Ligand S-Methylglutathione

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Basic Ligand Information

Molecular Structure
Picture of S-Methylglutathione (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C11H19N3O6S
S-Methylglutathione
QTQDDTSVRVWHMO-BQBZGAKWSA-N
Synonyms:
gamma-Glu-S-methylcysteinyl-Gly, gamma-L-Glu-L-Cys(S-methyl)-Gly, L-gamma-glutamyl-S-methyl-L-cysteinylglycine, methylglutathione, S-methyl-glutathione, S-methyl-GSH, S-methyl glutathione, S-Methylglutathionine
Pathway Source
Pathways

Roles as Enzyme Ligand

Substrate in Enzyme-catalyzed Reactions (9 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
S-methyl-glutathione + ascorbate + O2 = S-methyl-gamma-Glu-Cys-NH2 + glyoxylate + dehydroascorbate + H2O
show the reaction diagram
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S-methylglutathione + O2 = ?
show the reaction diagram
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S-methylglutathione + [Glu(-Cys)]n-Gly = Gly + [Glu(-Cys)]n-Glu-S-methyl-Cys-Gly
show the reaction diagram
-
S-methylglutathione + H2O = S-methyl-L-cysteinylglycine + L-glutamate
show the reaction diagram
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S-methylglutathione + H2O + glycylglycine = ? + gamma-glutamyl-glycylglycine
show the reaction diagram
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gamma-L-Glu-L-Cys(S-methyl)-Gly + spermidine + ATP = N1-(gamma-L-Glu-L-Cys(S-methyl)-Gly)-spermidine + ADP + phosphate
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (4 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
methylcobalamin + [alkylcobalamin reductase] + glutathione = cob(I)alamin-[alkylcobalamin reductase] + S-methylglutathione
show the reaction diagram
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glutathione + 1-iodomethane = iodide + methylglutathione
show the reaction diagram
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Activator in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
supports transport of vincristine
-

Inhibitor in Enzyme-catalyzed Reactions (10 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE

3D Structure of Enzyme-Ligand-Complex (PDB) (2 results)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (1 result)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
8.8
-
-

KM Value (7 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.27
-
pH 6.0, 37°C
0.0182
-
in 100 mM Na2HPO4, 3.2 mM KCl, 1.8 mM KH2PO4, and 27.5 mM NaCl, pH 7.4, at 37°C
0.13
-
-

Ki Value (5 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
15
-
inhibition of S-nitrosoglutathione reduction
0.1
-
-
0.17
-
-

IC50 Value (2 results)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
5.8
-
pH 8.0, 30°C, recombinant enzyme
0.0123
-
IC50: 0.0123 mM

References & Links

Links to other databases for S-Methylglutathione

ChEBI
PubChem
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PubChem