CHEBI:30249

Three steps

• a 2,3-saturated acyl-CoAReach from here →
  1. Formylkynurenine 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. Formylkynurenine 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

• xanthurenateReach from here →
  1. arylformamidase (L-formylkynurenine)
  2. L-Kynurenine,NADPH:oxygen oxidoreductase (3-hydroxylating)
  3. Kynurenine-Oxoglutarate Transaminase

  Catalysed by AFMID, KMO, AADATcytosol, mitochondrial matrixOne of 3 routes

• (2E)-octadecenoyl-CoAReach from here →
  1. Formylkynurenine 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. Formylkynurenine 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. arylformamidase (L-formylkynurenine)
  2. transport of formate and pyruvate (cytosol to extracellular)
  3. (4S)-4-hydroxy-2-oxoglutarate = glyoxylate + pyruvate

  Catalysed by AFMID, SLC16A4, SLC16A5, SLC16A7 and 3 morecytosol, extracellular space

• L-threonylcarbamoyladenylateReach from here →
  1. Formylkynurenine 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. Formylkynurenine 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. Formylkynurenine 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. Formylkynurenine 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. Formylkynurenine 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. Formylkynurenine 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. Formylkynurenine 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. Formylkynurenine 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. Formylkynurenine 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. Formylkynurenine 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. Formylkynurenine 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. Formylkynurenine 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. Formylkynurenine 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. Formylkynurenine 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. Formylkynurenine 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. Formylkynurenine 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. Formylkynurenine 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. Formylkynurenine 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. Formylkynurenine 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. Formylkynurenine 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. Formylkynurenine 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

• hexanedioyl-CoAReach from here →
  1. Formylkynurenine hydrolase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. Activation of adipic acid for Formation of Adipoyl Carnitine

  Catalysed by KYNUcytosol, mitochondrial matrixOne of 4 routes

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

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

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

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

• (R)-3-hydroxy-(11Z)-octadecenoyl-CoAReach from here →
  1. Formylkynurenine hydrolase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. Production of 3-Hydroxyoctadecenoylcarnitinec

  Catalysed by KYNU, CPT1A, CPT1C, CPT1Bcytosol, mitochondrial matrix

• (13Z)-eicosenoyl-CoAReach from here →
  1. Formylkynurenine hydrolase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. long-chain-fatty-acid-CoA ligase ((13Z)-eicosenoic acid)

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

• 2-aminoprop-2-enoateReach from here →
  1. Formylkynurenine hydrolase
  2. D-serine(out) + L-alanine(in) = D-serine(in) + L-alanine(out)
  3. D-serine = 2-aminoprop-2-enoate + H2O

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

• 4,8-dimethylnonanoyl-CoAReach from here →
  1. Formylkynurenine hydrolase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. Carnitine Dimethyl Nonanoyl Transferase, Revsible, Peroxisomal

  Catalysed by KYNU, CRAT, CROTcytosol, mitochondrial matrix, peroxisomeOne of 3 routes

• tetradecanedioyl-CoAReach from here →
  1. Formylkynurenine hydrolase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. Fatty Acid Beta Oxidation (C16Dc->C14Dc), Peroxisomal

  Catalysed by KYNU, ACAA1, HSD17B4, EHHADH and 1 morecytosol, mitochondrial matrix, peroxisome

• hexadecanedioyl-CoAReach from here →
  1. Formylkynurenine hydrolase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. Production of Hexadecanedioylcarnitine

  Catalysed by KYNU, CPT1A, CPT1C, CPT1Bcytosol, mitochondrial matrixOne of 2 routes

• pristanoyl-CoAReach from here →
  1. Formylkynurenine hydrolase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. fatty-acid-CoA ligase

  Catalysed by KYNU, SLC27A2cytosol, mitochondrial matrixOne of 2 routes

• an L-aminoacyl-L-amino acidReach from here →
  1. arylformamidase (L-formylkynurenine)
  2. an L-alpha-amino acid(in) + L-kynurenine(out) = an L-alpha-amino acid(out) + L-kynurenine(in)
  3. an L-aminoacyl-L-amino acid + H2O = 2 an L-alpha-amino acid

  Catalysed by AFMID, SLC7A11, DPEP1, DPEP2cytosol, inner side of the membrane, outer side of the membrane

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

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

• (9S)-hydroxy-(10E,12Z)-octadecadienoateReach from here →
  1. Formylkynurenine hydrolase
  2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
  3. (9Z,12Z)-octadecadienoate + AH2 + O2 = (9S)-hydroxy-(10E,12Z)-octadecadienoate + A + H2O

  Catalysed by KYNU, MOCOS, PTGS1, PTGS2cytosol

• (9R)-hydroxy-(10E,12Z)-octadecadienoateReach from here →
  1. Formylkynurenine hydrolase
  2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
  3. (9Z,12Z)-octadecadienoate + AH2 + O2 = (9R)-hydroxy-(10E,12Z)-octadecadienoate + A + H2O

  Catalysed by KYNU, MOCOS, PTGS1, PTGS2cytosol

• (11R)-hydroxy-(5Z,8Z,12E,14Z)-eicosatetraenoateReach from here →
  1. Formylkynurenine hydrolase
  2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + AH2 + O2 = (11R)-hydroxy-(5Z,8Z,12E,14Z)-eicosatetraenoate + A + H2O

  Catalysed by KYNU, MOCOS, PTGS2cytosol

• (15R)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoateReach from here →
  1. Formylkynurenine hydrolase
  2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + AH2 + O2 = (15R)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + A + H2O

  Catalysed by KYNU, MOCOS, PTGS2cytosol

• thio-Mo-molybdopterinReach from here →
  1. arylformamidase (L-formylkynurenine)
  2. 2-oxo-3-sulfanylpropanoate + L-kynurenine = kynurenate + L-cysteine + H2O
  3. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O

  Catalysed by AFMID, AADAT, MOCOScytosolOne of 3 routes

• glycodeoxycholateReach from here →
  1. arylformamidase (L-formylkynurenine)
  2. L-kynurenine + glyoxylate = kynurenate + glycine + H2O
  3. Glycodeoxycholate amidohydrolase

  Catalysed by AFMID, KYAT3, AADATcytosolOne of 2 routes

• (5Z)-tetradecenoyl-CoAReach from here →
  1. Formylkynurenine hydrolase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. long-chain-fatty-acid-CoA ligase (physeteric acid)

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

• (3E)-decenoyl-CoAReach from here →
  1. Formylkynurenine hydrolase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. Fatty Acid Beta Oxidation (C12:1->C10:1), Mitochondrial

  Catalysed by KYNU, ACADM, ECHS1, ACAA2 and 1 morecytosol, mitochondrial matrix

• 2-glyceryl-prostaglandin H2Reach from here →
  1. Formylkynurenine hydrolase
  2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
  3. 2-glyceryl-prostaglandin G2 + AH2 = 2-glyceryl-prostaglandin H2 + A + H2O

  Catalysed by KYNU, MOCOS, PTGS2cytosol

• N-tetradecanoylglycineReach from here →
  1. arylformamidase (L-formylkynurenine)
  2. L-kynurenine + glyoxylate = kynurenate + glycine + H2O
  3. tetradecanoyl-CoA + glycine = N-tetradecanoylglycine + CoA + H(+)

  Catalysed by AFMID, KYAT3, AADAT, GLYATL2cytosol

• (2R,6)-dimethylheptanoyl-CoAReach from here →
  1. Formylkynurenine hydrolase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. acetyl-CoA C-acyltransferase (3-oxo-4(R),8-dimethyl-nonanoyl-CoA)

  Catalysed by KYNU, HADHA, ACAA2, HADHBcytosol, mitochondrial matrix