L-kynurenine

Three steps

• pyridoxal 5'-phosphateReach from here →
  1. L-Kynurenine hydrolase
  2. L-selenocysteine selenide-lyase (L-alanine-forming)
  3. pyridoxine 5'-phosphate + O2 = pyridoxal 5'-phosphate + H2O2

  Catalysed by KYNU, SCLY, PNPOcytosol

• 2-hydroxy-4-methylvaleric acidReach from here →
  1. Transport of L-Kynurenine
  2. L-Leucine:2-oxoglutarate aminotransferase
  3. 4-methyl-2-oxopentanoate reduction

  Catalysed by SLC43A1, BCAT2, SDR42E2, AKR1B15 and 16 moreextracellular space, cytosol, mitochondrial matrix

• 4-aminobutanoateReach from here →
  1. L-Kynurenine hydrolase
  2. transport of alanine and chloride (cytosol to extracellular)
  3. transport of 4-aminobutyrate and chloride (cytosol to extracellular)

  Catalysed by KYNU, SLC6A14, SLC6A12cytosol, extracellular spaceOne of 4 routes

• 3-iodo-L-tyrosineReach from here →
  1. L-Kynurenine hydrolase
  2. transport of alanine and tyrosine (cytosol to extracellular)
  3. thyroid peroxidase (iodine)

  Catalysed by KYNU, SLC7A5, TPOcytosol, extracellular spaceOne of 2 routes

• dopamineReach from here →
  1. Transport of L-Kynurenine
  2. L-dopa(out) + L-phenylalanine(in) = L-dopa(in) + L-phenylalanine(out)
  3. L-dopa + H(+) = dopamine + CO2

  Catalysed by SLC7A8, DDCextracellular space, cytosol, inner side of the membrane, outer side of the membraneOne of 4 routes

• glycolithocholate 3-sulfateReach from here →
  1. L-kynurenine + glyoxylate = kynurenate + glycine + H2O
  2. bile acid-CoA:amino acid N-acyltransferase (glycine)
  3. sulfotransferase (glycolithocholate)

  Catalysed by KYAT3, AADAT, BAAT, SULT2A1cytosolOne of 3 routes

• a 2,3-dehydroacyl-CoAReach from here →
  1. 2-oxo-3-sulfanylpropanoate + L-kynurenine = kynurenate + L-cysteine + H2O
  2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
  3. a 2,3-saturated acyl-CoA + A = a 2,3-dehydroacyl-CoA + AH2

  Catalysed by AADAT, MOCOS, ACAD10

• estrone 3-sulfateReach from here →
  1. Kynurenine-Oxoglutarate Transaminase
  2. kynurenate(out) + glutarate(in) = kynurenate(in) + glutarate(out)
  3. estrone 3-sulfate(out) + glutarate(in) = estrone 3-sulfate(in) + glutarate(out)

  Catalysed by KYAT3, AADAT, SLC22A6, SLC22A24 and 2 moremitochondrial matrix, inner side of the membrane, outer side of the membraneOne of 2 routes

• prostaglandin E2Reach from here →
  1. Kynurenine-Oxoglutarate Transaminase
  2. kynurenate(out) + glutarate(in) = kynurenate(in) + glutarate(out)
  3. prostaglandin E2(out) + glutarate(in) = prostaglandin E2(in) + glutarate(out)

  Catalysed by KYAT3, AADAT, SLC22A6, SLC22A8mitochondrial matrix, inner side of the membrane, outer side of the membraneOne of 6 routes

• decanoyl-CoAReach from here →
  1. L-Kynurenine hydrolase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. medium-chain acyl-CoA ligase (decanoic acid)

  Catalysed by KYNU, ACSM4, ACSM1, ACSM2A and 3 morecytosol, mitochondrial matrixOne of 8 routes

• (2E)-hexadecenoyl-CoAReach from here →
  1. L-Kynurenine hydrolase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. Carnitine O-Palmitoyltransferase

  Catalysed by KYNU, CPT1A, CPT1C, CPT1Bcytosol, mitochondrial matrixOne of 4 routes

• (9Z)-hexadecenoyl-CoAReach from here →
  1. L-Kynurenine hydrolase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. long-chain-fatty-acid-CoA ligase (palmitolate)

  Catalysed by KYNU, SLC27A2, ACSL4, ACSL3 and 5 morecytosol, mitochondrial matrixOne of 11 routes

• Fe(II)-heme aReach from here →
  1. 2-oxo-3-sulfanylpropanoate + L-kynurenine = kynurenate + L-cysteine + H2O
  2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
  3. Fe(II)-heme o + 2 A + H2O = Fe(II)-heme a + 2 AH2

  Catalysed by AADAT, MOCOS, COX15

• (R)-4'-phosphopantetheineReach from here →
  1. 2-oxo-3-sulfanylpropanoate + L-kynurenine = kynurenate + L-cysteine + H2O
  2. (R)-4'-phosphopantothenate:L-cysteine ligase
  3. N-[(R)-4-phosphopantothenoyl]-L-cysteine + H(+) = (R)-4'-phosphopantetheine + CO2

  Catalysed by AADAT, PPCS, PPCDCcytosol

• (4R)-4-hydroxy-2-oxoglutarateReach from here →
  1. L-Kynurenine hydrolase
  2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
  3. (4R)-4-hydroxy-2-oxoglutarate = glyoxylate + pyruvate

  Catalysed by KYNU, AGXT2, HOGA1cytosol, mitochondrial matrixOne of 2 routes

• 3-hydroxyisovaleryl-CoAReach from here →
  1. L-Kynurenine hydrolase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. (3-Hydroxyisovalerylcoa->3-Hydroxyisovalerylcarnitine)

  Catalysed by KYNU, CPT1A, CPT1Bcytosol, mitochondrial matrix

• (3R,5S)-1-pyrroline-3-hydroxy-5-carboxylateReach from here →
  1. L-Kynurenine hydrolase
  2. Transport of Hydroxy-Proline
  3. trans-4-Hydroxy-L-proline:NAD+ 5-oxidoreductase

  Catalysed by KYNU, SLC1A4, PYCR1, PYCR3 and 1 morecytosol, extracellular spaceOne of 5 routes

• leukotriene D4Reach from here →
  1. L-kynurenine + glyoxylate = kynurenate + glycine + H2O
  2. leukotriene C4 hydrolysis
  3. leukotriene C4 + H2O = leukotriene D4 + L-glutamate

  Catalysed by KYAT3, AADAT, GGT1, GGT5cytosol

• CHEBI:63544Reach from here →
  1. L-Kynurenine hydrolase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. long-chain-fatty-acid-CoA ligase (adrenic acid)

  Catalysed by KYNU, SLC27A2, ACSL4, ACSL3 and 5 morecytosol, mitochondrial matrixOne of 7 routes

• ubiquinol-10Reach from here →
  1. L-kynurenine + glyoxylate = kynurenate + glycine + H2O
  2. gamma-L-glutamyl-L-cysteine + glycine + ATP = glutathione + ADP + phosphate + H(+)
  3. ubiquinone-10 + hydrogen sulfide + glutathione + H(+) = S-sulfanylglutathione + ubiquinol-10

  Catalysed by KYAT3, AADAT, GSS, SQOROne of 3 routes

• hexacosanoyl-CoAReach from here →
  1. L-Kynurenine hydrolase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. long-chain-fatty-acid-CoA ligase (cerotic acid)

  Catalysed by KYNU, SLC27A2, ACSL4, ACSL3 and 5 morecytosol, mitochondrial matrixOne of 5 routes

• tetracosanoyl-CoAReach from here →
  1. L-Kynurenine hydrolase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. long-chain-fatty-acid-CoA ligase (lignocerate)

  Catalysed by KYNU, SLC27A2, ACSL4, ACSL3 and 5 morecytosol, mitochondrial matrixOne of 10 routes

• docosanoyl-CoAReach from here →
  1. L-Kynurenine hydrolase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. long-chain-fatty-acid-CoA ligase (behenic acid)

  Catalysed by KYNU, SLC27A2, ACSL4, ACSL3 and 5 morecytosol, mitochondrial matrixOne of 9 routes

• a 2,3-saturated acyl-CoAReach from here →
  1. L-Kynurenine hydrolase
  2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
  3. a 2,3-saturated acyl-CoA + A = a 2,3-dehydroacyl-CoA + AH2

  Catalysed by KYNU, MOCOS, ACAD10cytosol

• N(5)-[(Z)-amino(hydroxyimino)methyl]ornithineReach from here →
  1. L-Kynurenine hydrolase
  2. transport of alanine and arginine (cytosol to extracellular)
  3. L-arginine,NADPH:oxygen oxidoreductase (N-(omega)-hydroxyarginine-forming)

  Catalysed by KYNU, SLC7A6, NOS3, NOS1 and 1 morecytosol, extracellular space

• (2E)-octadecenoyl-CoAReach from here →
  1. L-Kynurenine hydrolase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. Carnitine O-Palmitoyltransferase

  Catalysed by KYNU, CPT1A, CPT1C, CPT1Bcytosol, mitochondrial matrixOne of 3 routes

• (6Z,9Z,12Z,15Z)-octadecatetraenoyl-CoAReach from here →
  1. L-Kynurenine hydrolase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. long-chain-fatty-acid-CoA ligase (stearidonic acid)

  Catalysed by KYNU, SLC27A2, ACSL4, ACSL3 and 5 morecytosol, mitochondrial matrixOne of 8 routes

• (4S)-4-hydroxy-2-oxoglutarateReach from here →
  1. L-Kynurenine hydrolase
  2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
  3. (4S)-4-hydroxy-2-oxoglutarate = glyoxylate + pyruvate

  Catalysed by KYNU, AGXT2, HOGA1cytosol, mitochondrial matrixOne of 2 routes

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

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

• L-threonylcarbamoyladenylateReach from here →
  1. L-Kynurenine hydrolase
  2. L-threonine(out) + L-alanine(in) = L-threonine(in) + L-alanine(out)
  3. L-threonine + hydrogencarbonate + ATP = L-threonylcarbamoyladenylate + diphosphate + H2O

  Catalysed by KYNU, SLC7A10, YRDCcytosol, inner side of the membrane, outer side of the membrane

• (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoAReach from here →
  1. L-Kynurenine hydrolase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. long-chain-fatty-acid-CoA ligase (EPA)

  Catalysed by KYNU, SLC27A2, ACSL4, ACSL3 and 5 morecytosol, mitochondrial matrixOne of 9 routes

• (7Z,10Z,13Z,16Z,19Z)-docosapentaenoyl-CoAReach from here →
  1. L-Kynurenine hydrolase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. long-chain-fatty-acid-CoA ligase (DPA)

  Catalysed by KYNU, SLC27A2, ACSL4, ACSL3 and 5 morecytosol, mitochondrial matrixOne of 6 routes

• (9Z,12Z,15Z)-octadecatrienoyl-CoAReach from here →
  1. L-Kynurenine hydrolase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. long-chain-fatty-acid-CoA ligase (linolenate)

  Catalysed by KYNU, SLC27A2, ACSL4, ACSL3 and 5 morecytosol, mitochondrial matrixOne of 7 routes

• (13Z)-docosenoyl-CoAReach from here →
  1. L-Kynurenine hydrolase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. long-chain-fatty-acid-CoA ligase (cis-erucic acid)

  Catalysed by KYNU, SLC27A2, ACSL4, ACSL3 and 5 morecytosol, mitochondrial matrixOne of 6 routes

• (11Z)-eicosenoyl-CoAReach from here →
  1. L-Kynurenine hydrolase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. long-chain-fatty-acid-CoA ligase (cis-gondoic acid)

  Catalysed by KYNU, SLC27A2, ACSL4, ACSL3 and 5 morecytosol, mitochondrial matrixOne of 7 routes

• (9Z,12Z,15Z,18Z,21Z)-tetracosapentaenoyl-CoAReach from here →
  1. L-Kynurenine hydrolase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. long-chain-fatty-acid-CoA ligase ((9Z,12Z,15Z,18Z,21Z)-TPA)

  Catalysed by KYNU, SLC27A2, ACSL4, ACSL3 and 5 morecytosol, mitochondrial matrixOne of 5 routes

• (6Z,9Z,12Z,15Z,18Z,21Z)-tetracosahexaenoyl-CoAReach from here →
  1. L-Kynurenine hydrolase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. long-chain-fatty-acid-CoA ligase ((6Z,9Z,12Z,15Z,18Z,21Z)-THA)

  Catalysed by KYNU, SLC27A2, ACSL4, ACSL3 and 5 morecytosol, mitochondrial matrixOne of 4 routes

• (15Z)-tetracosenoyl-CoAReach from here →
  1. L-Kynurenine hydrolase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. long-chain-fatty-acid-CoA ligase (nervonic acid)

  Catalysed by KYNU, SLC27A2, ACSL4, ACSL3 and 5 morecytosol, mitochondrial matrixOne of 6 routes

• (17Z)-hexacosenoyl-CoAReach from here →
  1. L-Kynurenine hydrolase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. long-chain-fatty-acid-CoA ligase (ximenic acid)

  Catalysed by KYNU, SLC27A2, ACSL4, ACSL3 and 5 morecytosol, mitochondrial matrixOne of 4 routes

• (8Z,11Z,14Z)-eicosatrienoyl-CoAReach from here →
  1. L-Kynurenine hydrolase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. long-chain-fatty-acid-CoA ligase (dihomo-gamma-linolenate)

  Catalysed by KYNU, SLC27A2, ACSL4, ACSL3 and 5 morecytosol, mitochondrial matrixOne of 5 routes

• (8Z,11Z,14Z,17Z)-eicosatetraenoyl-CoAReach from here →
  1. L-Kynurenine hydrolase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. long-chain-fatty-acid-CoA ligase (omega-3-arachidonic acid)

  Catalysed by KYNU, SLC27A2, ACSL4, ACSL3 and 5 morecytosol, mitochondrial matrixOne of 5 routes

• (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoAReach from here →
  1. L-Kynurenine hydrolase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. long-chain-fatty-acid-CoA ligase (DHA)

  Catalysed by KYNU, SLC27A2, ACSL4, ACSL3 and 5 morecytosol, mitochondrial matrixOne of 7 routes

• heptadecanoyl-CoAReach from here →
  1. L-Kynurenine hydrolase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. long-chain-fatty-acid-CoA ligase (margaric acid)

  Catalysed by KYNU, SLC27A2, ACSL4, ACSL3 and 5 morecytosol, mitochondrial matrixOne of 6 routes

• (9Z)-heptadecenoyl-CoAReach from here →
  1. L-Kynurenine hydrolase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. long-chain-fatty-acid-CoA ligase (9-heptadecylenic acid)

  Catalysed by KYNU, SLC27A2, ACSL4, ACSL3 and 5 morecytosol, mitochondrial matrixOne of 5 routes

• (11Z,14Z,17Z)-eicosatrienoyl-CoAReach from here →
  1. L-Kynurenine hydrolase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. long-chain-fatty-acid-CoA ligase ((11Z,14Z,17Z)-eicosatrienoic acid)

  Catalysed by KYNU, SLC27A2, ACSL4, ACSL3 and 5 morecytosol, mitochondrial matrixOne of 5 routes

• nonadecanoyl-CoAReach from here →
  1. L-Kynurenine hydrolase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. long-chain-fatty-acid-CoA ligase (nonadecylic acid)

  Catalysed by KYNU, SLC27A2, ACSL4, ACSL3 and 5 morecytosol, mitochondrial matrixOne of 6 routes

• (11Z)-octadecenoyl-CoAReach from here →
  1. L-Kynurenine hydrolase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. Transport of 11-Octadecenoyl Carnitine into the Mitochondrial Matrix

  Catalysed by KYNU, CPT1A, CPT1C, CPT1Bcytosol, mitochondrial matrixOne of 3 routes

• dodecanedioyl-CoAReach from here →
  1. L-Kynurenine hydrolase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. Activation of dodecanedioic acid

  Catalysed by KYNUcytosol, mitochondrial matrixOne of 4 routes

• decanedioyl-CoAReach from here →
  1. L-Kynurenine hydrolase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. Production of Sebacoylcarnitine

  Catalysed by KYNU, CPT1A, CPT1C, CPT1Bcytosol, mitochondrial matrixOne of 4 routes

• octanedioyl-CoAReach from here →
  1. L-Kynurenine hydrolase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. Production of Suberylcarnitine

  Catalysed by KYNU, CPT1A, CPT1C, CPT1Bcytosol, mitochondrial matrixOne of 4 routes