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BRENDA support

Ligand 5-methyltetrahydrofolate

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Basic Ligand Information

Molecular Structure
Picture of 5-methyltetrahydrofolate (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
Molfile
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, N-[4-([[(6S)-2-amino-5-methyl-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl]methyl]amino)benzoyl]-L-glutamic acid, N5-methyltetrahydrofolate, N5-methyltetrahydropteroylmonoglutamate

Related pathways

Pathway Source
Pathways
MetaCyc
dimethylsulfoniopropanoate degradation III (demethylation), folate transformations I, folate transformations II (plants), folate transformations III (E. coli), glycine betaine degradation IV more


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

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (13 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
5-methyltetrahydrofolate + oxidized menadione = 5,10-methylenetetrahydrofolate + reduced menadione
show the reaction diagram
-
a [Co(I) corrinoid Fe-S protein] + 5-methyltetrahydrofolate = a [methyl-Co(III) corrinoid Fe-S protein] + tetrahydrofolate
show the reaction diagram
-

In Vivo Product in Enzyme-catalyzed Reactions (29 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
5,10-methylenetetrahydrofolate + NADPH + H+ = 5-methyltetrahydrofolate + NADP+
show the reaction diagram
-
-
5,10-methylenetetrahydrofolate + NADH + H+ = 5-methyltetrahydrofolate + NAD+
show the reaction diagram
-
-

Substrate in Enzyme-catalyzed Reactions (40 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
5-methyltetrahydrofolate + oxidized menadione = 5,10-methylenetetrahydrofolate + reduced menadione
show the reaction diagram
-
5-methyltetrahydrofolate + H2O = 5-methylpteroate + Glu
show the reaction diagram
-
N5-methyltetrahydrofolate + 2-mercaptoethanesulfonate = ?
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (54 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
5,10-methylenetetrahydrofolate + reduced ferredoxin = 5-methyltetrahydrofolate + ferredoxin
show the reaction diagram
-
-
S-adenosyl-L-methionine + tetrahydrofolate = 5-methyltetrahydrofolate + S-adenosyl-L-homocysteine
show the reaction diagram
trimethylsulfonium + tetrahydrofolate = dimethylsulfide + 5-methyltetrahydrofolate
show the reaction diagram
-
methyl-cob(III)alamin + tetrahydrofolate = cob(II)alamin + 5-methyltetrahydrofolate
show the reaction diagram
-
-

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 (21 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
competitive with respect to tetrahydrofolate, noncompetitive with respect to vanillate
-
most effective, non-competitive inhibitor
-
ZINC34633488
-

3D Structure of Enzyme-Ligand-Complex (PDB) (251 results)

EC NUMBER
ENZYME 3D STRUCTURE

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 (30 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.038
-
pH not specified in the publication, temperature not specified in the publication
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
-
25Β°C, pH not specified in the publication

References & Links

Links to other databases for 5-methyltetrahydrofolate

EXTERNAL LINKS