3-hydroxy-L-kynurenine

Two steps

• ophthalmateReach from here →
  1. 3-hydroxy-L-kynurenine + glyoxylate = xanthurenate + glycine + H2O
  2. gamma-L-glutamyl-(2S)-2-aminobutanoate + glycine + ATP = ophthalmate + ADP + phosphate + H(+)

  Catalysed by KYAT3, AADAT, GSS

• 2-aminoisobutanoateReach from here →
  1. 3-hydroxy-L-kynurenine + H2O = 3-hydroxyanthranilate + L-alanine + H(+)
  2. 2-aminoisobutanoate(out) + L-alanine(in) = 2-aminoisobutanoate(in) + L-alanine(out)

  Catalysed by KYNU, SLC7A10inner side of the membrane, outer side of the membraneOne of 2 routes

• N(omega),N('omega)-dimethyl-L-arginineReach from here →
  1. 3-hydroxy-L-kynurenine + H2O = 3-hydroxyanthranilate + L-alanine + H(+)
  2. N(omega),N('omega)-dimethyl-L-arginine + pyruvate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + L-alanine

  Catalysed by KYNU, AGXT2One of 2 routes

• 5,6,7,8-tetrahydrofolic acidReach from here →
  1. 3-hydroxy-L-kynurenine + glyoxylate = xanthurenate + glycine + H2O
  2. 5,10-Methylenetetrahydrofolate:glycine hydroxymethyltransferase

  Catalysed by KYAT3, AADAT, SHMT1cytosolOne of 2 routes

• CHEBI:240943Reach from here →
  1. 3-hydroxy-L-kynurenine + glyoxylate = xanthurenate + glycine + H2O
  2. glycine N-acyltransferase (2-methylbutyryl-CoA)

  Catalysed by KYAT3, AADAT, GLYAT, GLYATL2 and 1 moremitochondrial matrix

• phenylacetylglycineReach from here →
  1. 3-hydroxy-L-kynurenine + glyoxylate = xanthurenate + glycine + H2O
  2. phenylacetyl-CoA:glycine N-phenylacetyltransferase

  Catalysed by KYAT3, AADAT, GLYATcytosolOne of 3 routes

• CHEBI:28666Reach from here →
  1. 3-hydroxy-L-kynurenine + glyoxylate = xanthurenate + glycine + H2O
  2. LTD4 hydrolysis

  Catalysed by KYAT3, AADATcytosol

• pyridoxine 5'-phosphateReach from here →
  1. 3-hydroxy-L-kynurenine + H2O = 3-hydroxyanthranilate + L-alanine + H(+)
  2. L-selenocysteine selenide-lyase (L-alanine-forming)

  Catalysed by KYNU, SCLYcytosol

• Gly-tRNA(Gly)Reach from here →
  1. 3-hydroxy-L-kynurenine + glyoxylate = xanthurenate + glycine + H2O
  2. glycine:tRNA(Gly) ligase (AMP-forming)

  Catalysed by KYAT3, AADAT, GARS1cytosol

• chlorine(.)Reach from here →
  1. 3-hydroxy-L-kynurenine + H2O = 3-hydroxyanthranilate + L-alanine + H(+)
  2. transport of alanine and chloride (cytosol to extracellular)

  Catalysed by KYNU, SLC6A14extracellular space, cytosolOne of 5 routes

• glycocholateReach from here →
  1. 3-hydroxy-L-kynurenine + glyoxylate = xanthurenate + glycine + H2O
  2. bile acid-CoA: amino acid N-acyltransferase

  Catalysed by KYAT3, AADAT, BAATperoxisomeOne of 3 routes

• L-aspartateReach from here →
  1. 3-hydroxy-L-kynurenine + H2O = 3-hydroxyanthranilate + L-alanine + H(+)
  2. oxaloacetate + L-alanine = L-aspartate + pyruvate

  Catalysed by KYNU, AGXT2

• anthranilic acidReach from here →
  1. L-kynurenine + NADPH + O2 + H(+) = 3-hydroxy-L-kynurenine + NADP(+) + H2O
  2. L-Kynurenine hydrolase

  Catalysed by KMO, KYNUcytosol

• D-cysteineReach from here →
  1. 3-hydroxy-L-kynurenine + H2O = 3-hydroxyanthranilate + L-alanine + H(+)
  2. D-cysteine(out) + L-alanine(in) = D-cysteine(in) + L-alanine(out)

  Catalysed by KYNU, SLC7A10inner side of the membrane, outer side of the membraneOne of 2 routes

• D-serineReach from here →
  1. 3-hydroxy-L-kynurenine + H2O = 3-hydroxyanthranilate + L-alanine + H(+)
  2. D-serine(out) + L-alanine(in) = D-serine(in) + L-alanine(out)

  Catalysed by KYNU, SLC7A10inner side of the membrane, outer side of the membraneOne of 6 routes

• 5-aminolevulinateReach from here →
  1. 3-hydroxy-L-kynurenine + glyoxylate = xanthurenate + glycine + H2O
  2. succinyl-CoA + glycine + H(+) = 5-aminolevulinate + CO2 + CoA

  Catalysed by KYAT3, AADAT, ALAS1, ALAS2

• glycochenodeoxycholateReach from here →
  1. 3-hydroxy-L-kynurenine + glyoxylate = xanthurenate + glycine + H2O
  2. chenodeoxycholoyl-CoA + glycine = glycochenodeoxycholate + CoA + H(+)

  Catalysed by KYAT3, AADAT, BAAT

• glycochenodeoxycholic acidReach from here →
  1. 3-hydroxy-L-kynurenine + glyoxylate = xanthurenate + glycine + H2O
  2. bile acid-CoA: amino acid N-acyltransferase

  Catalysed by KYAT3, AADAT, BAATperoxisomeOne of 3 routes

• glyoxylateReach from here →
  1. 3-hydroxy-L-kynurenine + glyoxylate = xanthurenate + glycine + H2O
  2. glycine + 2-oxoglutarate = glyoxylate + L-glutamate

  Catalysed by KYAT3, AADATOne of 11 routes

• glycolithocholic acidReach from here →
  1. 3-hydroxy-L-kynurenine + glyoxylate = xanthurenate + glycine + H2O
  2. bile acid-CoA:amino acid N-acyltransferase (glycine)

  Catalysed by KYAT3, AADAT, BAATcytosolOne of 2 routes

• L-2-amino-3-oxobutanoic acidReach from here →
  1. 3-hydroxy-L-kynurenine + glyoxylate = xanthurenate + glycine + H2O
  2. Acetyl-CoA:glycine C-acetyltransferase

  Catalysed by KYAT3, AADAT, GCATmitochondrial matrix

• L-ornithineReach from here →
  1. 3-hydroxy-L-kynurenine + H2O = 3-hydroxyanthranilate + L-alanine + H(+)
  2. transport of alanine and ornithine (cytosol to extracellular)

  Catalysed by KYNU, SLC7A6extracellular space, cytosolOne of 8 routes

• gamma-Glu-AlaReach from here →
  1. 3-hydroxy-L-kynurenine + H2O = 3-hydroxyanthranilate + L-alanine + H(+)
  2. gamma-glutamyltransferase (alanine)

  Catalysed by KYNU, GGT1, GGT5, GGTLC2 and 3 moreextracellular space, cytosol

• S(8)-aminomethyldihydrolipoamideReach from here →
  1. 3-hydroxy-L-kynurenine + glyoxylate = xanthurenate + glycine + H2O
  2. dihydrolipoyl dehydrogenase ([protein]-N6-(lipoyl)lysine)

  Catalysed by KYAT3, AADAT, GLDC, GCSHmitochondrial matrix

• D-alanineReach from here →
  1. 3-hydroxy-L-kynurenine + H2O = 3-hydroxyanthranilate + L-alanine + H(+)
  2. D-alanine(out) + L-alanine(in) = D-alanine(in) + L-alanine(out)

  Catalysed by KYNU, SLC7A10inner side of the membrane, outer side of the membraneOne of 2 routes

• sarcosineReach from here →
  1. 3-hydroxy-L-kynurenine + glyoxylate = xanthurenate + glycine + H2O
  2. sarcosine + O2 + H2O = formaldehyde + glycine + H2O2

  Catalysed by KYAT3, AADAT, PIPOXOne of 2 routes

• (6S)-5,6,7,8-tetrahydrofolateReach from here →
  1. 3-hydroxy-L-kynurenine + glyoxylate = xanthurenate + glycine + H2O
  2. (6R)-5,10-methylene-5,6,7,8-tetrahydrofolate + glycine + H2O = (6S)-5,6,7,8-tetrahydrofolate + L-serine

  Catalysed by KYAT3, AADAT, SHMT1, SHMT2

• an N-acylglycineReach from here →
  1. 3-hydroxy-L-kynurenine + glyoxylate = xanthurenate + glycine + H2O
  2. an acyl-CoA + glycine = an N-acylglycine + CoA + H(+)

  Catalysed by KYAT3, AADAT, GLYATL3, GLYAT and 1 more

• guanidinoacetateReach from here →
  1. 3-hydroxy-L-kynurenine + glyoxylate = xanthurenate + glycine + H2O
  2. L-Arginine:glycine amidinotransferase

  Catalysed by KYAT3, AADAT, GATMcytosolOne of 2 routes

• D-threonineReach from here →
  1. 3-hydroxy-L-kynurenine + H2O = 3-hydroxyanthranilate + L-alanine + H(+)
  2. D-threonine(out) + L-alanine(in) = D-threonine(in) + L-alanine(out)

  Catalysed by KYNU, SLC7A10inner side of the membrane, outer side of the membraneOne of 2 routes

• L-methionineReach from here →
  1. L-kynurenine + NADPH + O2 + H(+) = 3-hydroxy-L-kynurenine + NADP(+) + H2O
  2. 4-methylsulfanyl-2-oxobutanoate + L-kynurenine = kynurenate + L-methionine + H2O

  Catalysed by KMO, AADATOne of 13 routes

• L-tryptophanReach from here →
  1. L-kynurenine + NADPH + O2 + H(+) = 3-hydroxy-L-kynurenine + NADP(+) + H2O
  2. indole-3-pyruvate + L-kynurenine = kynurenate + L-tryptophan + H2O

  Catalysed by KMO, AADATOne of 10 routes

• glutathioneReach from here →
  1. 3-hydroxy-L-kynurenine + glyoxylate = xanthurenate + glycine + H2O
  2. gamma-L-glutamyl-L-cysteine + glycine + ATP = glutathione + ADP + phosphate + H(+)

  Catalysed by KYAT3, AADAT, GSS

• L-threonineReach from here →
  1. 3-hydroxy-L-kynurenine + H2O = 3-hydroxyanthranilate + L-alanine + H(+)
  2. L-threonine(out) + L-alanine(in) = L-threonine(in) + L-alanine(out)

  Catalysed by KYNU, SLC7A10inner side of the membrane, outer side of the membraneOne of 4 routes

• beta-alanineReach from here →
  1. 3-hydroxy-L-kynurenine + H2O = 3-hydroxyanthranilate + L-alanine + H(+)
  2. beta-alanine(out) + L-alanine(in) = beta-alanine(in) + L-alanine(out)

  Catalysed by KYNU, SLC7A10inner side of the membrane, outer side of the membraneOne of 2 routes

• leukotriene C4Reach from here →
  1. 3-hydroxy-L-kynurenine + glyoxylate = xanthurenate + glycine + H2O
  2. leukotriene C4 hydrolysis

  Catalysed by KYAT3, AADATcytosol

• L-asparagineReach from here →
  1. 3-hydroxy-L-kynurenine + H2O = 3-hydroxyanthranilate + L-alanine + H(+)
  2. transport of alanine and asparagine (cytosol to extracellular)

  Catalysed by KYNU, SLC7A5extracellular space, cytosolOne of 10 routes

• L-phenylalanineReach from here →
  1. L-kynurenine + NADPH + O2 + H(+) = 3-hydroxy-L-kynurenine + NADP(+) + H2O
  2. Transport of L-Kynurenine

  Catalysed by KMO, SLC7A8extracellular space, cytosolOne of 16 routes

• L-tyrosineReach from here →
  1. 3-hydroxy-L-kynurenine + glyoxylate = xanthurenate + glycine + H2O
  2. L-tyrosine + glyoxylate = 3-(4-hydroxyphenyl)pyruvate + glycine

  Catalysed by KYAT3, AADAT

• N(omega),N(omega)-dimethyl-L-arginineReach from here →
  1. 3-hydroxy-L-kynurenine + H2O = 3-hydroxyanthranilate + L-alanine + H(+)
  2. N(omega),N(omega)-dimethyl-L-arginine + pyruvate = 5-(3,3-dimethylguanidino)-2-oxopentanoate + L-alanine

  Catalysed by KYNU, AGXT2One of 2 routes

• trans-4-hydroxy-L-prolineReach from here →
  1. 3-hydroxy-L-kynurenine + H2O = 3-hydroxyanthranilate + L-alanine + H(+)
  2. trans-4-hydroxy-L-proline(out) + L-alanine(in) + Na(+)(out) = trans-4-hydroxy-L-proline(in) + L-alanine(out) + Na(+)(in)

  Catalysed by KYNU, SLC1A4inner side of the membrane, outer side of the membraneOne of 2 routes

• L-2-aminopentanoateReach from here →
  1. L-kynurenine + NADPH + O2 + H(+) = 3-hydroxy-L-kynurenine + NADP(+) + H2O
  2. 2-oxopentanoate + L-kynurenine = L-2-aminopentanoate + kynurenate + H2O

  Catalysed by KMO, AADAT

• kynurenateReach from here →
  1. L-kynurenine + NADPH + O2 + H(+) = 3-hydroxy-L-kynurenine + NADP(+) + H2O
  2. Kynurenine-Oxoglutarate Transaminase

  Catalysed by KMO, KYAT3, AADATmitochondrial matrixOne of 13 routes

• L-2-aminohexanoateReach from here →
  1. L-kynurenine + NADPH + O2 + H(+) = 3-hydroxy-L-kynurenine + NADP(+) + H2O
  2. 2-oxohexanoate + L-kynurenine = L-2-aminohexanoate + kynurenate + H2O

  Catalysed by KMO, AADAT

• N-formyl-L-kynurenineReach from here →
  1. L-kynurenine + NADPH + O2 + H(+) = 3-hydroxy-L-kynurenine + NADP(+) + H2O
  2. N-formyl-L-kynurenine + H2O = L-kynurenine + formate + H(+)

  Catalysed by KMO, AFMID

• L-2-aminoadipateReach from here →
  1. L-kynurenine + NADPH + O2 + H(+) = 3-hydroxy-L-kynurenine + NADP(+) + H2O
  2. 2-oxoadipate + L-kynurenine = L-2-aminoadipate + kynurenate + H2O

  Catalysed by KMO, AADAT

• N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycineReach from here →
  1. 3-hydroxy-L-kynurenine + glyoxylate = xanthurenate + glycine + H2O
  2. (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + glycine = N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + CoA + H(+)

  Catalysed by KYAT3, AADAT, GLYATL2One of 2 routes

• an L-alpha-amino acidReach from here →
  1. L-kynurenine + NADPH + O2 + H(+) = 3-hydroxy-L-kynurenine + NADP(+) + H2O
  2. an L-alpha-amino acid(in) + L-kynurenine(out) = an L-alpha-amino acid(out) + L-kynurenine(in)

  Catalysed by KMO, SLC7A11inner side of the membrane, outer side of the membraneOne of 2 routes

• L-prolineReach from here →
  1. 3-hydroxy-L-kynurenine + H2O = 3-hydroxyanthranilate + L-alanine + H(+)
  2. L-proline(out) + L-alanine(in) + Na(+)(out) = L-proline(in) + L-alanine(out) + Na(+)(in)

  Catalysed by KYNU, SLC1A4inner side of the membrane, outer side of the membraneOne of 2 routes

• N-benzoylglycineReach from here →
  1. 3-hydroxy-L-kynurenine + glyoxylate = xanthurenate + glycine + H2O
  2. Hippurate (Benzoylglycinate) Formation

  Catalysed by KYAT3, AADATmitochondrial matrixOne of 2 routes