Ligand 2-oxoglutarate

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Basic Ligand Information

Molecular Structure
Picture of 2-oxoglutarate (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C5H6O5
2-oxoglutarate
KPGXRSRHYNQIFN-UHFFFAOYSA-N
Synonyms:
2-Ketoglutarate, 2-ketoglutaric acid, 2-oxo-1,5-pentandioate, 2-oxo-1,5-pentanedioate, 2-oxo-glutarate, 2-oxoglutamate, 2-oxoglutarate (charged), 2-oxoglutaric acid, 2-oxopentanedioate, 2-oxopentanedioic acid, 2-[3,3,4,4-(2)H(4)]ketoglutarate, alpha-keto-glutarate, alpha-ketoglutarate, alpha-Ketoglutaric acid, alpha ketoglutarate, ketoglutarate, L-2-oxoglutarate, oxoglutarate
Pathway Source
Pathways
BRENDA
(5R)-carbapenem carboxylate biosynthesis, alanine metabolism, arginine metabolism, aspartate and asparagine metabolism, benzoxazinoid glucosides biosynthesis more
KEGG
2-Oxocarboxylic acid metabolism, Alanine, aspartate and glutamate metabolism, Arginine biosynthesis, Ascorbate and aldarate metabolism, Bile secretion more
MetaCyc
(-)-4'-demethyl-epipodophyllotoxin biosynthesis, (2-trimethylamino)ethylphosphonate degradation, (5R)-carbapenem carboxylate biosynthesis, (Kdo)2-lipid A biosynthesis II (P. putida), (R)-cysteate degradation more


Show all pahtways known for Show all BRENDA pathways known for 2-oxoglutarate

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (892 results)

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EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
2-oxoglutarate + NAD+ = D-2-hydroxyglutaric acid + NADH + H+
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2-oxoglutarate + NADH + H+ = (R)-2-hydroxyglutarate + NAD+
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2-oxoglutarate + NADH + H+ = D-2-hydroxyglutarate + NAD+
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4-trimethylammoniobutanoate + 2-oxoglutarate + O2 = 3-hydroxy-4-trimethylammoniobutanoate + succinate + CO2
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2'-deoxyuridine + 2-oxoglutarate + O2 = uracil + deoxyribonolactone + succinate + CO2
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gibberellin 44 + 2-oxoglutarate + O2 = gibberellin 19 + succinate + CO2
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phytanoyl-CoA + 2-oxoglutarate + O2 = 2-hydroxyphytanoyl-CoA + succinate + CO2
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deacetoxyvindoline + 2-oxoglutarate + O2 = deacetylvindoline + succinate + CO2
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L-proline + 2-oxoglutarate + O2 = cis-3-hydroxy-L-proline + succinate + CO2
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neopentalenolactone D + 2 2-oxoglutarate = neopentalenolactone F + methyl (1R,6aR)-6a-acetyl-1-(2-methoxy-2-oxoethyl)-5,5-dimethyl-1,3a,4,5,6,6a-hexahydropentalene-2-carboxylate + ?
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L-asparagine + 2-oxoglutarate + O2 = (2S,3S)-3-hydroxyasparagine + succinate + CO2
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L-enduracididine + 2-oxoglutarate + O2 = (3S)-3-hydroxy-L-enduracididine + succinate + CO2
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7-(3-amino-3-carboxypropyl)wyosine37 in tRNAPhe + 2-oxoglutarate + O2 = 7-(2-hydroxy-3-amino-3-carboxypropyl)wyosine37 in tRNAPhe + succinate + CO2
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(2-aminoethyl)phosphonate + 2-oxoglutarate + O2 = (2-amino-1-hydroxyethyl)phosphonate + succinate + CO2
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xanthine + 2-oxoglutarate + O2 = urate + succinate + CO2
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UMP + 2-oxoglutarate + O2 = 5'-dehydrouridine + succinate + CO2 + phosphate
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N6-methyladenine in DNA + 2-oxoglutarate + O2 = adenine in DNA + formaldehyde + succinate + CO2
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validamycin A + 2-oxoglutarate + O2 = validamycin B + succinate + CO2
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L-proline + 2-oxoglutarate + O2 = trans-4-hydroxy-L-proline + succinate + CO2
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scopoletin + 2-oxoglutarate + O2 = fraxetin + succinate + CO2
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trans-feruloyl-CoA + 2-oxoglutarate + O2 = trans-6-hydroxyferuloyl-CoA + succinate + CO2
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a [protein]-L-lysine + 2-oxoglutarate + O2 = a [protein]-(3S)-3-hydroxy-L-lysine + succinate + CO2
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methylphosphonate + 2-oxoglutarate + O2 = hydroxymethylphosphonate + succinate + CO2
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[2-(trimethylamino)ethyl]phosphonate + 2-oxoglutarate + O2 = [(1R)-1-hydroxy-2-(trimethylamino)ethyl]phosphonate + succinate + CO2
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L-isoleucine + 2-oxoglutarate + O2 = (3S)-3'-hydroxy-L-isoleucine + succinate + CO2
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(3S)-3'-hydroxy-L-isoleucine + 2-oxoglutarate + O2 = (3S,4R)-3',4-dihydroxy-L-isoleucine + succinate + CO2
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S-(L-glutamyl)-[peptidyl-carrier protein of nonribosomal peptide synthetase KtzH] + 2-oxoglutarate + O2 = S-(erythro-3-hydroxy-L-glutamyl)-[peptidyl-carrier-protein of nonribosomal peptide synthetase KtzH] + succinate + CO2
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S-(L-glutamyl)-[peptidyl-carrier protein of nonribosomal peptide synthetase KtzH] + 2-oxoglutarate + O2 = S-(threo-3-hydroxy-L-glutamyl)-[peptidyl-carrier-protein of nonribosomal peptide synthetase KtzH] + succinate + CO2
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(2S)-3-(1H-indol-3-yl)-2-isocyanopropanoate + 2-oxoglutarate + O2 = 3-[(Z)-2-isocyanoethenyl]-1H-indole + succinate + 2 CO2 + H2O
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(2S)-3-(1H-indol-3-yl)-2-isocyanopropanoate + 2-oxoglutarate + O2 = 3-[(E)-2-isocyanoethenyl]-1H-indole + succinate + 2 CO2 + H2O
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L-threonyl-[L-threonyl-carrier protein SyrB1] + 2-oxoglutarate + O2 + Cl- = 4-chloro-L-threonyl-[L-threonyl-carrier protein SyrB1] + succinate + CO2 + H2O
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2R,3S,4S-cis-leucoanthocyanidin + 2-oxoglutarate + O2 = cis- and trans-dihydroquercetins + succinate + CO2 + 2 H2O
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(-)-yatein + 2-oxoglutarate + O2 = (-)-deoxypodophyllotoxin + succinate + CO2 + H2O
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(2S)-3-(4-hydroxyphenyl)-2-isocyanopropanoate + 2-oxoglutarate + O2 = (2E)-3-(4-hydroxyphenyl)-2-isocyanoprop-2-enoate + succinate + CO2 + H2O
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2-oxoglutarate + CoA + NADP+ = succinyl-CoA + CO2 + NADPH
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2-oxoglutarate + CoA + oxidized ferredoxin = succinyl-CoA + CO2 + reduced ferredoxin + H+
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2-oxoglutarate + NH3 + NADH = L-glutamate + H2O + NAD+
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2-oxoglutarate + L-2,3-diaminopropanoate + NADH + H+ = N-[(2S)-2-amino-2-carboxyethyl]-L-glutamate + NAD+ + H2O
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dodecanoyl-CoA + H2O + 2-oxoglutarate = (3S,4S)-3-hydroxytetradecane-1,3,4-tricarboxylate + CoA
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kanosamine 6-phosphate + 2-oxoglutarate = 3-dehydro-D-glucose 6-phosphate + L-glutamate
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(2S,3S)-3-methylphenylalanine + 2-oxoglutarate = (3S)-2-oxo-3-phenylbutanoate + L-glutamate
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(3S)-3-aminobutanoyl-CoA + 2-oxoglutarate = acetoacetyl-CoA + L-glutamate
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6-aminohexanoate + 2-oxoglutarate = 6-oxohexanoate + L-glutamate
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L-alanine + 2-oxoglutarate = pyruvate + L-glutamate
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(S)-3-amino-2-methylpropanoate + 2-oxoglutarate = 2-methyl-3-oxopropanoate + L-glutamate
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3,5-diiodo-L-tyrosine + 2-oxoglutarate = 3,5-diiodo-4-hydroxyphenylpyruvate + L-glutamate
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L-3,5,3'-triiodothyronine + 2-oxoglutarate = 3-[4-(4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl]-2-oxopropanoate + L-glutamate
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L-cysteine + 2-oxoglutarate = L-glutamate + beta-mercaptopyruvate
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L-2-aminoadipate + 2-oxoglutarate = 2-oxoadipate + L-glutamate
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L-serine + 2-oxoglutarate = 3-hydroxypyruvate + L-glutamate
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5-aminopentanoate + 2-oxoglutarate = 5-oxovalerate + L-glutamate
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L-tyrosine + 2-oxoglutarate = 4-hydroxyphenylpyruvate + L-glutamate
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taurine + 2-oxoglutarate = 2-sulfoacetaldehyde + L-glutamate
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dTDP-4-amino-4,6-dideoxy-D-galactose + 2-oxoglutarate = dTDP-4-dehydro-6-deoxy-D-glucose + L-glutamate
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6-acetamido-3-aminohexanoate + 2-oxoglutarate = 6-acetamido-3-oxohexanoate + L-glutamate
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S-(4-bromophenyl)-L-cysteine + 2-oxoglutarate = S-(4-bromophenyl)-3-thiopyruvate + L-glutamate
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L-2,4-diaminobutanoate + 2-oxoglutarate = L-aspartate 4-semialdehyde + L-glutamate
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L-arogenate + 2-oxoglutarate = L-glutamate + prephenate
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L-2,5-diaminopentanoate + 2-oxoglutarate = 5-amino-2-oxopentanoate + L-glutamate
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nicotianamine + 2-oxoglutarate = 3''-deamino-3''-oxonicotianamine + L-glutamate
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putrescine + 2-oxoglutarate = 1-pyrroline + L-glutamate + H2O
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dTDP-3-amino-3,6-dideoxy-alpha-D-glucopyranose + 2-oxoglutarate = dTDP-3-dehydro-6-deoxy-alpha-D-glucopyranose + L-glutamate
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L-histidinol phosphate + 2-oxoglutarate = 3-(imidazol-4-yl)-2-oxopropyl phosphate + L-glutamate
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UDP-2-acetamido-3-amino-2,3-dideoxy-alpha-D-glucuronate + 2-oxoglutarate = UDP-2-acetamido-2-deoxy-alpha-D-ribo-hex-3-uluronate + L-glutamate
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2-aminobutanoate + 2-oxoglutarate = succinate semialdehyde + L-glutamate
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alpha-ketoglutarate + methylamine = N-methyl-2-oxoglutaramate + H2O
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2-oxoglutarate = succinate semialdehyde + CO2
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ATP + 2-[(L-alanin-3-ylcarbamoyl)methyl]-3-(2-aminoethylcarbamoyl)-2-hydroxypropanoate + 2-oxoglutarate = AMP + diphosphate + staphyloferrin B
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ATP + 2-oxoglutarate + HCO3- = ADP + phosphate + oxalosuccinate
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In Vivo Product in Enzyme-catalyzed Reactions (258 results)

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EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
(R)-2-hydroxyglutarate + NAD+ = 2-oxoglutarate + NADH + H+
show the reaction diagram
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