3-hydroxy-L-kynurenine

Three steps

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

  Catalysed by KYNU, SLC6A14, SLC26A6extracellular space, cytosolOne of 3 routes

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

  Catalysed by KYNU, SLC7A6, ARG1extracellular space, cytosolOne of 3 routes

• 2-methyl-3-oxopropanoic acidReach from here →
  1. 3-hydroxy-L-kynurenine + H2O = 3-hydroxyanthranilate + L-alanine + H(+)
  2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
  3. (S)-3-amino-2-methylpropionate transaminase (2-methyl-3-oxopropanoate)

  Catalysed by KYNU, AGXT2, ABATmitochondrial matrixOne of 3 routes

• 11-cis-retinolReach from here →
  1. 3-hydroxy-L-kynurenine + H2O = 3-hydroxyanthranilate + L-alanine + H(+)
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. Palmitoyl-CoA:retinol O-acyltransferase

  Catalysed by KYNU, DGAT1, LRAT, AWAT1 and 2 moremitochondrial matrix, cytosol

• cob(II)alaminReach from here →
  1. 3-hydroxy-L-kynurenine + H2O = 3-hydroxyanthranilate + L-alanine + H(+)
  2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
  3. 2 cob(II)alamin + A + 2 H2O + 2 H(+) = 2 aquacob(III)alamin + AH2

  Catalysed by KYNU, MOCOS, MTRR

• lithocholic acidReach from here →
  1. 3-hydroxy-L-kynurenine + glyoxylate = xanthurenate + glycine + H2O
  2. gamma-L-glutamyl-L-cysteine:glycine ligase (ADP-forming)
  3. transport of GSH and lithocholate (cytosol to extracellular)

  Catalysed by KYAT3, AADAT, GSS, SLCO1A2 and 1 morecytosol, extracellular spaceOne of 2 routes

• iodideReach from here →
  1. 3-hydroxy-L-kynurenine + H2O = 3-hydroxyanthranilate + L-alanine + H(+)
  2. transport of alanine and tyrosine (cytosol to extracellular)
  3. thyroid peroxidase (iodine)

  Catalysed by KYNU, SLC7A5, TPOextracellular space, cytosolOne of 25 routes

• oxaloacetateReach from here →
  1. 3-hydroxy-L-kynurenine + H2O = 3-hydroxyanthranilate + L-alanine + H(+)
  2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
  3. Pyruvate:carbon-dioxide ligase (ADP-forming)

  Catalysed by KYNU, AGXT2, PCmitochondrial matrixOne of 9 routes

• nitric oxideReach from here →
  1. 3-hydroxy-L-kynurenine + H2O = 3-hydroxyanthranilate + L-alanine + H(+)
  2. transport of alanine and arginine (cytosol to extracellular)
  3. L-Arginine, NADPH:Oxygen Oxidoreductase (Nitric-Oxide-Forming)

  Catalysed by KYNU, SLC7A6, NOS3, NOS1 and 1 moreextracellular space, cytosolOne of 3 routes

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

  Catalysed by KYNU, SCLYcytosolOne of 3 routes

• N(2)-acetyl-L-ornithineReach from here →
  1. 3-hydroxy-L-kynurenine + H2O = 3-hydroxyanthranilate + L-alanine + H(+)
  2. transport of alanine and ornithine (cytosol to extracellular)
  3. N2-Acetyl-L-ornithine amidohydrolase

  Catalysed by KYNU, SLC7A6, ACY1extracellular space, cytosol

• 2-phenylacetamideReach from here →
  1. L-kynurenine + NADPH + O2 + H(+) = 3-hydroxy-L-kynurenine + NADP(+) + H2O
  2. Transport of L-Kynurenine
  3. L-phenylalanine:oxygen 2-oxidoreductase (decarboxylating)

  Catalysed by KMO, SLC7A8, EPXextracellular space, cytosol

• D-alanyl-D-alanineReach from here →
  1. 3-hydroxy-L-kynurenine + H2O = 3-hydroxyanthranilate + L-alanine + H(+)
  2. alanine racemase
  3. Formation of Alanylalanine

  Catalysed by KYNUcytosol

• Met-tRNA(Met)Reach 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
  3. L-Methionine:tRNAMet ligase (AMP-forming)

  Catalysed by KMO, AADAT, MARS1cytosol

• (S)-lactateReach from here →
  1. 3-hydroxy-L-kynurenine + H2O = 3-hydroxyanthranilate + L-alanine + H(+)
  2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
  3. (S)-lactate + NAD(+) = pyruvate + NADH + H(+)

  Catalysed by KYNU, AGXT2, LDHA, LDHB and 3 moremitochondrial matrix

• quinolinic acidReach from here →
  1. 3-hydroxy-L-kynurenine + H2O = 3-hydroxyanthranilate + L-alanine + H(+)
  2. 3-hydroxyanthranilate + O2 = (2Z,4Z)-2-amino-3-carboxymuconate 6-semialdehyde
  3. 2-amino-3-carboxymuconate semialdehyde to quinolinate conversion

  Catalysed by KYNU, HAAOcytosol

• 3'-deoxy-3',4'-didehydro-CTPReach from here →
  1. 3-hydroxy-L-kynurenine + H2O = 3-hydroxyanthranilate + L-alanine + H(+)
  2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
  3. CTP + AH2 + S-adenosyl-L-methionine = 3'-deoxy-3',4'-didehydro-CTP + 5'-deoxyadenosine + L-methionine + A + H2O + H(+)

  Catalysed by KYNU, MOCOS, RSAD2

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

  Catalysed by KYNU, SCLY, PHOSPHO2, PDXPcytosolOne of 2 routes

• 4-methylsulfanyl-2-oxobutanoateReach 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
  3. glyoxylate + L-methionine = 4-methylsulfanyl-2-oxobutanoate + glycine

  Catalysed by KMO, AADATOne of 2 routes

• N-[(S)-lactoyl]-L-phenylalanineReach from here →
  1. L-kynurenine + NADPH + O2 + H(+) = 3-hydroxy-L-kynurenine + NADP(+) + H2O
  2. Transport of L-Kynurenine
  3. (S)-lactate + L-phenylalanine = N-[(S)-lactoyl]-L-phenylalanine + H2O

  Catalysed by KMO, SLC7A8, CNDP2extracellular space, cytosol

• 2-oxobutanoateReach from here →
  1. L-kynurenine + NADPH + O2 + H(+) = 3-hydroxy-L-kynurenine + NADP(+) + H2O
  2. 2-oxobutanoate + L-kynurenine = (2S)-2-aminobutanoate + kynurenate + H2O
  3. (2S)-2-aminobutanoate + glyoxylate = 2-oxobutanoate + glycine

  Catalysed by KMO, AADAT, AGXT2One of 7 routes

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

  Catalysed by KMO, AADAT, DDCcytosol

• 2-oxoglutaramateReach from here →
  1. 3-hydroxy-L-kynurenine + H2O = 3-hydroxyanthranilate + L-alanine + H(+)
  2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
  3. L-Glutamine:pyruvate aminotransferase

  Catalysed by KYNU, AGXT2, KYAT1mitochondrial matrix, cytosolOne of 5 routes

• (S)-2-hydroxyglutarateReach from here →
  1. 3-hydroxy-L-kynurenine + H2O = 3-hydroxyanthranilate + L-alanine + H(+)
  2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
  3. (S)-2-hydroxyglutarate + A = 2-oxoglutarate + AH2

  Catalysed by KYNU, MOCOS, L2HGDH

• formaldehydeReach from here →
  1. 3-hydroxy-L-kynurenine + glyoxylate = xanthurenate + glycine + H2O
  2. S-Adenosyl-L-methionine:glycine N-methyltransferase
  3. sarcosine:oxygen oxidoreductase (demethylating)

  Catalysed by KYAT3, AADAT, GNMT, PIPOX and 1 morecytosol, peroxisomeOne of 2 routes

• 3-fumarylpyruvateReach from here →
  1. 3-hydroxy-L-kynurenine + H2O = 3-hydroxyanthranilate + L-alanine + H(+)
  2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
  3. 3-fumarylpyruvate + H2O = fumarate + pyruvate + H(+)

  Catalysed by KYNU, AGXT2, FAHD1mitochondrial matrix

• trans-1,2-dithiane-4,5-diolReach from here →
  1. 3-hydroxy-L-kynurenine + H2O = 3-hydroxyanthranilate + L-alanine + H(+)
  2. L-selenocysteine selenide-lyase (L-alanine-forming)
  3. selenocysteine lyase (dithiothreitol)

  Catalysed by KYNU, SCLYcytosol

• creatineReach from here →
  1. 3-hydroxy-L-kynurenine + glyoxylate = xanthurenate + glycine + H2O
  2. L-Arginine:glycine amidinotransferase
  3. S-Adenosyl-L-methionine:guanidinoacetate N-methyltransferase

  Catalysed by KYAT3, AADAT, GATM, GAMTcytosolOne of 2 routes

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

  Catalysed by KYNU, AGXT2, NAT8Lmitochondrial matrixOne of 2 routes

• bilirubin IXalphaReach from here →
  1. 3-hydroxy-L-kynurenine + glyoxylate = xanthurenate + glycine + H2O
  2. gamma-L-glutamyl-L-cysteine:glycine ligase (ADP-forming)
  3. transport of bilirubin and GSH (cytosol to extracellular)

  Catalysed by KYAT3, AADAT, GSS, SLCO1A2 and 1 morecytosol, extracellular spaceOne of 2 routes

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

  Catalysed by KYNU, SLC6A14, SLC26A6extracellular space, cytosolOne of 3 routes

• (R)-3-hydroxybutyric acidReach from here →
  1. 3-hydroxy-L-kynurenine + H2O = 3-hydroxyanthranilate + L-alanine + H(+)
  2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
  3. transport of (R)-3-hydroxybutanoate and pyruvate (cytosol to extracellular)

  Catalysed by KYNU, AGXT2, SLC16A4, SLC16A5 and 4 moremitochondrial matrix, extracellular space, cytosolOne of 2 routes

• taurolithocholateReach from here →
  1. 3-hydroxy-L-kynurenine + glyoxylate = xanthurenate + glycine + H2O
  2. gamma-L-glutamyl-L-cysteine:glycine ligase (ADP-forming)
  3. transport of GSH and taurolithocholate (cytosol to extracellular)

  Catalysed by KYAT3, AADAT, GSS, SLCO1A2 and 1 morecytosol, extracellular spaceOne of 2 routes

• 3-hydroxypyruvateReach from here →
  1. 3-hydroxy-L-kynurenine + H2O = 3-hydroxyanthranilate + L-alanine + H(+)
  2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
  3. L-serine + pyruvate = 3-hydroxypyruvate + L-alanine

  Catalysed by KYNU, AGXT2, AGXTmitochondrial matrixOne of 2 routes

• CHEBI:17208Reach from here →
  1. 3-hydroxy-L-kynurenine + glyoxylate = xanthurenate + glycine + H2O
  2. gamma-L-glutamyl-L-cysteine:glycine ligase (ADP-forming)
  3. glutathione:dehydroascorbate oxidoreductase

  Catalysed by KYAT3, AADAT, GSScytosol

• homocysteineReach from here →
  1. 3-hydroxy-L-kynurenine + glyoxylate = xanthurenate + glycine + H2O
  2. gamma-L-glutamyl-L-cysteine:glycine ligase (ADP-forming)
  3. Formation of Homocystine

  Catalysed by KYAT3, AADAT, GSScytosol

• L-glutamic 5-semialdehydeReach from here →
  1. 3-hydroxy-L-kynurenine + H2O = 3-hydroxyanthranilate + L-alanine + H(+)
  2. transport of alanine and ornithine (cytosol to extracellular)
  3. L-Ornithine:2-oxo-acid aminotransferase

  Catalysed by KYNU, SLC7A6, OATextracellular space, cytosol, mitochondrial matrix

• anilineReach from here →
  1. 3-hydroxy-L-kynurenine + H2O = 3-hydroxyanthranilate + L-alanine + H(+)
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. Acetyl-CoA:arylamine N-acetyltransferase

  Catalysed by KYNU, NAT2, NAT1mitochondrial matrix, cytosol

• aceneuramateReach from here →
  1. 3-hydroxy-L-kynurenine + H2O = 3-hydroxyanthranilate + L-alanine + H(+)
  2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
  3. aceneuramate = aldehydo-N-acetyl-D-mannosamine + pyruvate

  Catalysed by KYNU, AGXT2, NPLmitochondrial matrix

• CHEBI:17312Reach from here →
  1. 3-hydroxy-L-kynurenine + H2O = 3-hydroxyanthranilate + L-alanine + H(+)
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. N1,N12-diacetylspermine to N1-acetylspermine conversion

  Catalysed by KYNUmitochondrial matrix, cytosolOne of 2 routes

• 5'-deoxyadenosineReach from here →
  1. 3-hydroxy-L-kynurenine + H2O = 3-hydroxyanthranilate + L-alanine + H(+)
  2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
  3. N(1)-methylguanosine(37) in tRNA(Phe) + pyruvate + S-adenosyl-L-methionine = 4-demethylwyosine(37) in tRNA(Phe) + 5'-deoxyadenosine + L-methionine + CO2 + H2O

  Catalysed by KYNU, AGXT2, TYW1B, TYW1mitochondrial matrixOne of 5 routes

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

  Catalysed by KYAT3, AADAT, GSS, TSTD1One of 2 routes

• (S)-1-pyrroline-5-carboxylateReach from here →
  1. 3-hydroxy-L-kynurenine + H2O = 3-hydroxyanthranilate + L-alanine + H(+)
  2. transport of alanine and proline (cytosol to extracellular)
  3. L-proline:(acceptor) oxidoreductase

  Catalysed by KYNU, SLC7A5, PRODH2extracellular space, cytosolOne of 3 routes

• agmatineReach from here →
  1. 3-hydroxy-L-kynurenine + H2O = 3-hydroxyanthranilate + L-alanine + H(+)
  2. transport of alanine and arginine (cytosol to extracellular)
  3. L-arginine carboxy-lyase (agmatine-forming)

  Catalysed by KYNU, SLC7A6extracellular space, cytosol, mitochondrial matrix

• indole-3-pyruvateReach from here →
  1. L-kynurenine + NADPH + O2 + H(+) = 3-hydroxy-L-kynurenine + NADP(+) + H2O
  2. indole-3-pyruvate + L-kynurenine = kynurenate + L-tryptophan + H2O
  3. L-tryptophan + O2 + H2O = indole-3-pyruvate + H2O2 + NH4(+)

  Catalysed by KMO, AADAT, IL4I1One of 3 routes

• 3,3',5'-triiodo-L-thyronine sulfateReach from here →
  1. 3-hydroxy-L-kynurenine + H2O = 3-hydroxyanthranilate + L-alanine + H(+)
  2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
  3. 3,3',5'-triiodo-L-thyronine sulfate + iodide + A + H(+) = L-thyroxine sulfate + AH2

  Catalysed by KYNU, MOCOS, DIO1

• 3,3'-diiodo-L-thyronineReach from here →
  1. 3-hydroxy-L-kynurenine + H2O = 3-hydroxyanthranilate + L-alanine + H(+)
  2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
  3. 3,3'-diiodo-L-thyronine + iodide + A + H(+) = 3,3',5-triiodo-L-thyronine + AH2

  Catalysed by KYNU, MOCOS, DIO1, DIO3One of 2 routes

• 3,3'-diiodo-L-thyronine sulfateReach from here →
  1. 3-hydroxy-L-kynurenine + H2O = 3-hydroxyanthranilate + L-alanine + H(+)
  2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
  3. 3,3'-diiodo-L-thyronine sulfate + iodide + A + H(+) = 3,3',5-triiodo-L-thyronine sulfate + AH2

  Catalysed by KYNU, MOCOS, DIO1One of 2 routes

• (7Z,10Z,13Z)-hexadecatrienoyl-CoAReach from here →
  1. 3-hydroxy-L-kynurenine + H2O = 3-hydroxyanthranilate + L-alanine + H(+)
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. Fatty Acid Beta Oxidation (C18:3->C16:3), Mitochondrial

  Catalysed by KYNU, HADHA, ACADVL, HADHBmitochondrial matrix

• CHEBI:17724Reach from here →
  1. 3-hydroxy-L-kynurenine + glyoxylate = xanthurenate + glycine + H2O
  2. S-Adenosyl-L-methionine:glycine N-methyltransferase
  3. dimethylglycine dehydrogenase (formaldehyde)

  Catalysed by KYAT3, AADAT, GNMT, PDPR and 1 morecytosol