indole-3-pyruvate

Three steps

• glycocholateReach from here →
  1. indole-3-pyruvate + L-kynurenine = kynurenate + L-tryptophan + H2O
  2. transport of glycine and tryptophan (cytosol to extracellular)
  3. bile acid-CoA: amino acid N-acyltransferase

  Catalysed by AADAT, SLC7A5, BAATextracellular space, cytosol, peroxisomeOne of 5 routes

• hydrogen sulfideReach from here →
  1. indole-3-pyruvate + L-kynurenine = kynurenate + L-tryptophan + H2O
  2. transport of cysteine and tryptophan (cytosol to extracellular)
  3. L-cysteine hydrogen-sulfide-lyase (deaminating

  Catalysed by AADAT, SLC7A5, CTHextracellular space, cytosolOne of 2 routes

• acetateReach from here →
  1. L-tryptophan + glyoxylate = indole-3-pyruvate + glycine
  2. glyoxylate + L-alanine = glycine + pyruvate
  3. transport of acetate and pyruvate (cytosol to extracellular)

  Catalysed by AADAT, AGXT, AGXT2, SLC16A4 and 4 moreextracellular space, cytosolOne of 2 routes

• formic acidReach from here →
  1. indole-3-pyruvate + L-kynurenine = kynurenate + L-tryptophan + H2O
  2. L-tryptophan:oxygen 2,3-oxidoreductase (decyclizing)
  3. arylformamidase (L-formylkynurenine)

  Catalysed by AADAT, IDO1, TDO2, IDO2 and 1 morecytosolOne of 5 routes

• propionic acidReach from here →
  1. L-tryptophan + glyoxylate = indole-3-pyruvate + glycine
  2. glyoxylate + L-alanine = glycine + pyruvate
  3. transport of propanoate and pyruvate (cytosol to extracellular)

  Catalysed by AADAT, AGXT, AGXT2, SLC16A4 and 5 moreextracellular space, cytosolOne of 2 routes

• citric acidReach from here →
  1. L-tryptophan + glyoxylate = indole-3-pyruvate + glycine
  2. glyoxylate + acetyl-CoA + H2O = (S)-malate + CoA + H(+)
  3. Citrate Transport, Mitochondrial

  Catalysed by AADAT, CLYBL, SLC25A1mitochondrial matrix, cytosolOne of 5 routes

• butyric acidReach from here →
  1. L-tryptophan + glyoxylate = indole-3-pyruvate + glycine
  2. glyoxylate + L-alanine = glycine + pyruvate
  3. transport of butyrate and pyruvate (cytosol to extracellular)

  Catalysed by AADAT, AGXT, AGXT2, SLC16A4 and 5 moreextracellular space, cytosolOne of 2 routes

• malonic acidReach from here →
  1. indole-3-pyruvate + L-kynurenine = kynurenate + L-tryptophan + H2O
  2. Transport of L-Tryptophan by Atb0 Transporter
  3. Malonate Transport, Antiport with Chloride

  Catalysed by AADAT, SLC6A14extracellular space, cytosolOne of 2 routes

• adipic acidReach from here →
  1. indole-3-pyruvate + L-kynurenine = kynurenate + L-tryptophan + H2O
  2. kynurenate(out) + glutarate(in) = kynurenate(in) + glutarate(out)
  3. hexanedioate + glutaryl-CoA = hexanedioyl-CoA + glutarate

  Catalysed by AADAT, SLC22A6, SUGCTinner side of the membrane, outer side of the membrane

• 3-hydroxypyruvic acidReach from here →
  1. L-tryptophan + glyoxylate = indole-3-pyruvate + glycine
  2. glyoxylate + L-alanine = glycine + pyruvate
  3. L-Serine:pyruvate aminotransferase

  Catalysed by AADAT, AGXT, AGXT2cytosolOne of 2 routes

• (indol-3-yl)acetateReach from here →
  1. indole-3-pyruvate + L-kynurenine = kynurenate + L-tryptophan + H2O
  2. kynurenate(out) + a dicarboxylate(in) = kynurenate(in) + a dicarboxylate(out)
  3. (indol-3-yl)acetate(out) + a dicarboxylate(in) = (indol-3-yl)acetate(in) + a dicarboxylate(out)

  Catalysed by AADAT, SLC22A8, SLC22A6inner side of the membrane, outer side of the membraneOne of 2 routes

• isocitric acidReach from here →
  1. L-tryptophan + glyoxylate = indole-3-pyruvate + glycine
  2. glyoxylate + acetyl-CoA + H2O = (S)-malate + CoA + H(+)
  3. Mitochondrial Carrier (Mc) Tcdb:2.A.29.7.2

  Catalysed by AADAT, CLYBL, SLC25A1mitochondrial matrix, cytosolOne of 3 routes

• L-lysineReach from here →
  1. indole-3-pyruvate + L-kynurenine = kynurenate + L-tryptophan + H2O
  2. transport of leucine and tryptophan (cytosol to extracellular)
  3. L-lysine(in) + L-leucine(out) + Na(+)(out) = L-lysine(out) + L-leucine(in) + Na(+)(in)

  Catalysed by AADAT, SLC7A5, SLC7A7extracellular space, cytosol, inner side of the membrane, outer side of the membraneOne of 5 routes

• D-lysineReach from here →
  1. indole-3-pyruvate + L-kynurenine = kynurenate + L-tryptophan + H2O
  2. transport of ornithine and tryptophan (cytosol to extracellular)
  3. D-lysine(in) + L-ornithine(out) = D-lysine(out) + L-ornithine(in)

  Catalysed by AADAT, SLC7A6, SLC25A2extracellular space, cytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• putrescineReach from here →
  1. indole-3-pyruvate + L-kynurenine = kynurenate + L-tryptophan + H2O
  2. transport of arginine and tryptophan (cytosol to extracellular)
  3. Putrescine Export via Putrescine/Arginine Antiporter

  Catalysed by AADAT, SLC7A6, SLC3A2, SLC7A7extracellular space, cytosolOne of 4 routes

• D-arginineReach from here →
  1. indole-3-pyruvate + L-kynurenine = kynurenate + L-tryptophan + H2O
  2. transport of ornithine and tryptophan (cytosol to extracellular)
  3. D-arginine(in) + L-ornithine(out) = D-arginine(out) + L-ornithine(in)

  Catalysed by AADAT, SLC7A6, SLC25A2extracellular space, cytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• cis-aconitic acidReach from here →
  1. L-tryptophan + glyoxylate = indole-3-pyruvate + glycine
  2. glyoxylate + acetyl-CoA + H2O = (S)-malate + CoA + H(+)
  3. Mitochondrial Carrier (Mc) Tcdb:2.A.29.7.2

  Catalysed by AADAT, CLYBL, SLC25A1mitochondrial matrix, cytosolOne of 3 routes

• N-carbamoyl-L-aspartateReach from here →
  1. indole-3-pyruvate + L-kynurenine = kynurenate + L-tryptophan + H2O
  2. L-tryptophan(out) + L-aspartate(in) = L-tryptophan(in) + L-aspartate(out)
  3. carbamoyl phosphate + L-aspartate = N-carbamoyl-L-aspartate + phosphate + H(+)

  Catalysed by AADAT, SLC7A13, CADinner side of the membrane, outer side of the membrane

• 3-oxopropanoateReach from here →
  1. L-tryptophan + glyoxylate = indole-3-pyruvate + glycine
  2. glyoxylate + L-alanine = glycine + pyruvate
  3. 3-oxopropanoate + L-alanine = beta-alanine + pyruvate

  Catalysed by AADAT, AGXT, AGXT2

• thiosulfateReach from here →
  1. L-tryptophan + glyoxylate = indole-3-pyruvate + glycine
  2. glyoxylate + acetyl-CoA + H2O = (S)-malate + CoA + H(+)
  3. transport of malate and thiosulfate (cytosol to mitochondria)

  Catalysed by AADAT, CLYBL, SLC25A10mitochondrial matrix, cytosolOne of 2 routes

• 4-methylthio-2-oxobutanoic acidReach from here →
  1. indole-3-pyruvate + L-kynurenine = kynurenate + L-tryptophan + H2O
  2. transport of methionine and tryptophan (cytosol to extracellular)
  3. L-Methionine:oxygen oxidoreductase (deaminating)

  Catalysed by AADAT, SLC7A5, IL4I1extracellular space, cytosol

• di-mu-sulfido-diiron(2+)Reach from here →
  1. indole-3-pyruvate + L-kynurenine = kynurenate + L-tryptophan + H2O
  2. transport of cysteine and tryptophan (cytosol to extracellular)
  3. De novo synthesis of 2Fe2S

  Catalysed by AADAT, SLC7A5, NDUFAB1, FDXR and 5 moreextracellular space, cytosol, mitochondrial matrix

• dodecanamideReach from here →
  1. L-tryptophan + glyoxylate = indole-3-pyruvate + glycine
  2. N-dodecanoyl-(2S)-hydroxyglycine = dodecanamide + glyoxylate
  3. N-dodecanoyl-(2S)-hydroxyglycine = dodecanamide + glyoxylate

  Catalysed by AADAT, PAM

• serotoninReach from here →
  1. indole-3-pyruvate + L-kynurenine = kynurenate + L-tryptophan + H2O
  2. L-Tryptophan, Tetrahydrobiopterin:Oxygen Oxidoreductase (5-Hydroxylating)
  3. 5-Hydroxy-L-tryptophan decarboxy-lyase

  Catalysed by AADAT, TPH1, TPH2, DDCcytosolOne of 2 routes

• (S)-3-methyl-2-oxopentanoateReach from here →
  1. indole-3-pyruvate + L-kynurenine = kynurenate + L-tryptophan + H2O
  2. transport of isoleucine and tryptophan (cytosol to extracellular)
  3. L-isoleucine + 2-oxoglutarate = (S)-3-methyl-2-oxopentanoate + L-glutamate

  Catalysed by AADAT, SLC7A5, BCAT2, BCAT1extracellular space, cytosol

• 2-oxohexanoateReach from here →
  1. L-tryptophan + glyoxylate = indole-3-pyruvate + glycine
  2. N(omega),N(omega)-dimethyl-L-arginine + glyoxylate = 5-(3,3-dimethylguanidino)-2-oxopentanoate + glycine
  3. 2-oxohexanoate + N(omega),N(omega)-dimethyl-L-arginine = L-2-aminohexanoate + 5-(3,3-dimethylguanidino)-2-oxopentanoate

  Catalysed by AADAT, AGXT2

• D-cysteineReach from here →
  1. indole-3-pyruvate + L-kynurenine = kynurenate + L-tryptophan + H2O
  2. transport of alanine and tryptophan (cytosol to extracellular)
  3. D-cysteine(out) + L-alanine(in) = D-cysteine(in) + L-alanine(out)

  Catalysed by AADAT, SLC7A5, SLC7A10extracellular space, cytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• D-serineReach from here →
  1. indole-3-pyruvate + L-kynurenine = kynurenate + L-tryptophan + H2O
  2. transport of alanine and tryptophan (cytosol to extracellular)
  3. D-serine(out) + L-alanine(in) = D-serine(in) + L-alanine(out)

  Catalysed by AADAT, SLC7A5, SLC7A10extracellular space, cytosol, inner side of the membrane, outer side of the membraneOne of 11 routes

• L-alpha-aminobutyric acidReach from here →
  1. L-tryptophan + glyoxylate = indole-3-pyruvate + glycine
  2. (2S)-2-aminobutanoate + glyoxylate = 2-oxobutanoate + glycine
  3. glutamic-pyruvic transaminase ((S)-2-aminobutanoate)

  Catalysed by AADAT, AGXT2, GPTcytosol

• 5-aminolevulinateReach from here →
  1. indole-3-pyruvate + L-kynurenine = kynurenate + L-tryptophan + H2O
  2. transport of glycine and tryptophan (cytosol to extracellular)
  3. succinyl-CoA + glycine + H(+) = 5-aminolevulinate + CO2 + CoA

  Catalysed by AADAT, SLC7A5, ALAS1, ALAS2extracellular space, cytosol

• 3-methyl-2-oxovaleric acidReach from here →
  1. indole-3-pyruvate + L-kynurenine = kynurenate + L-tryptophan + H2O
  2. transport of isoleucine and tryptophan (cytosol to extracellular)
  3. L-Leucine:2-oxoglutarate aminotransferase

  Catalysed by AADAT, SLC7A5, BCAT1extracellular space, cytosolOne of 2 routes

• glycochenodeoxycholateReach from here →
  1. indole-3-pyruvate + L-kynurenine = kynurenate + L-tryptophan + H2O
  2. transport of glycine and tryptophan (cytosol to extracellular)
  3. chenodeoxycholoyl-CoA + glycine = glycochenodeoxycholate + CoA + H(+)

  Catalysed by AADAT, SLC7A5, BAATextracellular space, cytosol

• taurocholateReach from here →
  1. indole-3-pyruvate + L-kynurenine = kynurenate + L-tryptophan + H2O
  2. kynurenate(out) + glutarate(in) = kynurenate(in) + glutarate(out)
  3. taurocholate(out) + glutarate(in) = taurocholate(in) + glutarate(out)

  Catalysed by AADAT, SLC22A6, SLC22A24, SLC22A8inner side of the membrane, outer side of the membraneOne of 2 routes

• glycochenodeoxycholic acidReach from here →
  1. indole-3-pyruvate + L-kynurenine = kynurenate + L-tryptophan + H2O
  2. transport of glycine and tryptophan (cytosol to extracellular)
  3. bile acid-CoA: amino acid N-acyltransferase

  Catalysed by AADAT, SLC7A5, BAATextracellular space, cytosol, peroxisomeOne of 3 routes

• N-formylanthranilic acidReach from here →
  1. indole-3-pyruvate + L-kynurenine = kynurenate + L-tryptophan + H2O
  2. L-tryptophan:oxygen 2,3-oxidoreductase (decyclizing)
  3. Formylkynurenine hydrolase

  Catalysed by AADAT, IDO1, TDO2, IDO2 and 1 morecytosol

• 3-hydroxyisovaleric acidReach from here →
  1. L-tryptophan + glyoxylate = indole-3-pyruvate + glycine
  2. L-leucine + glyoxylate = 4-methyl-2-oxopentanoate + glycine
  3. 4-methyl-2-oxopentanoate decarboxylation

  Catalysed by AADAT, ALOX12B, ALOXE3cytosol

• glycolithocholic acidReach from here →
  1. indole-3-pyruvate + L-kynurenine = kynurenate + L-tryptophan + H2O
  2. transport of glycine and tryptophan (cytosol to extracellular)
  3. bile acid-CoA:amino acid N-acyltransferase (glycine)

  Catalysed by AADAT, SLC7A5, BAATextracellular space, cytosolOne of 2 routes

• decanamideReach from here →
  1. L-tryptophan + glyoxylate = indole-3-pyruvate + glycine
  2. N-decanoyl-(2S)-hydroxyglycine = decanamide + glyoxylate
  3. N-decanoyl-(2S)-hydroxyglycine = decanamide + glyoxylate

  Catalysed by AADAT, PAM

• L-2-amino-3-oxobutanoic acidReach from here →
  1. indole-3-pyruvate + L-kynurenine = kynurenate + L-tryptophan + H2O
  2. transport of glycine and tryptophan (cytosol to extracellular)
  3. Acetyl-CoA:glycine C-acetyltransferase

  Catalysed by AADAT, SLC7A5, GCATextracellular space, cytosol, mitochondrial matrix

• (R)-lactic acidReach from here →
  1. L-tryptophan + glyoxylate = indole-3-pyruvate + glycine
  2. glyoxylate + L-alanine = glycine + pyruvate
  3. (R)-Lactate:NAD+ oxidoreductase

  Catalysed by AADAT, AGXT, AGXT2, LDHDcytosol

• (S)-lactic acidReach from here →
  1. L-tryptophan + glyoxylate = indole-3-pyruvate + glycine
  2. glyoxylate + L-alanine = glycine + pyruvate
  3. (S)-Lactate:NAD+ oxidoreductase

  Catalysed by AADAT, AGXT, AGXT2, LDHB and 1 moremitochondrial matrixOne of 5 routes

• L-erythro-7,8-dihydrobiopterinReach from here →
  1. indole-3-pyruvate + L-kynurenine = kynurenate + L-tryptophan + H2O
  2. kynurenate(out) + a dicarboxylate(in) = kynurenate(in) + a dicarboxylate(out)
  3. L-erythro-7,8-dihydrobiopterin(out) + a dicarboxylate(in) = L-erythro-7,8-dihydrobiopterin(in) + a dicarboxylate(out)

  Catalysed by AADAT, SLC22A8, SLC22A6inner side of the membrane, outer side of the membraneOne of 2 routes

• (6R)-L-erythro-6,7-dihydrobiopterinReach from here →
  1. indole-3-pyruvate + L-kynurenine = kynurenate + L-tryptophan + H2O
  2. (6R)-L-erythro-5,6,7,8-tetrahydrobiopterin + L-tryptophan + O2 = 5-hydroxy-L-tryptophan + (4aS,6R)-4a-hydroxy-L-erythro-5,6,7,8-tetrahydrobiopterin
  3. (4aS,6R)-4a-hydroxy-L-erythro-5,6,7,8-tetrahydrobiopterin = (6R)-L-erythro-6,7-dihydrobiopterin + H2O

  Catalysed by AADAT, TPH1, TPH2, PCBD1 and 1 more

• 2-iminopropanoateReach from here →
  1. L-tryptophan + glyoxylate = indole-3-pyruvate + glycine
  2. glyoxylate + L-alanine = glycine + pyruvate
  3. 2-iminopropanoate + H2O = pyruvate + NH4(+)

  Catalysed by AADAT, AGXT, AGXT2, RIDA

• phosphoenolpyruvic acidReach from here →
  1. L-tryptophan + glyoxylate = indole-3-pyruvate + glycine
  2. glyoxylate + L-alanine = glycine + pyruvate
  3. pyruvate kinase (dTDP)

  Catalysed by AADAT, AGXT, AGXT2, PKM and 1 morecytosol

• N-acetyl-beta-neuraminic acidReach from here →
  1. L-tryptophan + glyoxylate = indole-3-pyruvate + glycine
  2. glyoxylate + L-alanine = glycine + pyruvate
  3. N-Acetylneuraminate pyruvate-lyase (N-acetyl-D-mannosamine-forming)

  Catalysed by AADAT, AGXT, AGXT2, NPLcytosol

• 1,2-dihydroxy-5-(methylsulfanyl)pent-1-en-3-oneReach from here →
  1. L-tryptophan + glyoxylate = indole-3-pyruvate + glycine
  2. glyoxylate + L-methionine = 4-methylsulfanyl-2-oxobutanoate + glycine
  3. 1,2-dihydroxy-5-(methylsulfanyl)pent-1-en-3-one + O2 = 4-methylsulfanyl-2-oxobutanoate + formate + 2 H(+)

  Catalysed by AADAT, ADI1

• gamma-Glu-AlaReach from here →
  1. indole-3-pyruvate + L-kynurenine = kynurenate + L-tryptophan + H2O
  2. transport of alanine and tryptophan (cytosol to extracellular)
  3. gamma-glutamyltransferase (alanine)

  Catalysed by AADAT, SLC7A5, GGT1, GGT5 and 4 moreextracellular space, cytosol

• S(8)-aminomethyldihydrolipoamideReach from here →
  1. indole-3-pyruvate + L-kynurenine = kynurenate + L-tryptophan + H2O
  2. transport of glycine and tryptophan (cytosol to extracellular)
  3. dihydrolipoyl dehydrogenase ([protein]-N6-(lipoyl)lysine)

  Catalysed by AADAT, SLC7A5, GLDC, GCSHextracellular space, cytosol, mitochondrial matrix

• taurineReach from here →
  1. indole-3-pyruvate + L-kynurenine = kynurenate + L-tryptophan + H2O
  2. Transport of L-Tryptophan by Atb0 Transporter
  3. Neurotransmitter:Sodium Symporter (Nss) Tcdb:2.A.22.3.3

  Catalysed by AADAT, SLC6A14, SLC6A6extracellular space, cytosolOne of 2 routes