Ligand methyl viologen

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Basic Ligand Information

Molecular Structure
Picture of methyl viologen (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C12H14N2
methyl viologen
INFDPOAKFNIJBF-UHFFFAOYSA-N
Synonyms:
methylviologen, oxidized methyl viologen, oxidized methylviologen, paraquat, paraquat radical, paraquat[side 1], paraquat[side 2]

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (3 results)

EC NUMBER
LITERATURE
REACTION DIAGRAM
PROVEN IN VIVO REACTION
ENZYME 3D STRUCTURE
show the reaction diagram
H2 + oxidized methyl viologen = H+ + reduced methyl viologen
-
show the reaction diagram
H2 + oxidized methyl viologen = reduced methyl viologen
-
show the reaction diagram
paraquat + NADPH = ?
-

In Vivo Product in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
LITERATURE
REACTION DIAGRAM
PROVEN IN VIVO REACTION
ENZYME 3D STRUCTURE
-
show the reaction diagram
urocanate + reduced methyl viologen + H+ = dihydrourocanate + methyl viologen
-
-
show the reaction diagram
nitrous oxide + reduced methyl viologen = nitrogen + H2O + methyl viologen
-

Substrate in Enzyme-catalyzed Reactions (117 results)

EC NUMBER
LITERATURE
REACTION DIAGRAM
REACTION
ENZYME 3D STRUCTURE
show the reaction diagram
oxidized methyl viologen + reduced coenzyme F420 = reduced methyl viologen + oxidized coenzyme F420
-
show the reaction diagram
H2 + oxidized methyl viologen = H+ + reduced methyl viologen
-
show the reaction diagram
H2 + oxidized methyl viologen = reduced methyl viologen
-
show the reaction diagram
H2 + methyl viologen = H2S + reduced methyl viologen
-
show the reaction diagram
formate + methyl viologen = CO2 + reduced methyl viologen
-
show the reaction diagram
formate + methyl viologen = CO2 + reduced methyl viologen
-
show the reaction diagram
formate + oxidized methyl viologen = CO2 + reduced methyl viologen
-
show the reaction diagram
formate + methyl viologen = CO2 + reduced methyl viologen
-
show the reaction diagram
methyl viologen + NADH = reduced methyl viologen + NAD+ + H+
-
show the reaction diagram
pyruvate + CoA + methyl viologen = acetyl-CoA + CO2 + reduced methyl viologen
-
show the reaction diagram
phenylglyoxylate + methyl viologen + CoA-SH = benzoyl-S-CoA + CO2 + reduced methyl viologen
-
show the reaction diagram
CO + methyl viologen + H2O = CO2 + reduced methylene blue
-
show the reaction diagram
2-oxoglutarate + CoA + oxidized methyl viologen = succinyl-CoA + CO2 + reduced methyl viologen
-
show the reaction diagram
D-glyceraldehyde-3-phosphate + H2O + oxidized methyl viologen = 3-phospho-D-glycerate + reduced methyl viologen + H+
-
show the reaction diagram
hexanal + H2O + oxidized methyl viologen = hexanoate + reduced methyl viologen + H+
-
show the reaction diagram
arsenate + methyl viologen = arsenite + oxidized methyl viologen
-
show the reaction diagram
NADH + H+ + methylviologen = NAD+ + reduced methylviologen
-
show the reaction diagram
reduced coenzyme F420 + methyl viologen = ?
-
show the reaction diagram
paraquat + NADPH = ?
-
show the reaction diagram
hydroxylamine + methyl viologen = NH3 + H2O + ?
-
show the reaction diagram
nitrite + methyl viologen = NO + oxidized methyl viologen + H2O
-
show the reaction diagram
trimethylamine N-oxide + oxidized methyl viologen + H+ = trimethylamine + reduced methyl viologen + H2O
-
show the reaction diagram
hydroxylamine + H2O + methylviologen = NO + reduced methylviologen + 2 H+
-
show the reaction diagram
dimethylsulfide + H2O + oxidized methyl viologen = dimethylsulfoxide + reduced methyl viologen
-
show the reaction diagram
oxidized methyl viologen + CoB + CoM = reduced methyl viologen + CoM-S-S-CoB + H+
-
show the reaction diagram
H2 + oxidized methyl viologen + CoM-S-S-CoB = reduced methyl viologen + CoB + CoM + H+
-
show the reaction diagram
nitrite + methyl viologen = nitrate + oxidized methyl viologen
-
show the reaction diagram
thiosulfate + methylviologen = sulfide + ?
-
show the reaction diagram
ATP + H2O + paraquat[side 1] = ADP + phosphate + paraquat[side 2]
-

Product in Enzyme-catalyzed Reactions (130 results)

EC NUMBER
LITERATURE
REACTION DIAGRAM
REACTION
ENZYME 3D STRUCTURE
-
show the reaction diagram
H+ + reduced methyl viologen = H2 + oxidized methyl viologen
-
-
show the reaction diagram
H+ + reduced methyl viologen = H2 + oxidized methyl viologen
-
-
show the reaction diagram
formate + reduced methyl viologen = CO2 + oxidized methyl viologen
-
-
show the reaction diagram
CO2 + reduced methyl viologen = formate + methyl viologen
-
-
show the reaction diagram
epoxyqueuosine34 in tRNA + reduced methyl viologen = queuosine34 in tRNA + methyl viologen + H2O
-
-
show the reaction diagram
H2 + reduced methyl viologen = methyl viologen
-
show the reaction diagram
acetate + H+ + reduced methyl viologen = acetaldehyde + H2O + oxidized methyl viologen
-
-
show the reaction diagram
arsenate + methyl viologen = arsenite + oxidized methyl viologen
-
-
show the reaction diagram
6-hydroxynicotinate + reduced methyl viologen = 6-oxo-1,4,5,6-tetrahydronicotinate + oxidized methyl viologen
-
-
show the reaction diagram
urocanate + reduced methyl viologen + H+ = dihydrourocanate + methyl viologen
-
-
show the reaction diagram
nitrate + reduced methyl viologen = nitrite + methyl viologen
-
-
show the reaction diagram
oxidized coenzyme F420 + reduced methyl viologen = reduced coenzyme F420 + oxidized methyl viologen
-
-
show the reaction diagram
reduced methyl viologen + nitrate = methyl viologen + nitrite
-
-
show the reaction diagram
nitrite + reduced methyl viologen = ammonia + oxidized methyl viologen
-
-
show the reaction diagram
reduced methyl viologen + nitrate = oxidized methyl viologen + nitrite + H2O
-
-
show the reaction diagram
nitrate + reduced methyl viologen = nitrite + oxidized methyl viologen
-
-
show the reaction diagram
nitrite + reduced methyl viologen = NH3 + oxidized methyl viologen + H2O
-
-
show the reaction diagram
nitrate + reduced methyl viologen = nitrite + oxidized methyl viologen + H2O
-
-
show the reaction diagram
nitrite + reduced methyl viologen = NH3 + H2O + oxidized methyl viologen
-
-
show the reaction diagram
hydroxylamine + reduced methyl viologen = ammonia + oxidized methyl viologen
-
-
show the reaction diagram
NADP+ + reduced methyl viologen = NADPH + oxidized methyl viologen
-
-
show the reaction diagram
dimethyl sulfoxide + reduced methyl viologen + H2O = dimethyl sulfide + oxidized methyl viologen
-
-
show the reaction diagram
thiosulfate + reduced methyl viologen = sulfite + hydrogen sulfide + oxidized methyl viologen
-
-
show the reaction diagram
sulfite + reduced methyl viologen + H+ = hydrogen sulfide + oxidized methyl viologen + H2O
-
-
show the reaction diagram
sulfite + reduced methyl viologen = hydrogen sulfide + oxidized methyl viologen
-
-
show the reaction diagram
sulfite + a [DsrC protein]-dithiol + reduced methyl viologen = trithionate + a [DsrC protein]-disulfide + oxidized methyl viologen
-
-
show the reaction diagram
S-adenosyl-L-methionine + reduced methyl viologen + formate acetyltransferase-glycine = 5'-deoxyadenosine + methionine + methyl viologen + formate acetyltransferase-glycine-2-yl-radical
-
-
show the reaction diagram
ATP + H2O + paraquat[side 1] = ADP + phosphate + paraquat[side 2]
-

Enzyme Cofactor/Cosubstrate (4 results)

COMMENTARY
EC NUMBER
LITERATURE
ENZYME 3D STRUCTURE

Activator in Enzyme-catalyzed Reactions (14 results)

COMMENTARY
EC NUMBER
LITERATURE
ENZYME 3D STRUCTURE

Inhibitor in Enzyme-catalyzed Reactions (10 results)

COMMENTARY
EC NUMBER
LITERATURE
ENZYME 3D STRUCTURE
noncompetitive for F0
-
at micromolar concentrations
-
slightly inhibits
-
inactivation
-
ribulose-1,5-bisphosphate carboxylase/oxygenase large subunit is significantly decreased by the treatment with the herbicide
-

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (8 results)

COMMENTARY
EC NUMBER
LITERATURE
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
37°C, pH 8.3
9226
-
pH 7.2
725
-
pH 9
4000
-
pH 7.0, 30°C
20
-
pH 8.4, 85°C, with crotonaldehyde
62
-
with crotonaldehyde as cosubstrate, at 85°C
62
-

KM Value (63 results)

COMMENTARY
EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
LITERATURE
30°C, pH 8.5
0.0375
-
-
5.9
-
at pH 8.0
0.9
-
at pH 9.4
0.05
-
-
0.0052
-
hydrogen evolution, hydrogenase I
6.25
-
hydrogen oxidation
171
-
hydrogen oxidation, hydrogenase I
5
-
hydrogen oxidation, hydrogenase II
5.7
-
hydrogenase I, at pH 8.0 and 30°C
hydrogenase II, at pH 8.0 and 30°C
at 120 kPa H2
1
-
-
0.8
-
hydrogen evolution, hydrogenase II
0.31
-
pH 9
0.42
-
37°C, pH 8.3
0.0033
-
at pH 8.0, 80°C
5
-
pH 7.0, 30°C
12.5
-
purified enzyme
0.055
-
purified enzyme, at pH 8.0 and 30°C
0.055
-
cell free extract
0.17
-
cell-free extract, at pH 8.0 and 30°C
0.17
-
electron donor: xanthine
0.44
-
-
0.068
-
in 100 mM potassium phosphate buffer, pH 6.8, temperature not specified in the publication
2.33
-
pH 8.4, 80°C
0.14
-
methylviologen, tungsten-substituted molybdenum enzyme and non-substituted molybdenum enzyme
0.037
-
molybdenum enzyme
0.037
-
pH 7.0, 25°C
7.1
-
pH 8.4, 50°C
3.03
-
at 70°C
4
-
50°C, pH 8.4
3.03
-
pH 8.4, 85°C, with crotonaldehyde
2.9
-
3-methoxybenzoate, with reduced carbamoyl methyl viologen as cosubstrate
2.9
-
with crotonaldehyde as cosubstrate
2.9
-
at a tetrachloroethene concentration of 1 mM
pH 9.3, 40°C
0.007
-
with trimethylamine N-oxide, pH 6.9
0.15
-
40°C, pH 7.5
0.26
-

Ki Value (1 result)

COMMENTARY
EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
LITERATURE
-
20
-

References & Links

Links to other databases for methyl viologen

ChEBI
PubChem
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PubChem