Ligand phenazine methosulfate

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Basic Ligand Information

Molecular Structure
Picture of phenazine methosulfate (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C14H15N2O4S
phenazine methosulfate
RXGJTUSBYWCRBK-UHFFFAOYSA-M
Synonyms:
5-methylphenazinium methyl sulfate, N-methylphenazonium methylsulfate, oxidized N-methylphenazonium methyl sulfate, oxidized phenazine methosulphate, phenazine metho-sulfate, 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
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Substrate in Enzyme-catalyzed Reactions (195 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
L-fucose + phenazine methosulfate = 2-dehydro-L-fucose + reduced phenazine methosulfate
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vanillyl alcohol + phenazine methosulfate = vanillin + reduced phenazine methosulfate
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beta-D-glucose + phenazine methosulfate = D-glucono-1,5-lactone + ?
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(R)-lactate + phenazine methosulfate = pyruvate + reduced phenazine methosulfate
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D-glucose + phenazine methosulfate = D-glucono-1,5-lactone + reduced phenazine methosulfate
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D-fructose + phenazine methosulfate = 5-dehydro-D-fructose + ?
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D-lactate + phenazine methosulfate = ?
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D-sorbitol + phenazine methosulfate = ?
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glycerol + phenazine methosulfate = glycerone + reduced phenazine methosulfate
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(R)-Pantolactone + phenazine methosulfate = 2-Dehydropantonolactone + reduced phenazine methosulfate
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D-gluconate + phenazine methosulfate = 2-oxogluconate + ?
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L-sorbose + phenazine methosulfate = L-sorbosone + reduced phenazine methosulfate
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2-dehydro-D-gluconate + phenazine methosulfate = 2,5-didehydro-D-gluconate + ?
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4-pyridoxate + phenazine methosulfate = 5-formyl-3-hydroxy-2-methylpyridine-4-carboxylate + reduced phenazine methosulfate
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H2 + phenazine methosulfate = H+ + reduced phenazine methosulfate
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nicotinate + H2O + phenazine methosulfate = 6-hydroxynicotinate + reduced phenazine methosulfate
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formate + phenazine methosulfate = CO2 + reduced phenazine methosulfate
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(+)-pinoresinol + 2,6-dichlorophenolindophenol + phenazine methosulfate + H2O = (+)-6-hydroxypinoresinol + reduced 2,6-dichlorophenolindophenol + ?
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ethylbenzene + H2O + phenazine methosulfate = (S)-1-phenylethanol + reduced phenazine methosulfate
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indole-3-acetaldehyde + phenazine methosulfate = indole-3-acetate + ?
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acetaldehyde + phenazine methosulfate = acetate + reduced phenazine methosulfate
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CO + H2O + phenazine methosulfate = CO2 + reduced phenazine methosulfate
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L-galactono-1,4-lactone + phenazine methosulfate = L-ascorbate + reduced phenazine methosulfate
show the reaction diagram
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isovaleryl-CoA + phenazine methosulfate = 3-methylcrotonyl-CoA + reduced phenazine methosulfate
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isovaleryl-CoA + phenazine methosulfate = ?
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glutaryl-CoA + phenazine methosulfate = crotonyl-CoA + CO2 + reduced phenazine methosulfate
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phenazine methosulfate + H2O + 2,6-dichlorophenol indophenol = ? + NH3 + reduced 2,6-dichlorophenol indophenol
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glycine + phenazine methosulfate = HCN + CO2 + ?
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sarcosine + H2O + phenazine methosulfate = glycine + formaldehyde + reduced phenazine methosulfate
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dimethylamine + H2O + phenazine methosulfate = methylamine + formaldehyde + reduced phenazine methosulfate
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sarcosine + H2O + phenazine methosulfate = glycine + formaldehyde + reduced phenazine methosulfate
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N-methylglutamate + phenazine methosulfate + H2O = L-glutamate + formaldehyde + reduced phenazine methosulfate
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N2O + phenazine methosulfate + H2O = NO + reduced phenazine methosulfate
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phenazine methosulfate + O2 + H+ = ?
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Product in Enzyme-catalyzed Reactions (12 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
acetaldehyde + reduced 2,6-dichlorophenolindophenol = ethanol + phenazine methosulfate
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fumarate + reduced phenazine methosulfate = succinate + phenazine methosulfate
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5beta-pregnan-3,20-dione + phenazine methosulfate = 4-pregnen-3,20-dione + reduced menazine methosulfate
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nitrite + reduced phenazine methosulphate = NH3 + oxidized phenazine methosulphate + H2O
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Enzyme Cofactor/Cosubstrate (17 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
suitable as electron acceptor
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can substitute for cytochrome c
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mediates reduction of 2,6-dichlorophenol-indophenol
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acts in vitro as acceptor together with 2,6-dichlorophenolindophenol, linked to electron-transport chain of the organism
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phenazine methosulfate-requiring enzyme
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artificial electron carrier
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with NADH
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Activator in Enzyme-catalyzed Reactions (8 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
under aerobic conditions activity enhancement, under anaerobic conditions electron acceptor
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stimulates
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the in vitro enzymatic activity of AurF is best reconstituted in the presence of phenazine methosulfate and ascorbate
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after addition of an artificial electron acceptor such as phenazine methosulfate, PMS, the nicotinate hydroxylase activity is significantly increased
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Inhibitor in Enzyme-catalyzed Reactions (12 results)

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

kcat Value (Turnover Number) (6 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
64
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in the presence of L-galactono-1,4-lactone, in 50 mM sodium phosphate (pH 8.8), at 25°C
8.33
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with 2,6-dichlorophenolindophenol, pH 7.6, 30°C
77
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pH 7.6, 30°C
4.8
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3
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medium chain acyl-CoA dehydrogenase from kidney, terminal acceptor 2,6-dichlorphenol-indophenol
24.3
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ascorbate/phenazine methosulfate assay system

KM Value (47 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.043
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2.43
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pH 4.7
0.13
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0.0314
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0.15
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0.018
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dehydrogenation of alanine and propylamine
0.0056
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electron donor: xanthine
0.026
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wild type enzyme, in the presence of L-galactono-1,4-lactone, in 50 mM sodium phosphate (pH 8.8), at 25°C
0.33
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pH 7.6, 30°C
0.48
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1.67
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0.056
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1.67
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1.18
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1.25
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substrate: trimethylamine
0.17
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0.002
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References & Links

Links to other databases for phenazine methosulfate

ChEBI
PubChem
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PubChem