Ligand 5-methyltetrahydrofolate

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Basic Ligand Information

Molecular Structure
Picture of 5-methyltetrahydrofolate (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C20H25N7O6
5-methyltetrahydrofolate
ZNOVTXRBGFNYRX-STQMWFEESA-N
Synonyms:
(6S)-5-methyl-5,6,7,8-tetrahydropteroylglutamate, (6S)-5-methyltetrahydrofolate, 5-methyl-5,6,7,8-tetrahydrofolate, 5-methyl-5,6,7,8-tetrahydropteroylmonoglutamate, 5-methyl-tetrahydrofolate, 5-methyltetrahydrofolic acid, 5-methyltetrahydropteroyl-alpha-glutamate, 5-methyltetrahydropteroylglutamate, N-(5-methyl-5,6,7,8-tetrahydropteroyl)-L-glutamic acid, N5-methyltetrahydrofolate, N5-methyltetrahydropteroylmonoglutamate


Show all pahtways known for Show all BRENDA pathways known for 5-methyltetrahydrofolate

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (10 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE

In Vivo Product in Enzyme-catalyzed Reactions (20 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
2-(dimethylsulfonio)propanoate + tetrahydrofolate = 2-(methylsulfanyl)propanoate + 5-methyltetrahydrofolate
show the reaction diagram
-
-

Substrate in Enzyme-catalyzed Reactions (50 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
5-methyltetrahydrofolate + H2O = 5-methylpteroate + Glu
show the reaction diagram
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ATP + (6S)-5-methyl-5,6,7,8-tetrahydropteroylglutamate + L-glutamate = ADP + phosphate + (6S)-5-methyl-5,6,7,8-tetrahydropteroyl-Glu2
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (47 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
5,10-methylenetetrahydrofolate + reduced ferredoxin = 5-methyltetrahydrofolate + ferredoxin
show the reaction diagram
-
-
trimethylsulfonium + tetrahydrofolate = dimethylsulfide + 5-methyltetrahydrofolate
show the reaction diagram
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Activator in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
1 mM, activation to 119% of control
-

Inhibitor in Enzyme-catalyzed Reactions (18 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
competitive with respect to tetrahydrofolate, noncompetitive with respect to vanillate
-
most effective, non-competitive inhibitor
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3D Structure of Enzyme-Ligand-Complex (PDB) (28 results)

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (3 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
8.33
13
-

KM Value (19 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.000026
-
-

Ki Value (5 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.15
-
-
1.8
-
-
0.003
-
-

IC50 Value (1 result)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.0339
-
25°C, pH not specified in the publication

References & Links

Links to other databases for 5-methyltetrahydrofolate

ChEBI
PubChem
ChEBI
PubChem