5-hydroxytryptophan

Three steps

• (15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoateReach from here →
  1. 5-Hydroxy-L-tryptophan decarboxy-lyase
  2. transport of GSH and serotonin (cytosol to extracellular)
  3. Glutathione: 15-HPETE oxidoreductase

  Catalysed by DDC, SLCO1A2, SLCO1B3, GPX5 and 8 morecytosol, extracellular space

• leukotriene A4Reach from here →
  1. 5-Hydroxy-L-tryptophan decarboxy-lyase
  2. transport of serotonin (cytosol to extracellular)
  3. transport of leukotriene A4 (cytosol to extracellular)

  Catalysed by DDC, SLCO1A2, SLCO1B3, SLCO1B1cytosol, extracellular spaceOne of 4 routes

• (R)-S-lactoylglutathioneReach from here →
  1. 5-Hydroxy-L-tryptophan decarboxy-lyase
  2. transport of GSH and serotonin (cytosol to extracellular)
  3. (R)-S-Lactoylglutathione methylglyoxal-lyase (isomerizing)

  Catalysed by DDC, SLCO1A2, SLCO1B3, GLO1 and 1 morecytosol, extracellular spaceOne of 2 routes

• S-formylglutathioneReach from here →
  1. 5-Hydroxy-L-tryptophan decarboxy-lyase
  2. transport of GSH and serotonin (cytosol to extracellular)
  3. alcohol dehydrogenase (formaldehyde)

  Catalysed by DDC, SLCO1A2, SLCO1B3, ADH1C and 5 morecytosol, extracellular space

• sphing-4-enineReach from here →
  1. 5-Hydroxy-L-tryptophan decarboxy-lyase
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. acyl-CoA:sphingosine N-acyltransferase

  Catalysed by DDC, AANAT, ASAH1, ACER2 and 2 morecytosol, Golgi apparatusOne of 2 routes

• spermidineReach from here →
  1. 5-Hydroxy-L-tryptophan decarboxy-lyase
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. diamine N-acetyltransferase (N1-acetylspermidine)

  Catalysed by DDC, AANAT, SAT1, SAT2cytosolOne of 3 routes

• L-methionineReach from here →
  1. 5-Hydroxy-L-tryptophan decarboxy-lyase
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. N-acetylglutamate synthase (N-acetylmethionine)

  Catalysed by DDC, AANAT, NAGScytosol, mitochondrial matrix

• dehydroepiandrosterone 3-sulfateReach from here →
  1. 5-Hydroxy-L-tryptophan decarboxy-lyase
  2. transport of serotonin (cytosol to extracellular)
  3. transport of dehydroepiandrosterone sulfate (cytosol to extracellular)

  Catalysed by DDC, SLCO1A2, SLCO1B3, SLCO1B1cytosol, extracellular spaceOne of 2 routes

• L-tryptophanReach from here →
  1. 5-Hydroxy-L-tryptophan decarboxy-lyase
  2. 5-hydroxy-L-tryptophan + H(+) = serotonin + CO2
  3. (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

  Catalysed by DDC, TPH1, TPH2cytosol

• L-alanineReach from here →
  1. 5-Hydroxy-L-tryptophan decarboxy-lyase
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. amino-acid N-acetyltransferase (N-acetyl-L-alanine)

  Catalysed by DDC, AANATcytosol, mitochondrial matrix

• leukotriene C4Reach from here →
  1. 5-Hydroxy-L-tryptophan decarboxy-lyase
  2. transport of serotonin (cytosol to extracellular)
  3. transport of leukotriene C4 (cytosol to extracellular)

  Catalysed by DDC, SLCO1A2, SLCO1B3, SLCO1B1cytosol, extracellular spaceOne of 6 routes

• L-asparagineReach from here →
  1. 5-Hydroxy-L-tryptophan decarboxy-lyase
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. N-acetylglutamate synthase (N-acetyl-L-asparagine)

  Catalysed by DDC, AANAT, NAGScytosol, mitochondrial matrix

• L,L-cystathionineReach from here →
  1. 5-Hydroxy-L-tryptophan decarboxy-lyase
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. N-acetylglutamate synthase (N-acetyl-L-cystathionine)

  Catalysed by DDC, AANAT, NAGScytosol, mitochondrial matrix

• glutathione disulfideReach from here →
  1. 5-Hydroxy-L-tryptophan decarboxy-lyase
  2. transport of GSH and serotonin (cytosol to extracellular)
  3. Glutathione: 5-HPETE oxidoreductase

  Catalysed by DDC, SLCO1A2, SLCO1B3, GPX5 and 8 morecytosol, extracellular spaceOne of 13 routes

• taurolithocholate 3-sulfateReach from here →
  1. 5-Hydroxy-L-tryptophan decarboxy-lyase
  2. transport of serotonin (cytosol to extracellular)
  3. transport of S-glutathionyl-2-4-dinitrobenzene (cytosol to extracellular)

  Catalysed by DDC, SLCO1A2, SLCO1B3cytosol, extracellular spaceOne of 4 routes

• an acyl-CoAReach from here →
  1. 5-Hydroxy-L-tryptophan decarboxy-lyase
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. acyl-CoA:sphingosine N-acyltransferase

  Catalysed by DDC, AANAT, ASAH1, ACER2 and 2 morecytosol, Golgi apparatusOne of 2 routes

• histamineReach from here →
  1. 5-Hydroxy-L-tryptophan decarboxy-lyase
  2. transport of serotonin (cytosol to extracellular)
  3. transport of histamine (cytosol to extracellular)

  Catalysed by DDC, SLCO1A2, SLCO1B3cytosol, extracellular spaceOne of 4 routes

• L-thyroxineReach from here →
  1. 5-Hydroxy-L-tryptophan decarboxy-lyase
  2. transport of serotonin (cytosol to extracellular)
  3. transport of S-glutathionyl-2-4-dinitrobenzene (cytosol to extracellular)

  Catalysed by DDC, SLCO1A2, SLCO1B3cytosol, extracellular spaceOne of 4 routes

• (3Z)-dodecenoyl-CoAReach from here →
  1. 5-Hydroxy-L-tryptophan decarboxy-lyase
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. acetyl-CoA C-acyltransferase (3-oxomyrist-5-enoyl-CoA)

  Catalysed by DDC, AANAT, HADHA, ACAA2 and 1 morecytosol, mitochondrial matrixOne of 3 routes

• (25R)-3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-oyl-CoAReach from here →
  1. 5-Hydroxy-L-tryptophan decarboxy-lyase
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. 3alpha,7alpha,12alpha-trihydroxy-5beta-cholestanoate:CoA ligase (AMP-forming)

  Catalysed by DDC, AANAT, SLC27A2, SLC27A5cytosol, endoplasmic reticulumOne of 3 routes

• deoxycholoyl-CoAReach from here →
  1. 5-Hydroxy-L-tryptophan decarboxy-lyase
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. cholate-CoA ligase (3alpha,12alpha-dihydroxy-5beta-cholanate)

  Catalysed by DDC, AANAT, SLC27A2, SLC27A5cytosolOne of 4 routes

• S-sulfanylglutathioneReach from here →
  1. 5-Hydroxy-L-tryptophan decarboxy-lyase
  2. transport of GSH and serotonin (cytosol to extracellular)
  3. Sulfide:glutathione,quinone oxidoreductase

  Catalysed by DDC, SLCO1A2, SLCO1B3, SQORcytosol, extracellular space, mitochondrial matrix

• (6R)-L-erythro-5,6,7,8-tetrahydrobiopterinReach from here →
  1. 5-Hydroxy-L-tryptophan decarboxy-lyase
  2. 5-hydroxy-L-tryptophan + H(+) = serotonin + CO2
  3. (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

  Catalysed by DDC, TPH1, TPH2cytosol

• dopamineReach from here →
  1. 5-Hydroxy-L-tryptophan decarboxy-lyase
  2. transport of serotonin (cytosol to extracellular)
  3. transport of dopamine (cytosol to extracellular)

  Catalysed by DDC, SLCO1A2, SLCO1B3cytosol, extracellular spaceOne of 4 routes

• glycolithocholate 3-sulfateReach from here →
  1. 5-Hydroxy-L-tryptophan decarboxy-lyase
  2. transport of serotonin (cytosol to extracellular)
  3. transport of S-glutathionyl-2-4-dinitrobenzene (cytosol to extracellular)

  Catalysed by DDC, SLCO1A2, SLCO1B3cytosol, extracellular spaceOne of 4 routes

• estrone 3-sulfateReach from here →
  1. 5-Hydroxy-L-tryptophan decarboxy-lyase
  2. transport of serotonin (cytosol to extracellular)
  3. transport of estrone 3-sulfate (cytosol to extracellular)

  Catalysed by DDC, SLCO1A2, SLCO1B3, SLCO1B1cytosol, extracellular spaceOne of 2 routes

• prostaglandin E2Reach from here →
  1. 5-Hydroxy-L-tryptophan decarboxy-lyase
  2. transport of serotonin (cytosol to extracellular)
  3. transport of prostaglandin E2 (cytosol to extracellular)

  Catalysed by DDC, SLCO1A2, SLCO1B3cytosol, extracellular spaceOne of 4 routes

• decanoyl-CoAReach from here →
  1. 5-Hydroxy-L-tryptophan decarboxy-lyase
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. medium-chain acyl-CoA ligase (decanoic acid)

  Catalysed by DDC, AANAT, ACSM4, ACSM1 and 4 morecytosolOne of 7 routes

• (2E)-hexadecenoyl-CoAReach from here →
  1. 5-Hydroxy-L-tryptophan decarboxy-lyase
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. Carnitine O-Palmitoyltransferase

  Catalysed by DDC, AANAT, CPT1A, CPT1C and 1 morecytosolOne of 4 routes

• (9Z)-hexadecenoyl-CoAReach from here →
  1. 5-Hydroxy-L-tryptophan decarboxy-lyase
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. long-chain-fatty-acid-CoA ligase (palmitolate)

  Catalysed by DDC, AANAT, SLC27A2, ACSL4 and 6 morecytosolOne of 11 routes

• L-cysteinylglycineReach from here →
  1. 5-Hydroxy-L-tryptophan decarboxy-lyase
  2. transport of GSH and serotonin (cytosol to extracellular)
  3. glutathione gamma-glutamylaminopeptidase

  Catalysed by DDC, SLCO1A2, SLCO1B3, GGTLC3 and 5 morecytosol, extracellular spaceOne of 4 routes

• 3-hydroxyisovaleryl-CoAReach from here →
  1. 5-Hydroxy-L-tryptophan decarboxy-lyase
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. (3-Hydroxyisovalerylcoa->3-Hydroxyisovalerylcarnitine)

  Catalysed by DDC, AANAT, CPT1A, CPT1Bcytosol

• (5-hydroxyindol-3-yl)acetateReach from here →
  1. 5-Hydroxy-L-tryptophan decarboxy-lyase
  2. 5-Hydroxytryptamine:oxygen oxidoreductase(deaminating)(flavin-containing)
  3. 5-Hydroxyindoleacetaldehyde:NAD+ Oxidoreductase, Mitochondrial

  Catalysed by DDC, MAOA, MAOB, ALDH2 and 1 morecytosol, mitochondrial matrixOne of 4 routes

• CHEBI:63544Reach from here →
  1. 5-Hydroxy-L-tryptophan decarboxy-lyase
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. long-chain-fatty-acid-CoA ligase (adrenic acid)

  Catalysed by DDC, AANAT, SLC27A2, ACSL4 and 6 morecytosolOne of 7 routes

• hexacosanoyl-CoAReach from here →
  1. 5-Hydroxy-L-tryptophan decarboxy-lyase
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. long-chain-fatty-acid-CoA ligase (cerotic acid)

  Catalysed by DDC, AANAT, SLC27A2, ACSL4 and 6 morecytosolOne of 5 routes

• tetracosanoyl-CoAReach from here →
  1. 5-Hydroxy-L-tryptophan decarboxy-lyase
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. long-chain-fatty-acid-CoA ligase (lignocerate)

  Catalysed by DDC, AANAT, SLC27A2, ACSL4 and 6 morecytosolOne of 10 routes

• docosanoyl-CoAReach from here →
  1. 5-Hydroxy-L-tryptophan decarboxy-lyase
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. long-chain-fatty-acid-CoA ligase (behenic acid)

  Catalysed by DDC, AANAT, SLC27A2, ACSL4 and 6 morecytosolOne of 9 routes

• (2E)-octadecenoyl-CoAReach from here →
  1. 5-Hydroxy-L-tryptophan decarboxy-lyase
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. Carnitine O-Palmitoyltransferase

  Catalysed by DDC, AANAT, CPT1A, CPT1C and 1 morecytosolOne of 3 routes

• (6Z,9Z,12Z,15Z)-octadecatetraenoyl-CoAReach from here →
  1. 5-Hydroxy-L-tryptophan decarboxy-lyase
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. long-chain-fatty-acid-CoA ligase (stearidonic acid)

  Catalysed by DDC, AANAT, SLC27A2, ACSL4 and 6 morecytosolOne of 8 routes

• (R)-noradrenalineReach from here →
  1. 5-Hydroxy-L-tryptophan decarboxy-lyase
  2. transport of serotonin (cytosol to extracellular)
  3. transport of noradrenaline (cytosol to extracellular)

  Catalysed by DDC, SLCO1A2, SLCO1B3cytosol, extracellular spaceOne of 4 routes

• (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoAReach from here →
  1. 5-Hydroxy-L-tryptophan decarboxy-lyase
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. long-chain-fatty-acid-CoA ligase (EPA)

  Catalysed by DDC, AANAT, SLC27A2, ACSL4 and 6 morecytosolOne of 9 routes

• (7Z,10Z,13Z,16Z,19Z)-docosapentaenoyl-CoAReach from here →
  1. 5-Hydroxy-L-tryptophan decarboxy-lyase
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. long-chain-fatty-acid-CoA ligase (DPA)

  Catalysed by DDC, AANAT, SLC27A2, ACSL4 and 6 morecytosolOne of 6 routes

• (9Z,12Z,15Z)-octadecatrienoyl-CoAReach from here →
  1. 5-Hydroxy-L-tryptophan decarboxy-lyase
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. long-chain-fatty-acid-CoA ligase (linolenate)

  Catalysed by DDC, AANAT, SLC27A2, ACSL4 and 6 morecytosolOne of 7 routes

• (13Z)-docosenoyl-CoAReach from here →
  1. 5-Hydroxy-L-tryptophan decarboxy-lyase
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. long-chain-fatty-acid-CoA ligase (cis-erucic acid)

  Catalysed by DDC, AANAT, SLC27A2, ACSL4 and 6 morecytosolOne of 6 routes

• (11Z)-eicosenoyl-CoAReach from here →
  1. 5-Hydroxy-L-tryptophan decarboxy-lyase
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. long-chain-fatty-acid-CoA ligase (cis-gondoic acid)

  Catalysed by DDC, AANAT, SLC27A2, ACSL4 and 6 morecytosolOne of 7 routes

• (9Z,12Z,15Z,18Z,21Z)-tetracosapentaenoyl-CoAReach from here →
  1. 5-Hydroxy-L-tryptophan decarboxy-lyase
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. long-chain-fatty-acid-CoA ligase ((9Z,12Z,15Z,18Z,21Z)-TPA)

  Catalysed by DDC, AANAT, SLC27A2, ACSL4 and 6 morecytosolOne of 5 routes

• (6Z,9Z,12Z,15Z,18Z,21Z)-tetracosahexaenoyl-CoAReach from here →
  1. 5-Hydroxy-L-tryptophan decarboxy-lyase
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. long-chain-fatty-acid-CoA ligase ((6Z,9Z,12Z,15Z,18Z,21Z)-THA)

  Catalysed by DDC, AANAT, SLC27A2, ACSL4 and 6 morecytosolOne of 4 routes

• (15Z)-tetracosenoyl-CoAReach from here →
  1. 5-Hydroxy-L-tryptophan decarboxy-lyase
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. long-chain-fatty-acid-CoA ligase (nervonic acid)

  Catalysed by DDC, AANAT, SLC27A2, ACSL4 and 6 morecytosolOne of 6 routes

• (17Z)-hexacosenoyl-CoAReach from here →
  1. 5-Hydroxy-L-tryptophan decarboxy-lyase
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. long-chain-fatty-acid-CoA ligase (ximenic acid)

  Catalysed by DDC, AANAT, SLC27A2, ACSL4 and 6 morecytosolOne of 4 routes

• (8Z,11Z,14Z)-eicosatrienoyl-CoAReach from here →
  1. 5-Hydroxy-L-tryptophan decarboxy-lyase
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. long-chain-fatty-acid-CoA ligase (dihomo-gamma-linolenate)

  Catalysed by DDC, AANAT, SLC27A2, ACSL4 and 6 morecytosolOne of 5 routes