Ligand pyruvic acid

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Basic Ligand Information

Molecular Structure

C₃H₄O₃

pyruvic acid

LCTONWCANYUPML-UHFFFAOYSA-N

Synonyms:

2-oxo-3-propanoate, 2-Oxo-propanoate analogues, 2-oxo-propanoic acid, 2-Oxopropanoate, 2-Oxopropanoic acid, 2-Oxopropionate, 2-Oxopropionic acid, alpha-Keto-propanoic acid, CH3C(O)CO2-, methylglyoxalate, pyruvate

BRENDA

3-phenylpropionate degradation, 4-hydroxyphenylacetate degradation, acetate fermentation, acetoin degradation, acetyl CoA biosynthesis

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KEGG

2-Oxocarboxylic acid metabolism, Alanine, aspartate and glutamate metabolism, AMPK signaling pathway, Arginine and proline metabolism, Ascorbate and aldarate metabolism

more

MetaCyc

(R)-cysteate degradation, (S)-lactate fermentation to propanoate, acetate and hydrogen, (Z)-phenylmethanethial S-oxide biosynthesis, 1-butanol autotrophic biosynthesis (engineered), 2,3-dihydroxybenzoate biosynthesis

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Show all BRENDA pathways known for pyruvic acid

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Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (231 results)

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pyruvate + NAD+ = ?

pyruvate + NADH + H+ = L-lactate + NAD+

pyruvate + CO2 + NADH + H+ = (S)-malate + NAD+

pyruvate + NADPH + H+ = ?

pyruvate + CoA + NADP+ = acetyl-CoA + CO2 + NADPH

654355, 288278, 288279, 288280, 288281, 288282, 288283, 288284

pyruvate + CoA + 2 oxidized ferredoxin = acetyl-CoA + CO2 + 2 reduced ferredoxin + 2 H+

pyruvate + methylamine + NADPH = N-methyl-L-alanine + H2O + NADP+

391526

1.5.1.11

L-arginine + pyruvate + NADH + H+ = N2-(D-1-carboxyethyl)-L-arginine + NAD+ + H2O

743588, 725623, 743404, 741868

glycine + pyruvate + NADH + H+ = N-(carboxymethyl)-D-alanine + NAD+ + H2O

743404

1.5.1.23

taurine + NADH + H+ + pyruvate = tauropine + NAD+ + H2O

688792

1.5.1.26

beta-alanine + pyruvate + NADH = beta-alanopine + NAD+ + H2O

655255

1.5.1.28

amino acid + pyruvate + NADH + H+ = opine + NAD+ + H2O

724204

1.5.1.52

(2S)-2-amino-4-[[(1R)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino]butanoate + pyruvate + NADPH + H+ = staphylopine + NADP+ + H2O

749374, 748236

1.5.1.B8

(2S)-2-amino-4-([(1S)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino)butanoate + pyruvate + NADPH + H+ = yersinopine + NADP+ + H2O

748236

2.1.3.1

(S)-methylmalonyl-CoA + pyruvate = propanoyl-CoA + oxaloacetate

689897, 676760, 756213, 737181, 674054

1rqh, 3D-view

2.2.1.12

pyruvate + (E)-oct-2-enal = (S)-3-acetyloctanal + CO2

735993, 728961, 730402

(3S)-3-aminobutanoyl-CoA + pyruvate = acetoacetyl-CoA + L-alanine

pyruvate + vanillylamine = L-alanine + vanillin

758073

2.6.1.14

L-asparagine + pyruvate = 2-oxosuccinamate + L-alanine

759257

2.6.1.15

L-glutamine + pyruvate = 2-oxoglutaramate + L-alanine

4-aminobutanoate + pyruvate = succinate semialdehyde + L-alanine

760076

2.6.1.30

pyridoxamine + pyruvate = pyridoxal + L-alanine

639958, 639957, 639959, 639960, 759524, 639956

2.6.1.37

(2-aminoethyl)phosphonate + pyruvate = 2-phosphonoacetaldehyde + L-alanine

636705, 760032

2.6.1.40

(R)-3-amino-2-methylpropanoate + pyruvate = 2-methyl-3-oxopropanoate + L-alanine

644428

2.6.1.41

D-methionine + pyruvate = 4-methylthio-2-oxobutanoate + L-alanine

636704

2.6.1.44

L-alanine + pyruvate = pyruvate + L-alanine

759257

2.6.1.45

L-serine + pyruvate = 3-hydroxypyruvate + L-alanine

759257, 758661

2.6.1.46

L-2,4-diaminobutanoate + pyruvate = L-2-amino-4-oxobutanoate + L-alanine

640089

2.6.1.51

L-serine + pyruvate = 3-hydroxypyruvate + L-alanine

636687, 640077, 640082, 640135, 640139, 640144, 640146, 640132, 640137, 759686, 640085, 640142, 640143, 640133, 640136

2.6.1.58

L-phenylalanine + pyruvate = phenylpyruvate + L-alanine

636975

2.6.1.71

L-lysine + pyruvate = 2-aminoadipate 6-semialdehyde + L-alanine

L-arginine + pyruvate = 5-guanidino-2-oxopentanoate + L-alanine

669135

2.6.1.96

4-aminobutanoate + pyruvate = succinate semialdehyde + L-alanine

719204, 637079, 720325, 704882, 719252, 704874

2.6.1.99

L-tryptophan + pyruvate = indole-3-pyruvate + L-alanine

720689, 720922, 719255, 720687, 720688, 720921, 719254

(2S,3S,5R,10S,12R,14R,15S,16S)-2-amino-12,16-dimethylicosane-3,5,10,14,15-pentol + pyruvate = (3S,5R,10S,12R,14R,15S,16S)-3,5,10,14,15-pentahydroxy-12,16-dimethylicosan-2-one + L-alanine

709199, 707601

2.6.3.1

D-glucose oxime + pyruvate = pyruvic oxime + D-glucose

ATP + pyruvate + phosphate = AMP + phosphoenolpyruvate + diphosphate

694065, 671485, 738071, 739360, 675078, 738137, 738907, 663439, 738185, 739352, 738186, 739337, 739619, 738533, 762228, 762439, 645466, 645434, 645420, 645426, 661918, 662474, 676626, 690711, 738616, 762336, 760924

5lu4, 3D-view

2.7.9.2

ATP + pyruvate + H2O = AMP + phosphoenolpyruvate + phosphate

737626, 737850, 645472, 645478, 645476, 645477, 645474

pyruvate + H2O = ?

2,2-dialkylglycine + pyruvate = dialkyl ketone + CO2 + L-alanine

pyruvate + D-glyceraldehyde 3-phosphate = 2-dehydro-3-deoxy-6-phospho-D-galactonate

749086

4.1.2.52

pyruvate + succinic semialdehyde = 4-hydroxy-2-oxo-1,7-heptanedioate

702377

4.1.2.53

pyruvate + (S)-lactaldehyde = 2-dehydro-3-deoxy-L-rhamnonate

N1-methylguanine37 in tRNAPhe + pyruvate + S-adenosyl-L-methionine = 4-demethylwyosine37 in tRNAPhe + L-methionine + 5'-deoxyadenosine + CO2 + H2O

747086, 747631, 748046, 724300

4.1.3.45

3-hydroxybenzoate + pyruvate + H2O = chorismate

In Vivo Product in Enzyme-catalyzed Reactions (369 results)

D-malate + NAD+ = pyruvate + CO2 + NADH

D-lactate + ferricytochrome c-553 = pyruvate + ferrocytochrome c-553

1.1.3.15

10 entries

1.1.3.2

(S)-lactate + O2 = pyruvate + H2O2

1.1.5.B3

L-lactate + oxidized 2,6-dichlorophenolindophenol = pyruvate + reduced 2,6-dichlorophenolindophenol

1.1.99.6

(R)-lactate + acceptor = pyruvate + reduced acceptor

0, 287839, 287840

1.1.99.7

(S)-lactate + oxaloacetate = malate + pyruvate

0, 287845

methylglyoxal + NAD+ + H2O = pyruvate + NADH + H+

288137, 288148, 0, 288146, 288144, 288139, 288145, 288142, 288143, 288138, 288140, 288141

1.2.1.49

2 entries

1.2.3.15

2-oxopropanal + H2O + O2 = pyruvate + H2O2

D-alanine + H2O + O2 = pyruvate + NH3 + H2O2

D-alanine + H2O + FAD = pyruvate + NH3 + FADH2

1.5.1.11

N2-(D-1-carboxyethyl)-L-arginine + NAD+ + H2O = L-arginine + pyruvate + NADH + H+

2,2'-iminodipropanoate + NAD+ + H2O = L-alanine + pyruvate + NADH + H+

1.5.1.23

2 entries

1.5.1.26

beta-alanopine + NAD+ + H2O = beta-alanine + pyruvate + NADH + H+

1.5.99.B4

N2-(D-1-carboxyethyl)-L-arginine + FAD + H2O = L-arginine + pyruvate + FADH2

2.1.3.1

propionyl-CoA + oxaloacetate = (S)-methylmalonyl-CoA + pyruvate

(2S)-2-hydroxy-2-methylbutanedioate = acetate + pyruvate

2.6.1.108

L-alanine + 4-(hydroxymethyl)-2-furancarboxaldehyde phosphate = pyruvate + 5-(aminomethyl)-3-furanmethanol phosphate

2.6.1.119

L-alanine + vanillin = pyruvate + vanillylamine

2.6.1.18

L-alanine + 3-oxopropanoate = pyruvate + beta-alanine

2.6.1.2

L-alanine + 2-oxoglutarate = pyruvate + L-glutamate

2.6.1.21

D-alanine + 2-oxoglutarate = pyruvate + D-glutamate

2.6.1.43

L-alanine + 4,5-dioxopentanoate = 5-aminolevulinate + pyruvate

640055, 640058, 640059, 640052, 640053, 640057, 0, 640045, 640048, 640050, 640062, 640054, 640051, 640061

2.6.1.44

3 entries

2.6.1.45

L-alanine + glyoxylate = pyruvate + glycine

2.6.1.47

DL-alanine + oxomalonate = pyruvate + aminomalonic acid

2.6.1.51

L-alanine + 3-hydroxypyruvate = pyruvate + L-serine

2.6.1.56

L-alanine + 1D-1-guanidino-1-deoxy-3-dehydro-scyllo-inositol = pyruvate + 1D-1-guanidino-3-amino-1,3-dideoxy-scyllo-inositol

0, 640163

2.6.1.66

L-alanine + 3-methyl-2-oxobutanoate = L-valine + pyruvate

640187, 0

2.7.1.121

phosphoenolpyruvate + glycerone = pyruvate + glycerone phosphate

0, 640691

2.7.1.29

phosphoenolpyruvate + glycerone = pyruvate + glycerone phosphate

AMP + phosphoenolpyruvate + diphosphate = ATP + pyruvate + phosphate

5lu4, 3D-view

2.7.9.2

AMP + phosphoenolpyruvate + phosphate = ATP + pyruvate + H2O

2.8.1.2

3 entries

3.1.3.60

phosphoenolpyruvate + H2O = pyruvate + phosphate

646422, 646423, 646424, 646426, 646427, 134800, 646421, 0

3.11.1.3

3-phosphonopyruvate + H2O = pyruvate + phosphate

(5S,6S)-6-amino-5-[(1-carboxyethenyl)oxy]cyclohexa-1,3-diene-1-carboxylate + H2O = (5S,6S)-6-amino-5-hydroxycyclohexa-1,3-diene-1-carboxylic acid + pyruvate

D-cysteine + H2O = sulfide + NH3 + pyruvate

3.7.1.1

(2R,3S)-2,3-dimethylmalate = pyruvate + propionic acid

3.7.1.23

3-maleylpyruvate + H2O = maleate + pyruvate

3.7.1.26

2,4-didehydro-3-deoxy-L-rhamnonate + H2O = pyruvate + (S)-lactate

3.7.1.3

L-alanine + pyridoxal 5'-phosphate = pyruvate + pyridoxamine 5'-phosphate

289276, 289285, 289286

3.7.1.6

acetylpyruvate + H2O = acetate + pyruvate

289294, 289295

3.8.1.B1

2-chloroacrylate + H2O = pyruvate + HCl

4.1.1.112

3 entries

4.1.1.78

acetylene dicarboxylate = pyruvate + CO2

3-deoxy-D-manno-octulosonate = pyruvate + D-arabinose

2-dehydro-3-deoxy-D-gluconate = pyruvate + D-glyceraldehyde

2-dehydro-3-deoxy-L-galactonate = pyruvate + L-glyceraldehyde

4.1.2.55

7 entries

4.1.2.58

2-dehydro-3,6-dideoxy-6-sulfo-D-gluconate = (2S)-3-sulfolactaldehyde + pyruvate

4.1.2.9

D-xylulose 5-phosphate = pyruvate + acetyl phosphate

4.1.3.16

4-Hydroxy-2-oxoglutarate = Pyruvate + glyoxylate

(2R,3S)-2,3-dimethylmalate = propanoate + pyruvate

chorismate = 4-hydroxybenzoate + pyruvate

4.1.3.43

(S)-4-hydroxy-2-oxohexanoate = propanal + pyruvate

4-carboxy-4-hydroxy-2-oxoadipate = oxaloacetate + pyruvate

5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate = (1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate + pyruvate

4mys, 3D-view

4.2.99.21

isochorismate = salicylate + pyruvate

4.3.1.15

2,3-diaminopropanoate + H2O = pyruvate + 2 NH3

4.3.1.17

L-serine = pyruvate + NH3

0, 649220, 210800, 650648, 651527, 651924, 651494, 650851, 650191

4.3.1.18

3 entries

4.3.1.19

L-serine = pyruvate + NH3

L-alanine + pyridoxal 5'-phosphate = pyruvate + pyridoxamine 5'-phosphate

3-sulfolactate = pyruvate + bisulfite

4.4.1.25

L-cysteate + H2O = pyruvate + bisulfite + NH3

4.4.1.28

L-cysteine + H2O = sulfide + NH3 + pyruvate

beta-chloro-D-alanine + H2O = pyruvate + chloride + NH3

7.2.4.2

2 entries

Substrate in Enzyme-catalyzed Reactions (1448 results)

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1.1.1.110

pyruvate + NAD(P)H + H+ = lactate + NAD(P)+

286312

1.1.1.127

pyruvate + NAD+ = ? + NADH

285820

1.1.1.2

pyruvate + NADPH = 2-hydroxypropanoic acid + NADP+

286165

1.1.1.215

pyruvate + NADPH + H+ = lactate + NADP+

pyruvate + NADPH + H+ = D-lactate + NADP+

pyruvate + NAD+ = ?

pyruvate + NADH + H+ = ?

pyruvate + NADH + H+ = D-lactate + NADH

762346

1.1.1.79

pyruvate + NADPH + H+ = ?

760598

1.1.1.81

pyruvate + NADPH + H+ = lactate + NADP+

D-2-hydroxyglutarate + pyruvate = 2-oxoglutarate + D-lactate

740757

1.1.99.7

pyruvate + L-malate = (S)-lactate + oxaloacetate

287844

1.12.2.1

pyruvate + ferrocytochrome c3 = lactate + ferricytochrome c3

pyruvate + CoA + O2 = acetyl-CoA + CO2 + H2O2

pyruvate + NAD+ + CoA = acetyl-CoA + CO2 + NADH

349045, 349067, 349068, 349070, 349055, 349063, 349073, 686676, 349065, 349071, 349057

pyruvate + methyl viologen = ?

pyruvate + CoA + oxidized ferredoxin = acetyl-CoA + CO2 + reduced ferredoxin

644696, 639362

1.3.1.110

pyruvate + 2 NADH + 2 oxidized ferredoxin iron-sulfur cluster = lactate + 2 NAD+ + 2 reduced ferredoxin iron-sulfur cluster

pyruvate + methylamine + NADPH = N-methyl-L-alanine + H2O + NADP+

391526

1.4.1.2

pyruvate + NADPH + NH3 = L-alanine + NADP+ + H2O

672661, 672660

1.4.1.21

pyruvate + NH3 + NAD(P)H + H+ = L-alanine + H2O + NAD(P)+

2-oxopropanoate + NH3 + NADH + H+ = D,L-alanine + H2O + NAD+

763366