH 7.4, temperature not specified in the publication
9.74
1,4-benzoquinone
Methanothermobacter marburgensis
D9PVS9
cosubstrate: NADH, pH 7.4, temperature not specified in the publication
14.6
ubiquinone-1
Methanothermobacter marburgensis
D9PVS9
cosubstrate: NADPH, pH 7.4, temperature not specified in the publication
15.6
ubiquinone-1
Methanothermobacter marburgensis
D9PVS9
cosubstrate: NADH, pH 7.4, temperature not specified in the publication
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kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
191
ferricyanide
Methanothermobacter marburgensis
D9PVS9
cosubstrate: NADH, pH 7.4, temperature not specified in the publication
132
173
ferrocenium hexafluorophosphate
Methanothermobacter marburgensis
D9PVS9
cosubstrate: NADH, pH 7.4, temperature not specified in the publication
1702
283
oxidized 2,6-dichloroindophenol
Methanothermobacter marburgensis
D9PVS9
cosubstrate: NADH, pH 7.4, temperature not specified in the publication
2451
204
Ubiquinone-10
Methanothermobacter marburgensis
D9PVS9
cosubstrate: NADH, pH 7.4, temperature not specified in the publication
5628
125
1,4-benzoquinone
Methanothermobacter marburgensis
D9PVS9
cosubstrate: NADPH, pH 7.4, temperature not specified in the publication
315
172
1,4-benzoquinone
Methanothermobacter marburgensis
D9PVS9
cosubstrate: NADH, pH 7.4, temperature not specified in the publication
315
130
ubiquinone-1
Methanothermobacter marburgensis
D9PVS9
cosubstrate: NADPH, pH 7.4, temperature not specified in the publication
1150
161
ubiquinone-1
Methanothermobacter marburgensis
D9PVS9
cosubstrate: NADH, pH 7.4, temperature not specified in the publication
1150
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Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
9
ATP
-
inhibition of NADH-2,6-dichlorophenolindophenol reductase activity, membrane bound enzyme
0.7
ADP
-
inhibition of NADH-2,6-dichlorophenolindophenol reductase activity, membrane bound enzyme
1
ADP
-
inhibition of NADH-2,6-dichlorophenolindophenol reductase activity, purified enzyme
0.5
AMP
-
inhibition of NADH-2,6-dichlorophenolindophenol reductase activity, membrane bound enzyme
0.6
AMP
-
inhibition of NADH-2,6-dichlorophenolindophenol reductase activity, purified enzyme
0.02
NAD+
-
inhibition of-2,6-dichlorophenolindophenol reductase activity, purified enzyme
0.07
NAD+
-
inhibition of NADH-2,6-dichlorophenolindophenol reductase activity, membrane bound enzyme
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
IC50 VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.00067
1-hydroxy-2-methyl-3-[4-[4-(trifluoromethoxy)benzyl]phenyl]quinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.000403
1-hydroxy-2-[4-[4-(trifluoromethoxy)benzyl]phenyl]quinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.000217
1-hydroxy-3-methyl-2-[4-[4-(trifluoromethoxy)benzyl]phenyl]quinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.000566
1-hydroxy-3-methyl-2-[4-[4-(trifluoromethoxy)phenoxy]phenyl]quinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.000213
2-(2',4'-difluorobiphenyl-4-yl)-3-methylquinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.000471
2-(2'-fluorobiphenyl-4-yl)-3-methylquinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.000355
2-(3-[4-[2-(diethylnitroryl)ethoxy]benzyl]phenyl)-3-methylquinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.000719
2-(3-[4-[2-(diethylnitroryl)ethoxy]phenoxy]phenyl)-3-methylquinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.000416
2-(4-benzylphenyl)-3-methylquinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.001
2-(4-bromophenyl)-3-methyl-1,8-naphthyridin-4(1H)-one
Plasmodium falciparum
-
above, pH and temperature not specified in the publication
0.001
2-(4-hydroxyphenyl)quinolin-4(1H)-one
Plasmodium falciparum
-
above, pH and temperature not specified in the publicationabove
0.001
2-(4-methoxyphenyl)-3-methyl-1,8-naphthyridin-4(1H)-one
Plasmodium falciparum
-
above, pH and temperature not specified in the publication
0.001
2-(4-methoxyphenyl)quinolin-4(1H)-one
Plasmodium falciparum
-
above, pH and temperature not specified in the publication
0.001
2-(4-[4-[2-(diethylnitroryl)ethoxy]phenoxy]phenyl)-3-methylquinolin-4(1H)-one
Plasmodium falciparum
-
above, pH and temperature not specified in the publication
0.000091
2-(hydroxymethyl)-3-[4-[4-(trifluoromethoxy)phenoxy]phenyl]quinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.000036
2-methyl-3-[4-[4-(trifluoromethoxy)benzyl]phenyl]quinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.00001
2-methyl-3-[4-[4-(trifluoromethoxy)phenoxy]phenyl]quinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.00094
2-[3,5-difluoro-4'-(trifluoromethoxy)biphenyl-4-yl]-3-methylquinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.000797
2-[4-(4-chlorophenoxy)phenyl]-3-methylquinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.000273
2-[4-(4-fluorobenzyl)phenyl]-3-methylquinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.000577
2-[4-(4-methoxybenzyl)phenyl]-3-methylquinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.000675
2-[4-(trifluoromethoxy)phenyl]quinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.000579
2-[4-(trifluoromethyl)phenyl]quinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.000251
2-[4-[4-(trifluoromethoxy)benzyl]phenyl]quinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.000219
2-[6-(2,4-difluorophenyl)pyridin-3-yl]-3-methylquinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.000151
2-[6-(3-fluorophenyl)pyridin-3-yl]-3-methylquinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.001
2-[6-(3-hydroxyphenyl)pyridin-3-yl]-3-methylquinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.000556
2-[6-(3-methoxyphenyl)pyridin-3-yl]-3-methylquinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.001
2-[6-(4-hydroxyphenyl)pyridin-3-yl]-3-methylquinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.000162
3-(hydroxymethyl)-2-[4'-(trifluoromethoxy)biphenyl-4-yl]quinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.000103
3-(hydroxymethyl)-2-[6-[4-(trifluoromethoxy)phenyl]pyridin-3-yl]quinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.00056
3-chloro-2-(4-methoxyphenyl)quinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.000513
3-chloro-2-[4-(trifluoromethoxy)phenyl]quinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.000328
3-chloro-2-[4-[4-(trifluoromethoxy)benzyl]phenyl]quinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.000093
3-methoxy-2-[6-[4-(trifluoromethoxy)phenyl]pyridin-3-yl]quinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.000096
3-methyl-2-[2'-(trifluoromethyl)biphenyl-4-yl]quinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.000065
3-methyl-2-[3-[4-(trifluoromethoxy)benzyl]phenyl]quinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.000059
3-methyl-2-[4'-(trifluoromethoxy)biphenyl-4-yl]quinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.001
3-methyl-2-[4-(trifluoromethoxy)phenyl]-1,8-naphthyridin-4(1H)-one
Plasmodium falciparum
-
above, pH and temperature not specified in the publication
0.001
3-methyl-2-[4-(trifluoromethoxy)phenyl]quinolin-4(1H)-one
Plasmodium falciparum
-
above, pH and temperature not specified in the publication
0.001
3-methyl-2-[4-(trifluoromethyl)phenyl]-1,8-naphthyridin-4(1H)-one
Plasmodium falciparum
-
above, pH and temperature not specified in the publication
0.000752
3-methyl-2-[4-(trifluoromethyl)phenyl]quinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.00188
3-methyl-2-[4-[4-(trifluoromethoxy)benzyl]phenyl]-1,8-naphthyridin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.000178
3-methyl-2-[4-[4-(trifluoromethoxy)benzyl]phenyl]-6-(trifluoromethyl)quinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.000122
3-methyl-2-[4-[4-(trifluoromethoxy)benzyl]phenyl]quinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.000092
3-methyl-2-[4-[4-(trifluoromethoxy)phenoxy]phenyl]quinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.000109
3-methyl-2-[6-[3-(trifluoromethyl)phenyl]pyridin-3-yl]quinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.001
3-methyl-2-[6-[4-(trifluoromethoxy)phenyl]pyridin-3-yl]-6-(trifluoromethyl)quinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.001
3-methyl-2-[6-[4-(trifluoromethoxy)phenyl]pyridin-3-yl]-7-(trifluoromethyl)quinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.000054
3-methyl-2-[6-[4-(trifluoromethoxy)phenyl]pyridin-3-yl]quinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.000102
3-methyl-2-[6-[4-(trifluoromethyl)phenyl]pyridin-3-yl]quinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.001
3-methyl-6-(methylsulfonyl)-2-[6-[4-(trifluoromethoxy)phenyl]pyridin-3-yl]quinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.001
3-methyl-7-(trifluoromethoxy)-2-[6-[4-(trifluoromethoxy)phenyl]pyridin-3-yl]quinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.000797
3-[4-[4-(trifluoromethoxy)phenoxy]phenyl]quinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.001
5-hydroxy-3-methyl-2-[6-[4-(trifluoromethoxy)phenyl]pyridin-3-yl]quinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.001
5-methoxy-3-methyl-2-[6-[4-(trifluoromethoxy)phenyl]pyridin-3-yl]quinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.000626
6,7-difluoro-2-[4-[4-(trifluoromethoxy)benzyl]phenyl]quinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.000207
6,7-difluoro-3-methyl-2-[4-[4-(trifluoromethoxy)benzyl]phenyl]quinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.000344
6,7-difluoro-3-methyl-2-[6-[4-(trifluoromethoxy)phenyl]pyridin-3-yl]quinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.000286
6,8-difluoro-3-methyl-2-[6-[4-(trifluoromethoxy)phenyl]pyridin-3-yl]quinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.001
6-chloro-1-hydroxy-3-methyl-2-[4-[4-(trifluoromethoxy)benzyl]phenyl]quinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.000552
6-chloro-2-[3-(4-fluorobenzyl)phenyl]-3-methylquinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.00033
6-chloro-3-(hydroxymethyl)-2-[4-[4-(trifluoromethoxy)benzyl]phenyl]quinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.000094
6-chloro-3-methyl-2-[3-[4-(trifluoromethoxy)benzyl]phenyl]quinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.000274
6-chloro-3-methyl-2-[4-[4-(trifluoromethoxy)phenoxy]phenyl]quinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.000373
6-chloro-3-methyl-2-[6-[4-(trifluoromethoxy)phenyl]pyridin-3-yl]quinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.00039
6-chloro-7-fluoro-3-methyl-2-[6-[4-(trifluoromethoxy)phenyl]pyridin-3-yl]quinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.000191
6-fluoro-3-methyl-2-[4-[4-(trifluoromethoxy)benzyl]phenyl]quinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.000075
6-fluoro-3-methyl-2-[6-[4-(trifluoromethoxy)phenyl]pyridin-3-yl]quinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.000202
6-hydroxy-3-methyl-2-[6-[4-(trifluoromethoxy)phenyl]pyridin-3-yl]quinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.000031
7-chloro-3-methyl-2-[3-[4-(trifluoromethoxy)benzyl]phenyl]quinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.000298
7-chloro-3-methyl-2-[6-[4-(trifluoromethoxy)phenyl]pyridin-3-yl]quinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.00039
7-chloro-6-fluoro-3-methyl-2-[6-[4-(trifluoromethoxy)phenyl]pyridin-3-yl]quinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.00028
7-hydroxy-3-methyl-2-[6-[4-(trifluoromethoxy)phenyl]pyridin-3-yl]quinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.001
7-methoxy-3-methyl-2-[6-[4-(trifluoromethoxy)phenyl]pyridin-3-yl]quinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.001
8-methoxy-3-methyl-2-[6-[4-(trifluoromethoxy)phenyl]pyridin-3-yl]quinolin-4(1H)-one
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.00022
ethyl 2-(4'-chlorobiphenyl-4-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylate
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.000224
ethyl 2-methyl-3-[4-[4-(trifluoromethoxy)benzyl]phenyl]quinolin-4-yl carbonate
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.0000068
ethyl 3-methyl-2-[4-[4-(trifluoromethoxy)benzyl]phenyl]quinolin-4-yl carbonate
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.000406
ethyl 3-methyl-2-[4-[4-(trifluoromethoxy)phenoxy]phenyl]quinolin-4-yl carbonate
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.000347
ethyl 4-oxo-2-[4'-(trifluoromethoxy)biphenyl-4-yl]-1,4-dihydroquinoline-3-carboxylate
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.000987
ethyl 4-oxo-2-[6-[4-(trifluoromethoxy)phenyl]pyridin-3-yl]-1,4-dihydroquinoline-3-carboxylate
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.0014
methyl 4-oxo-2-[4-[4-(trifluoromethoxy)benzyl]phenyl]-1,4-dihydroquinoline-3-carboxylate
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.000092
methyl 6-chloro-4-oxo-2-[4-[4-(trifluoromethoxy)benzyl]phenyl]-1,4-dihydroquinoline-3-carboxylate
Plasmodium falciparum
-
pH and temperature not specified in the publication
0.001
5-(N-ethyl-N-isopropyl) amiloride
Bacillus subtilis
-
IC50: above 0.001 mM, inhibition at 0.1 mM is 30% or less
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SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
additional information
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pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
7.5
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pH RANGE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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pI VALUE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
SOURCE
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LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY
GeneOntology No.
LITERATURE
SOURCE
-
the Nqo11 subunit has three transmembrane segments and its C-terminus protrudes into the cytoplasmic phase
transmembrane topology of the NuoL, M and N subunits
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PDB
SCOP
CATH
ORGANISM
UNIPROT
Thermus thermophilus (strain HB8 / ATCC 27634 / DSM 579)
Thermus thermophilus (strain HB8 / ATCC 27634 / DSM 579)
Thermus thermophilus (strain HB8 / ATCC 27634 / DSM 579)
Thermus thermophilus (strain HB8 / ATCC 27634 / DSM 579)
Thermus thermophilus (strain HB8 / ATCC 27634 / DSM 579)
Thermus thermophilus (strain HB8 / ATCC 27634 / DSM 579)
Thermus thermophilus (strain HB8 / ATCC 27634 / DSM 579)
Thermus thermophilus (strain HB8 / ATCC 27634 / DSM 579)
Thermus thermophilus (strain HB8 / ATCC 27634 / DSM 579)
Thermus thermophilus (strain HB8 / ATCC 27634 / DSM 579)
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MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
22000
38000
50000
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SUBUNITS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
dimer
monomer
additional information
dimer
2 * 24000, SDS-PAGE; the crystal structure of the enzyme features a homodimeric enzyme where each monomer adopts the flavodoxin-like alpha/beta fold
dimer
-
2 * 24000, SDS-PAGE; the crystal structure of the enzyme features a homodimeric enzyme where each monomer adopts the flavodoxin-like alpha/beta fold
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additional information
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the membrane domain Nqo10 subunit consists of five transmembrane segments with the N- and C-terminal regions facing the periplasmic and cytoplasmic sides of the membrane. Topological model for the Nqo10 subunit
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Crystallization/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
sitting-drop vapor diffusion, Structures of WrbA in complex with benzoquinone and NADH suggest a sequential binding mechanism for both molecules in the catalytic cycle
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to 3.3 A resolution, orthorhombic space group P212121, with unit-cell parameters a = 81.8, b = 86.0, c = 269.9 A
-
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TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
40
-
40 min, 90% loss of the activity with ferricyanide
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GENERAL STABILITY
ORGANISM
UNIPROT
LITERATURE
activated complex prepared with diphosphatidylglycerol is stable, activated complex prepared with phosphatidylglycerol loses activity rapidly
-
in presence of 100 mM NaCl, immediate and exponential loss of activity. In presence of 250 mM NaCl stable for about 30 min before the loss of activity becomes exponential. In presence of 500 mM NaCl the enzyme is stable during 150 min
halophilic bacterium
-
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STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
-20°C, phosphate buffer, pH 6, loss of activity within several days
-20°C, sodium citrate buffer, pH 6, 20% v/v ethylene glycol, stable
-20°C, sodium citrate buffer, pH 6, loss of activity within several days
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Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
DEAE-Toyopearl column chromatography and Heparin-Sepharose column chromatography
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partial, using dialysis and column chromatography on DEAE-Sepharose and Phenyl-Sepharose
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Talon resin column chromatography
using 1% Triton X-100 treatment, ammonium sulfate precipitation, sucrose density gradient and column chromatography on DEAE-cellulose
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using ammonium sulfate treatment, pH adjustment to 5, centrifugation, adjustement of the supernatant solution to pH 6, protamine-CHCl3 treatment, column chromatography on DEAE-Sephadex and second ammonium sulfate treatment
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using column chromatography on Phenyl-Sepharose, hydroxyapatite, DEAE-Sepharose and Superdex 200
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Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
characterization of the gene that encodes the enzyme, the gene has substancial similarity to NAD(P)H:quinone reductase genes from other fungi
expressed in Escherichia coli NADH dehydrogenase knockout strain ANN0222
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overexpression of membrane domain Nqo10 subunit in Escherichia coli
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overexpression of the Nqo11 subunit in membrane section of Escherichia coli using the maltose-binding protein fusion system
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the Nqo3 fragment containing the CXXCXXXCX27C motif is heterologously overexpressed, using a glutathione S-transferase fusion system
-
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EXPRESSION
ORGANISM
UNIPROT
LITERATURE
2-alkyl-1,4-quinone structure with C-3 unsubstituted or substituted with Br is critical as a common inductive signal by quinone derivatives. Slight inductive activity is shown by 2-methylene-4-butyrolactone, methylacrylate and methyl vinyl ketone
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ENGINEERING
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
D135A
-
NuoM-subunit mutant, deamino-NADH oxidase activity is 44% of wild-type activity, deamino-NADH/2,3-dimethoxy-5-methyl-6-decyl-1,4-benzoquinone reductase activity is 44% of wild-type activity, deamino-NADH/K3Fe(CN)6 reductase activity is 80% of wild-type activity
D135E
-
NuoM-subunit mutant, deamino-NADH oxidase activity is 87% of wild-type activity, deamino-NADH/2,3-dimethoxy-5-methyl-6-decyl-1,4-benzoquinone reductase activity is 91% of wild-type activity, deamino-NADH/K3Fe(CN)6 reductase activity is 93% of wild-type activity
D135N
-
NuoM-subunit mutant, deamino-NADH oxidase activity is 78% of wild-type activity, deamino-NADH/2,3-dimethoxy-5-methyl-6-decyl-1,4-benzoquinone reductase activity is 78% of wild-type activity, deamino-NADH/K3Fe(CN)6 reductase activity is 86% of wild-type activity
D79A
-
mutation partially suppresses deamino-NADH-quinone reductase activity. In terms of immunochemical and NADH dehydrogenase activity-staining analysis the mutant is similar to the wild-type enzyme suggesting that the mutation does not significantly affect the assembly of the peripheral subunits in situ
D79N
-
mutation partially suppresses deamino-NADH-quinone reductase activity. In terms of immunochemical and NADH dehydrogenase activity-staining analysis the mutant is similar to the wild-type enzyme suggesting that the mutation does not significantly affect the assembly of the peripheral subunits in situ
D79N/E81Q
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almost complete loss of energy-transducing activities, does not display any loss of deamino-NADH-K3Fe(CN)6 reductase activity
D84A
-
NuoM-subunit mutant, deamino-NADH oxidase activity is 83% of wild-type activity, deamino-NADH/2,3-dimethoxy-5-methyl-6-decyl-1,4-benzoquinone reductase activity is 94% of wild-type activity, deamino-NADH/K3Fe(CN)6 reductase activity is 92% of wild-type activity
D84N
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NuoM-subunit mutant, deamino-NADH oxidase activity is 89% of wild-type activity, deamino-NADH/2,3-dimethoxy-5-methyl-6-decyl-1,4-benzoquinone reductase activity is 83% of wild-type activity, deamino-NADH/K3Fe(CN)6 reductase activity is 97% of wild-type activity
E144A
-
NuoM-subunit mutant, deamino-NADH oxidase activity is 2% of wild-type activity, deamino-NADH/2,3-dimethoxy-5-methyl-6-decyl-1,4-benzoquinone reductase activity is 10% of wild-type activity, deamino-NADH/K3Fe(CN)6 reductase activity is 103% of wild-type activity
E144D
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NuoM-subunit mutant, deamino-NADH oxidase activity is 89% of wild-type activity, deamino-NADH/2,3-dimethoxy-5-methyl-6-decyl-1,4-benzoquinone reductase activity is 97% of wild-type activity, deamino-NADH/K3Fe(CN)6 reductase activity is 100% of wild-type activity
E144Q
-
NuoM-subunit mutant, deamino-NADH oxidase activity is 2% of wild-type activity, deamino-NADH/2,3-dimethoxy-5-methyl-6-decyl-1,4-benzoquinone reductase activity is 2% of wild-type activity, deamino-NADH/K3Fe(CN)6 reductase activity is 98% of wild-type activity
E51A
-
mutation partially suppresses deamino-NADH-quinone reductase activity. In terms of immunochemical and NADH dehydrogenase activity-staining analysis the mutant is similar to the wild-type enzyme suggesting that the mutation does not significantly affect the assembly of the peripheral subunits in situ
E81A
-
mutation partially suppresses deamino-NADH-quinone reductase activity. In terms of immunochemical and NADH dehydrogenase activity-staining analysis the mutant is similar to the wild-type enzyme suggesting that the mutation does not significantly affect the assembly of the peripheral subunits in situ
E81Q
-
mutation partially suppresses deamino-NADH-quinone reductase activity
H196A
-
NuoM-subunit mutant, deamino-NADH oxidase activity is 79% of wild-type activity, deamino-NADH/2,3-dimethoxy-5-methyl-6-decyl-1,4-benzoquinone reductase activity is 87% of wild-type activity, deamino-NADH/K3Fe(CN)6 reductase activity is 99% of wild-type activity
H241A
-
NuoM-subunit mutant, deamino-NADH oxidase activity is 88% of wild-type activity, deamino-NADH/2,3-dimethoxy-5-methyl-6-decyl-1,4-benzoquinone reductase activity is 87% of wild-type activity, deamino-NADH/K3Fe(CN)6 reductase activity is 90% of wild-type activity
H322A
-
NuoM-subunit mutant, deamino-NADH oxidase activity is 100% of wild-type activity, deamino-NADH/2,3-dimethoxy-5-methyl-6-decyl-1,4-benzoquinone reductase activity is 94% of wild-type activity, deamino-NADH/K3Fe(CN)6 reductase activity is 99% of wild-type activity
H348A
-
NuoM-subunit mutant, deamino-NADH oxidase activity is 92% of wild-type activity, deamino-NADH/2,3-dimethoxy-5-methyl-6-decyl-1,4-benzoquinone reductase activity is 98% of wild-type activity, deamino-NADH/K3Fe(CN)6 reductase activity is 100% of wild-type activity
K234A
-
NuoM-subunit mutant, deamino-NADH oxidase activity is 8% of wild-type activity, deamino-NADH/2,3-dimethoxy-5-methyl-6-decyl-1,4-benzoquinone reductase activity is 16% of wild-type activity, deamino-NADH/K3Fe(CN)6 reductase activity is 91% of wild-type activity
K265A
-
NuoM-subunit mutant, deamino-NADH oxidase activity is 35% of wild-type activity, deamino-NADH/2,3-dimethoxy-5-methyl-6-decyl-1,4-benzoquinone reductase activity is 30% of wild-type activity, deamino-NADH/K3Fe(CN)6 reductase activity is 96% of wild-type activity
K46A
-
mutation scarcely inhibits deamino-NADH-quinone reductase activity. In terms of immunochemical and NADH dehydrogenase activity-staining analysis the mutant is similar to the wild-type enzyme suggesting that the mutation does not significantly affect the assembly of the peripheral subunits in situ
P245A
-
NuoM-subunit mutant, deamino-NADH oxidase activity is 102% of wild-type activity, deamino-NADH/2,3-dimethoxy-5-methyl-6-decyl-1,4-benzoquinone reductase activity is 99% of wild-type activity, deamino-NADH/K3Fe(CN)6 reductase activity is 100% of wild-type activity
R273A
-
NuoM-subunit mutant, deamino-NADH oxidase activity is 92% of wild-type activity, deamino-NADH/2,3-dimethoxy-5-methyl-6-decyl-1,4-benzoquinone reductase activity is 97% of wild-type activity, deamino-NADH/K3Fe(CN)6 reductase activity is 105% of wild-type activity
R365A
-
NuoM-subunit mutant, deamino-NADH oxidase activity is 87% of wild-type activity, deamino-NADH/2,3-dimethoxy-5-methyl-6-decyl-1,4-benzoquinone reductase activity is 85% of wild-type activity, deamino-NADH/K3Fe(CN)6 reductase activity is 92% of wild-type activity
R369H
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NuoM-subunit mutant, deamino-NADH oxidase activity is 63% of wild-type activity, deamino-NADH/2,3-dimethoxy-5-methyl-6-decyl-1,4-benzoquinone reductase activity is 68% of wild-type activity, deamino-NADH/K3Fe(CN)6 reductase activity is 94% of wild-type activity
W243A
-
NuoM-subunit mutant, deamino-NADH oxidase activity is 103% of wild-type activity, deamino-NADH/2,3-dimethoxy-5-methyl-6-decyl-1,4-benzoquinone reductase activity is 98% of wild-type activity, deamino-NADH/K3Fe(CN)6 reductase activity is 97% of wild-type activity
W243Y
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NuoM-subunit mutant, deamino-NADH oxidase activity is 104% of wild-type activity, deamino-NADH/2,3-dimethoxy-5-methyl-6-decyl-1,4-benzoquinone reductase activity is 104% of wild-type activity, deamino-NADH/K3Fe(CN)6 reductase activity is 108% of wild-type activity
Y435A
-
NuoM-subunit mutant, deamino-NADH oxidase activity is 99% of wild-type activity, deamino-NADH/2,3-dimethoxy-5-methyl-6-decyl-1,4-benzoquinone reductase activity is 102% of wild-type activity, deamino-NADH/K3Fe(CN)6 reductase activity is 94% of wild-type activity
A49C
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Escherichia coli cells expression the Nqo10 mutant protein grow normally. The expression level and the subcellular distribution of the mutated MBP-fused Nqo10 subunit shows no substantial difference from those of the wild-type
E50C
-
Escherichia coli cells expression the Nqo10 mutant protein grow normally. The expression level and the subcellular distribution of the mutated MBP-fused Nqo10 subunit shows no substantial difference from those of the wild-type
G84C
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Escherichia coli cells expression the Nqo10 mutant protein grow normally. The expression level and the subcellular distribution of the mutated MBP-fused Nqo10 subunit shows no substantial difference from those of the wild-type
H168C
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Escherichia coli cells expression the Nqo10 mutant protein grow normally. The expression level and the subcellular distribution of the mutated MBP-fused Nqo10 subunit shows no substantial difference from those of the wild-type
M2C
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Escherichia coli cells expression the Nqo10 mutant protein grow normally. The expression level and the subcellular distribution of the mutated MBP-fused Nqo10 subunit shows no substantial difference from those of the wild-type
N25C
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Escherichia coli cells expression the Nqo10 mutant protein grow normally. The expression level and the subcellular distribution of the mutated MBP-fused Nqo10 subunit shows no substantial difference from those of the wild-type
R142C
-
Escherichia coli cells expression the Nqo10 mutant protein grow normally. The expression level and the subcellular distribution of the mutated MBP-fused Nqo10 subunit shows no substantial difference from those of the wild-type
S114C
-
Escherichia coli cells expression the Nqo10 mutant protein grow normally. The expression level and the subcellular distribution of the mutated MBP-fused Nqo10 subunit shows no substantial difference from those of the wild-type
W182C
-
Escherichia coli cells expression the Nqo10 mutant protein grow normally. The expression level and the subcellular distribution of the mutated MBP-fused Nqo10 subunit shows no substantial difference from those of the wild-type
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APPLICATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
analysis
analysis
-
addition of the type 2 NADH:quinone oxidoreductase complex along with NADH to enzyme assay of methane monooxygenase with duroquinol increases the activity of purified preparations nby maintaining a high duroquinol/duroquinone ratio
analysis
-
addition of the type 2 NADH:quinone oxidoreductase complex along with NADH to enzyme assay of methane monooxygenase with duroquinol increases the activity of purified preparations nby maintaining a high duroquinol/duroquinone ratio
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LINKS TO OTHER DATABASES (specific for EC-Number 1.6.5.11)
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