Ligand oxaloacetic acid

Please wait a moment until all data is loaded. This message will disappear when all data is loaded.

Basic Ligand Information

Molecular Structure
Picture of oxaloacetic acid (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C4H4O5
oxaloacetic acid
KHPXUQMNIQBQEV-UHFFFAOYSA-N
Synonyms:
2-oxo-succinate, 2-oxobutan-1,4-dioate, 2-oxobutanedioate, 2-oxobutanedioic acid, 2-oxosuccinate, 2-oxosuccinic acid, 3-oxosuccinate, alpha-keto-succinate, keto-oxaloacetate, oxalacetate, oxalacetic acid, oxaloacetate
Pathway Source
Pathways
MetaCyc
2-methylcitrate cycle I, 2-methylcitrate cycle II, 3-methylarginine biosynthesis, acetyl-CoA biosynthesis III (from citrate), anaerobic energy metabolism (invertebrates, cytosol) more


Show all pahtways known for Show all BRENDA pathways known for oxaloacetic acid

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (87 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
oxaloacetic acid + NAD+ = ?
show the reaction diagram
-
oxaloacetate + NADH + H+ = malate + NAD+
show the reaction diagram
-
(S)-lactate + oxaloacetate = malate + pyruvate
show the reaction diagram
-
propionyl-CoA + oxaloacetate = (S)-methylmalonyl-CoA + pyruvate
show the reaction diagram
acetyl-CoA + H2O + oxaloacetic acid = ? + CoA
show the reaction diagram
-
lauroyl-CoA + H2O + oxaloacetate = (2S,3S)-2-hydroxytridecane-1,2,3-tricarboxylate + CoA
show the reaction diagram
-
ADP + phosphate + acetyl-CoA + oxaloacetate = ATP + citrate + CoA
show the reaction diagram
-
pyridoxamine + oxaloacetate = pyridoxal + L-aspartate
show the reaction diagram
-
oxaloacetate + H2O = oxalate + acetate
show the reaction diagram
-
phosphate + oxaloacetate = phosphoenolpyruvate + HCO3-
show the reaction diagram
-

In Vivo Product in Enzyme-catalyzed Reactions (67 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
(S)-malate + NAD+ = oxaloacetate + NADH + H+
show the reaction diagram
-
-
(S)-malate + NADP+ = oxaloacetate + NADPH + H+
show the reaction diagram
-
-
D-aspartic acid + H2O + O2 = oxaloacetate + NH3 + H2O2
show the reaction diagram
-
-
L-Asp + H2O + O2 = oxaloacetate + NH3 + H2O2
show the reaction diagram
-
-
D-aspartate + H2O + O2 = oxaloacetate + NH3 + H2O2
show the reaction diagram
-
(S)-methylmalonyl-CoA + pyruvate = propanoyl-CoA + oxaloacetate
show the reaction diagram
-
glyoxylate + L-aspartate = glycine + oxaloacetate
show the reaction diagram
-
L-aspartate + 3-phenylpyruvate = oxaloacetate + L-phenylalanine
show the reaction diagram
-
prephenate + L-aspartate = L-arogenate + oxaloacetate
show the reaction diagram
-
-
phosphate + phosphoenolpyruvate + CO2 = diphosphate + oxaloacetate
show the reaction diagram
-
-
citrate = acetate + oxaloacetate
show the reaction diagram
-
4-carboxy-4-hydroxy-2-oxoadipate = oxaloacetate + pyruvate
show the reaction diagram
-
-
L-tartrate = oxaloacetate + H2O
show the reaction diagram
-
-
(S,S)-tartrate = oxaloacetate + H2O
show the reaction diagram
-
L-threo-3-hydroxyaspartate = oxaloacetate + NH3
show the reaction diagram
-
-

Substrate in Enzyme-catalyzed Reactions (303 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
oxalacetic acid + NADPH = ? + NADP+
show the reaction diagram
-
oxaloacetic acid + NAD+ = ?
show the reaction diagram
-
oxaloacetate + NADPH = malate + NADP+
show the reaction diagram
-
oxaloacetate + NAD(P)H = malate + NAD(P)+
show the reaction diagram
-
oxaloacetate + NADH + H+ = malate + NAD+
show the reaction diagram
-
oxaloacetate + NADH = malate + NAD+
show the reaction diagram
-
D-2-hydroxyglutarate + oxaloacetate = 2-oxoglutarate + malate
show the reaction diagram
-
(S)-lactate + oxaloacetate = malate + pyruvate
show the reaction diagram
-
oxaloacetate + CoA + NADP+ = ? + CO2 + NADPH
show the reaction diagram
-
oxaloacetate + H2O + methyl viologen = ?
show the reaction diagram
-
oxaloacetate + NH3 + NADH = L-Asp + H2O + NAD+
show the reaction diagram
-
2-oxosuccinic acid + NH3 + NADPH + H+ = ?
show the reaction diagram
-
methylamine + oxaloacetate + NADPH = aspartic acid + H2O + NADP+
show the reaction diagram
-
oxaloacetate + NADPH + NH3 = L-aspartate + NADP+ + H2O
show the reaction diagram
-
L-Arg + oxaloacetate + NADH = ?
show the reaction diagram
-
L-Ala + oxaloacetate + NADH = ?
show the reaction diagram
-
taurine + oxaloacetate + NADH = ?
show the reaction diagram
-
L-ornithine + oxaloacetic acid + NADPH + H+ = ? + NADP+ + H2O
show the reaction diagram
-
L-Met + oxaloacetate + NADH = ?
show the reaction diagram
-
(2S)-2-amino-4-[[(1R)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino]butanoate + oxaloacetate + NADPH + H+ = ? + NADP+ + H2O
show the reaction diagram
-
acetyl-CoA + H2O + oxaloacetic acid = ? + CoA
show the reaction diagram
-
acetyl-CoA + H2O + oxalacetic acid = ? + CoA
show the reaction diagram
-
ADP + phosphate + acetyl-CoA + oxaloacetate = ATP + citrate + CoA
show the reaction diagram
-
L-alanine + oxaloacetate = pyruvate + L-aspartate
show the reaction diagram
-
ornithine + oxaloacetate = DELTA1-pyrroline-5-carboxylate + L-aspartate
show the reaction diagram
-
beta-alanine + oxaloacetic acid = malonic semialdehyde + L-aspartate
show the reaction diagram
-
4-hydroxy-L-glutamate + oxaloacetate = 4-hydroxy-2-oxoglutarate + L-aspartate
show the reaction diagram
-
3,5-diiodo-L-tyrosine + oxaloacetate = 3,5-diiodo-4-hydroxyphenylpyruvate + L-aspartate
show the reaction diagram
-
L-3,5,3'-triiodothyronine + oxaloacetate = 3-[4-(4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl]-2-oxopropanoate + glycine
show the reaction diagram
-
pyridoxamine + oxaloacetate = pyridoxal + L-aspartate
show the reaction diagram
-
L-lysine + oxaloacetate = 2-aminoadipate 6-semialdehyde + L-aspartate
show the reaction diagram
-
oxaloacetate + L-glutamate = 2-aminosuccinate + 2-oxoglutarate
show the reaction diagram
-
(R)-3-amino-2-methylpropanoate + oxaloacetate = 2-methyl-3-oxopropanoate + L-aspartate
show the reaction diagram
-
D-methionine + oxaloacetate = 4-methylthio-2-oxobutanoate + L-aspartate
show the reaction diagram
-
3-(3,4-dihydroxyphenyl)-L-alanine + oxaloacetic acid = 3-(3,4-dihydroxyphenyl)pyruvate + L-aspartate
show the reaction diagram
-
L-serine + oxaloacetate = 3-hydroxypyruvate + L-aspartate
show the reaction diagram
-
L-leucine + oxaloacetate = 4-methyl-2-oxopentanoate + L-aspartate
show the reaction diagram
-
L-glutamine + oxaloacetate = 2-oxoglutaramate + L-aspartate
show the reaction diagram
-
L-methionine + oxaloacetate = 4-methylsulfanyl-2-oxobutanoate + L-aspartate
show the reaction diagram
-
L-lysine + oxaloacetic acid = ?
show the reaction diagram
-
taurine + oxaloacetate = ?
show the reaction diagram
-
L-arogenate + oxaloacetate = prephenate + L-aspartate
show the reaction diagram
-
L-histidinol phosphate + oxaloacetate = 3-(imidazol-4-yl)-2-oxopropyl phosphate + L-aspartate
show the reaction diagram
-
(2S,3S,5R,10S,12R,14R,15S,16S)-2-amino-12,16-dimethylicosane-3,5,10,14,15-pentol + oxaloacetate = (3S,5R,10S,12R,14R,15S,16S)-3,5,10,14,15-pentahydroxy-12,16-dimethylicosan-2-one + L-aspartate
show the reaction diagram
-
acetyl-CoA + oxaloacetate = acetate + oxaloacetyl-CoA
show the reaction diagram
-
succinyl-CoA + oxaloacetate = oxaloacetyl-CoA + succinate
show the reaction diagram
-
oxaloacetate + H2O = oxalate + acetate
show the reaction diagram
-
oxaloacetate + H2O = ?
show the reaction diagram
-
oxaloacetate = ?
show the reaction diagram
-
oxaloacetate + NAD+ = ?
show the reaction diagram
-
oxalacetate = oxalate + acetate
show the reaction diagram
-
Oxaloacetate + glyoxylate = 3-Oxalomalate
show the reaction diagram
-
Oxaloacetate = CO2 + pyruvate
show the reaction diagram
-
Oxaloacetate = CO2 + pyruvate
show the reaction diagram
-
acetate + oxaloacetate = citrate
show the reaction diagram
-
keto-Oxaloacetate = Enol-oxaloacetate
show the reaction diagram
-
ATP + oxaloacetate + CoA = ADP + phosphate + oxaloacetyl-CoA
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (199 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
malate + NAD+ = 3-oxosuccinate + NADH + H+
show the reaction diagram
-
-
DL-malate + acceptor = 2-oxosuccinate + reduced acceptor
show the reaction diagram
-
-
D-malate + acceptor = oxaloacetate + reduced acceptor
show the reaction diagram
-
(S)-malate + O2 = oxaloacetate + H2O2
show the reaction diagram
-
L-Asp + H2O + NAD+ = oxaloacetate + NH3 + NADH
show the reaction diagram
-
-
D-aspartic acid + H2O + O2 = oxaloacetate + NH3 + H2O2
show the reaction diagram
-
D-Asp + H2O + oxidized 2,6-dichlorophenolindophenol = 2-oxobutanedioate + NH3 + reduced 2,6-dichlorophenolindophenol
show the reaction diagram
-
-
D-aspartate + oxidized 2,6-dichloroindophenol + H2O = oxaloacetate + NH3 + reduced 2,6-dichloroindophenol
show the reaction diagram
-
-
(S)-methylmalonyl-CoA + pyruvate = propanoyl-CoA + oxaloacetate
show the reaction diagram
-
pyruvate + L-aspartate = L-alanine + oxaloacetate
show the reaction diagram
-
beta-alanine + pyruvate = oxaloacetate + alanine
show the reaction diagram
-
-
L-aspartate + 2-oxoglutarate = 2-oxobutan-1,4-dioate + L-glutamate
show the reaction diagram
-
-
glyoxylate + L-aspartate = glycine + oxaloacetate
show the reaction diagram
-
L-aspartate + 4,5-dioxopentanoate = 5-aminolevulinate + oxaloacetate
show the reaction diagram
-
-
L-aspartate + glyoxylate = 2-oxosuccinate + glycine
show the reaction diagram
-
3-(3,4-dihydroxyphenyl)pyruvate + L-aspartate = 3,4-dihydroxy-L-phenylalanine + oxaloacetate
show the reaction diagram
-
L-aspartate + pyruvate = oxaloacetate + L-alanine
show the reaction diagram
-
-
L-aspartate + 2-oxoglutarate = oxaloacetate + L-glutamate
show the reaction diagram
-
D-aspartate + 2-oxoadipate = oxaloacetate + 2-aminoadipate
show the reaction diagram
-
-
L-aspartic acid + 2-oxoglutarate = oxaloacetate + L-glutamate
show the reaction diagram
-
-
oxaloacetate 4-methyl ester = oxaloacetate + methanol
show the reaction diagram
-
Pyruvate + CO2 = Oxaloacetate
show the reaction diagram
-
phosphate + phosphoenolpyruvate + CO2 = diphosphate + oxaloacetate
show the reaction diagram
-
(2S,3S)-tartrate = oxaloacetate + H2O
show the reaction diagram
-
-
(S,S)-tartrate = oxaloacetate + H2O
show the reaction diagram
-
butynedioyl-CoA = oxaloacetate + CoA
show the reaction diagram
-
-
L-threo-3-hydroxyaspartate = oxaloacetate + NH3
show the reaction diagram
-
-
Erythro-DL-beta-hydroxyaspartate = Oxaloacetate + NH3
show the reaction diagram
-
L-aspartate + pyridoxal 5'-phosphate = 2-oxo-succinate + pyridoxamine 5'-phosphate
show the reaction diagram
-
ATP + deamido-NAD+ + Asp = AMP + diphosphate + NAD+ + oxaloacetate
show the reaction diagram
-
-
Pyruvate + CO2 = Oxaloacetate
show the reaction diagram
-

Activator in Enzyme-catalyzed Reactions (10 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
stimulates by chelating and stabilizing Mn3+
-
up to 50% increase in activity
-
activation
-
50 mM, increasing enzyme activity by 30%
-
0.030 mM
-

Inhibitor in Enzyme-catalyzed Reactions (332 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
inhibition at 5 mM
-
above 0.3 mM
-
10 mM, 38.5% inhibition
-
2.5 mM, 10% inhibition of NADH linked hydroxypyruvate reduction, 20% of NADPH linked reduction
-
competitive
-
competitive
-
competitive to acceptor
-
10 mM, 50% inhibition, noncompetitive
-
67% inhibition at 5 mM
-
2-oxoglutarate dehydrogenase complex
-
weak inhibition, competitive with 2-oxoglutarate
-
at 6.67 mM 90% inhibition
-
weak inhibition; weak inhibition
-
slight substrate inhibition
-
1 mM, 68% inhibition
-
competitive to 2-oxoglutarate
-
in complex with Mg2+, inhibition at low substrate concentrations, inhibition of the translocase component of the glucose 6-phosphatase system
-
50% inhibition of the tartaric acid-stimualted phlorizin hydrolase at 20 mM
-
a competitive inhibitor
-
strong inhibition, 8 mM: 59% of activity compared to H2O
-
1 mM, 90% inhibition
-
competitive inhibition, 0.2-1 mM
-
about 68% residual activity at 25 mM
-
at 7 mM
-
competitive, Ki: 0.22 mM
-
competitive
-
irreversible
-
Ki: 8.22 mM
-
non-competitive inhibition, pyruvate as varied substrate
-
2 mM, 56% residual activity
-
10 mM, 25% inhibition
-
20 mM, 40% inhibition
-

3D Structure of Enzyme-Ligand-Complex (PDB) (54 results)

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (162 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
1.1
-
in 50 mM Tris-HCl (pH 8.0) with 50 mM NaCl, 1 mM dithiothreitol, at 22°C