Ligand fumarate

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Basic Ligand Information

Molecular Structure
Picture of fumarate (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C4H4O4
fumarate
VZCYOOQTPOCHFL-OWOJBTEDSA-N
Synonyms:
(2E)-but-2-enedioic acid, Fumaric acid, fumurate
Pathway Source
Pathways
MetaCyc
(S)-lactate fermentation to propanoate, acetate and hydrogen, 5-nitroanthranilate degradation, adenosine ribonucleotides de novo biosynthesis, aerobic respiration I (cytochrome c), aerobic respiration II (cytochrome c) (yeast) more


Show all pahtways known for Show all BRENDA pathways known for fumarate

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (18 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
fumarate + CoM + CoB = succinate + CoM-S-S-CoB
show the reaction diagram
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fumarate + NH3 = L-aspartate
show the reaction diagram
fumarate + L-arginine = 2-(Nomega-L-arginino)succinate
show the reaction diagram
ATP + fumarate + (2S)-2,3-diaminopropionate = AMP + diphosphate + (2E)-4-[(2-amino-2-carboxyethyl)amino]-4-oxobut-2-enoate
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (66 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
succinate + NAD+ = fumarate + NADH + H+
show the reaction diagram
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-
4-fumarylacetoacetate + H2O = acetoacetate + fumarate
show the reaction diagram
fumarylpyruvate + H2O = fumarate + pyruvate + H+
show the reaction diagram
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-
L-aspartate = fumarate + NH3
show the reaction diagram
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Maleate = Fumarate
show the reaction diagram
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-

Substrate in Enzyme-catalyzed Reactions (102 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
H2 + fumarate = succinate
show the reaction diagram
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fumarate + CoM + CoB = succinate + CoM-S-S-CoB
show the reaction diagram
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fumarate + NH3 = ?
show the reaction diagram
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ATP + fumarate + CoA = AMP + diphosphate + fumaroyl-CoA
show the reaction diagram
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ATP + fumarate + CoA = ADP + phosphate + fumaryl-CoA
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ATP + fumarate + (2S)-2,3-diaminopropionate = AMP + diphosphate + (2E)-4-[(2-amino-2-carboxyethyl)amino]-4-oxobut-2-enoate
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (163 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
methane + succinate + O2 = methanol + fumarate + H2O
show the reaction diagram
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succinate + NAD+ = fumarate + NADH + H+
show the reaction diagram
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fumaronitrile + H2O = fumaric acid + NH3
show the reaction diagram
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-
fumaronitrile + H2O = fumaric acid + NH3
show the reaction diagram
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-
4-fumarylacetoacetate + H2O = acetoacetate + fumarate
show the reaction diagram
fumarylpyruvate + H2O = fumarate + pyruvate + H+
show the reaction diagram
-
-
(S)-malate = fumarate + H2O
show the reaction diagram
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carboxymethyloxysuccinate = fumarate + glycolate
show the reaction diagram
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L-aspartate = fumarate + NH3
show the reaction diagram
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Maleate = Fumarate
show the reaction diagram
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Enzyme Cofactor/Cosubstrate (1 result)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
activation

Activator in Enzyme-catalyzed Reactions (47 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
25% activation of the enzyme, enhances the production of 1,3-propanediol from glycerol and the glycerol consumption in vivo
-
increase of activity
-
activation
activation
-
effector of DcuS
-
activation
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stimulates the microsomal activity
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stimulates the microsomal activity
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5 mM, relative activity 101%
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slight activation of decarboxylation
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Inhibitor in Enzyme-catalyzed Reactions (74 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
inhibition only in absence of AMP
-
92 mM, pH 8, very slight inhibition
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at 6.67 mM 78% inhibition
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inhibition in decreasing order: fumarate, succinate, citrate, acetate
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inhibits the mitochondrial-matrix enzyme activity
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inhibits the mitochondrial-matrix enzyme activity
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slight inhibition
-
2 mM inhibitor in presence of 10 mM Mn2+, 21% inhibition
-
about 73% residual activity at 25 mM
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3D Structure of Enzyme-Ligand-Complex (PDB) (156 results)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (56 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
8.5
-
apparent value
0.5
-
-
2.9
-
pH 7.4, 25°C
11.6
-
pH 8.0, 22°C

KM Value (115 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.2
-
pH 7.0, 75°C
1.43
-
-
0.55
-
pH 8.0, 22°C

Ki Value (34 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
5.3
-
inhibition of catalytic subunits, C3

IC50 Value (1 result)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.00047
-
-

References & Links

Links to other databases for fumarate

ChEBI
PubChem
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PubChem