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BRENDA support

Ligand 5-methylphenazinium methyl sulfate

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Basic Ligand Information

Molecular Structure
Picture of 5-methylphenazinium methyl sulfate (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C14H15N2O4S
5-methylphenazinium methyl sulfate
RXGJTUSBYWCRBK-UHFFFAOYSA-M
Synonyms:
N-methylphenazonium methylsulfate, oxidized N-methylphenazonium methyl sulfate, oxidized phenazine methosulphate, phenazine metho-sulfate, phenazine methosulfate, phenazinemethosulfate, reduced menazine methosulfate

Roles as Enzyme Ligand

In Vivo Product in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
(1R,2R)-(-)-2-(N-dichloroacetyl)-amino-1-(4-aminophenyl)-1,3-propanediol + reduced phenazine methosulfate + 2 O2 = chloramphenicol + phenazine methosulfate + 2 H2O
show the reaction diagram
-

Substrate in Enzyme-catalyzed Reactions (269 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
L-fucose + phenazine methosulfate = 2-dehydro-L-fucose + reduced phenazine methosulfate
show the reaction diagram
-
vanillyl alcohol + phenazine methosulfate = vanillin + reduced phenazine methosulfate
show the reaction diagram
-
beta-D-glucose + phenazine methosulfate = D-glucono-1,5-lactone + ?
show the reaction diagram
-
(R)-lactate + phenazine methosulfate = pyruvate + reduced phenazine methosulfate
show the reaction diagram
-
D-glucose + phenazine methosulfate = D-glucono-1,5-lactone + reduced phenazine methosulfate
show the reaction diagram
-
D-lactate + phenazine methosulfate = ?
show the reaction diagram
-
D-sorbitol + phenazine methosulfate = ?
show the reaction diagram
-
glycerol + phenazine methosulfate = glycerone + reduced phenazine methosulfate
show the reaction diagram
-
(R)-Pantolactone + phenazine methosulfate = 2-Dehydropantonolactone + reduced phenazine methosulfate
show the reaction diagram
-
D-gluconate + phenazine methosulfate = 2-oxogluconate + ?
show the reaction diagram
-
L-sorbose + phenazine methosulfate = L-sorbosone + reduced phenazine methosulfate
show the reaction diagram
-
2-dehydro-D-gluconate + phenazine methosulfate = 2,5-didehydro-D-gluconate + ?
show the reaction diagram
-
4-pyridoxate + phenazine methosulfate = 5-formyl-3-hydroxy-2-methylpyridine-4-carboxylate + reduced phenazine methosulfate
show the reaction diagram
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H2 + phenazine methosulfate = H+ + reduced phenazine methosulfate
show the reaction diagram
-
nicotinate + H2O + phenazine methosulfate = 6-hydroxynicotinate + reduced phenazine methosulfate
show the reaction diagram
-
formate + phenazine methosulfate = CO2 + reduced phenazine methosulfate
show the reaction diagram
-
(+)-pinoresinol + 2,6-dichlorophenolindophenol + phenazine methosulfate + H2O = (+)-6-hydroxypinoresinol + reduced 2,6-dichlorophenolindophenol + ?
show the reaction diagram
-
ethylbenzene + H2O + phenazine methosulfate = (S)-1-phenylethanol + reduced phenazine methosulfate
show the reaction diagram
-
indole-3-acetaldehyde + phenazine methosulfate = indole-3-acetate + ?
show the reaction diagram
-
acetaldehyde + phenazine methosulfate = acetate + reduced phenazine methosulfate
show the reaction diagram
-
CO + H2O + phenazine methosulfate = CO2 + reduced phenazine methosulfate
show the reaction diagram
-
L-galactono-1,4-lactone + phenazine methosulfate = L-ascorbate + reduced phenazine methosulfate
show the reaction diagram
-
isovaleryl-CoA + phenazine methosulfate = 3-methylcrotonyl-CoA + reduced phenazine methosulfate
show the reaction diagram
-
isovaleryl-CoA + phenazine methosulfate = ?
show the reaction diagram
-
glutaryl-CoA + phenazine methosulfate = crotonyl-CoA + CO2 + reduced phenazine methosulfate
show the reaction diagram
-
phenazine methosulfate + H2O + 2,6-dichlorophenol indophenol = ? + NH3 + reduced 2,6-dichlorophenol indophenol
show the reaction diagram
-
glycine + phenazine methosulfate = HCN + CO2 + ?
show the reaction diagram
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sarcosine + H2O + phenazine methosulfate = glycine + formaldehyde + reduced phenazine methosulfate
show the reaction diagram
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sarcosine + 5,6,7,8-tetrahydrofolate + phenazine methosulfate = ?
show the reaction diagram
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dimethylamine + H2O + phenazine methosulfate = methylamine + formaldehyde + reduced phenazine methosulfate
show the reaction diagram
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sarcosine + H2O + phenazine methosulfate = glycine + formaldehyde + reduced phenazine methosulfate
show the reaction diagram
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1-(6-hydroxypyridin-3-yl)-4-(methylamino)butan-1-one + phenazine methosulfate + H2O = 1-(2,6-dihydroxypyridin-3-yl)-4-(methylamino)butan-1-one + reduced phenazine methosulfate
show the reaction diagram
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N-methylglutamate + phenazine methosulfate + H2O = L-glutamate + formaldehyde + reduced phenazine methosulfate
show the reaction diagram
-
N2O + phenazine methosulfate + H2O = NO + reduced phenazine methosulfate
show the reaction diagram
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phenazine methosulfate + O2 + H+ = ?
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (13 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
fumarate + reduced phenazine methosulfate = succinate + phenazine methosulfate
show the reaction diagram
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5beta-pregnan-3,20-dione + phenazine methosulfate = 4-pregnen-3,20-dione + reduced menazine methosulfate
show the reaction diagram
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nitrite + reduced phenazine methosulphate = NH3 + oxidized phenazine methosulphate + H2O
show the reaction diagram
-

Enzyme Cofactor/Cosubstrate (21 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
suitable as electron acceptor
-
can substitute for cytochrome c
-
mediates reduction of 2,6-dichlorophenol-indophenol
-
acts in vitro as acceptor together with 2,6-dichlorophenolindophenol, linked to electron-transport chain of the organism
-
phenazine methosulfate-requiring enzyme
-
artificial electron carrier
-
PMS, an artificial electron acceptor
-
with NADH
-

Activator in Enzyme-catalyzed Reactions (8 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
under aerobic conditions activity enhancement, under anaerobic conditions electron acceptor
-
stimulates
-
the in vitro enzymatic activity of AurF is best reconstituted in the presence of phenazine methosulfate and ascorbate
-
after addition of an artificial electron acceptor such as phenazine methosulfate, PMS, the nicotinate hydroxylase activity is significantly increased
-

Inhibitor in Enzyme-catalyzed Reactions (12 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
complete inhibition
-
0.01-0.3 mg/ml
-
39% inhibition at 3 mM
-
at micromolar concentrations
-
1 mM, crude extract
-
39% inhibition at 3 mM
-
serves as electron acceptor, maximal activity at 2.4 mM. Above 2.4 mM inhibition
-
inhibitory above 0.1 mM
-
slight inhibition
-

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (6 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
64
-
in the presence of L-galactono-1,4-lactone, in 50 mM sodium phosphate (pH 8.8), at 25°C
4.8
-
-
3
-
medium chain acyl-CoA dehydrogenase from kidney, terminal acceptor 2,6-dichlorphenol-indophenol
24.3
-
ascorbate/phenazine methosulfate assay system

KM Value (48 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.043
-
-
2.43
-
pH 4.7
0.13
-
-
0.0314
-
-
0.15
-
-
0.018
-
dehydrogenation of alanine and propylamine
0.0056
-
electron donor: xanthine
0.026
-
wild type enzyme, in the presence of L-galactono-1,4-lactone, in 50 mM sodium phosphate (pH 8.8), at 25°C
0.48
-
-
1.67
-
-
0.056
-
-
1.67
-
-
1.67
-
at pH 7.7 and 37°C
1.18
-
-
1.25
-
substrate: trimethylamine
0.17
-
-
0.002
-
-

References & Links

Links to other databases for 5-methylphenazinium methyl sulfate

ChEBI
PubChem
ChEBI
PubChem