5-hydroxy-L-tryptophan
362,296 routes · scope human · up to 3 steps · built 5 October 2026 · Reactions · API
386 compounds within 3 steps: 3 in 1, 46 in 2, 337 in 3
Three steps
- (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
- L-tryptophan:oxygen 2,3-oxidoreductase (decyclizing)
- arylformamidase (L-formylkynurenine)
Catalysed by TPH1, TPH2, IDO1, TDO2 and 2 morecytosolOne of 3 routes
- (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
- Transport of L-Tryptophan by Atb0 Transporter
- Malonate Transport, Antiport with Chloride
Catalysed by TPH1, TPH2, SLC6A14extracellular space, cytosolOne of 2 routes
- (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
- (6R)-L-erythro-5,6,7,8-tetrahydrobiopterin(out) + a dicarboxylate(in) = (6R)-L-erythro-5,6,7,8-tetrahydrobiopterin(in) + a dicarboxylate(out)
- (indol-3-yl)acetate(out) + a dicarboxylate(in) = (indol-3-yl)acetate(in) + a dicarboxylate(out)
Catalysed by TPH1, TPH2, SLC22A6, SLC22A8inner side of the membrane, outer side of the membraneOne of 2 routes
- 5-hydroxy-L-tryptophan + H(+) = serotonin + CO2
- transport of serotonin (cytosol to extracellular)
- transport of arachidonate (cytosol to extracellular)
Catalysed by DDC, SLCO1A2, SLCO1B3, SLCO1B1extracellular space, cytosolOne of 4 routes
- (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
- transport of leucine and tryptophan (cytosol to extracellular)
- L-lysine(in) + L-leucine(out) + Na(+)(out) = L-lysine(out) + L-leucine(in) + Na(+)(in)
Catalysed by TPH1, TPH2, SLC7A5, SLC7A7extracellular space, cytosol, inner side of the membrane, outer side of the membraneOne of 5 routes
- (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
- transport of ornithine and tryptophan (cytosol to extracellular)
- D-lysine(in) + L-ornithine(out) = D-lysine(out) + L-ornithine(in)
Catalysed by TPH1, TPH2, SLC7A6, SLC25A2extracellular space, cytosol, inner side of the membrane, outer side of the membraneOne of 2 routes
- (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
- transport of arginine and tryptophan (cytosol to extracellular)
- Putrescine Export via Putrescine/Arginine Antiporter
Catalysed by TPH1, TPH2, SLC7A6, SLC3A2 and 1 moreextracellular space, cytosolOne of 4 routes
- (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
- transport of ornithine and tryptophan (cytosol to extracellular)
- D-arginine(in) + L-ornithine(out) = D-arginine(out) + L-ornithine(in)
Catalysed by TPH1, TPH2, SLC7A6, SLC25A2extracellular space, cytosol, inner side of the membrane, outer side of the membraneOne of 2 routes
- (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
- L-tryptophan(out) + L-aspartate(in) = L-tryptophan(in) + L-aspartate(out)
- carbamoyl phosphate + L-aspartate = N-carbamoyl-L-aspartate + phosphate + H(+)
Catalysed by TPH1, TPH2, SLC7A13, CADinner side of the membrane, outer side of the membrane
- (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
- transport of methionine and tryptophan (cytosol to extracellular)
- L-Methionine:oxygen oxidoreductase (deaminating)
Catalysed by TPH1, TPH2, SLC7A5, IL4I1extracellular space, cytosol
- (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
- transport of cysteine and tryptophan (cytosol to extracellular)
- De novo synthesis of 2Fe2S
Catalysed by TPH1, TPH2, SLC7A5, NDUFAB1 and 6 moreextracellular space, cytosol, mitochondrial matrix
- (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
- transport of isoleucine and tryptophan (cytosol to extracellular)
- L-isoleucine + 2-oxoglutarate = (S)-3-methyl-2-oxopentanoate + L-glutamate
Catalysed by TPH1, TPH2, SLC7A5, BCAT2 and 1 moreextracellular space, cytosol
- (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
- transport of alanine and tryptophan (cytosol to extracellular)
- D-cysteine(out) + L-alanine(in) = D-cysteine(in) + L-alanine(out)
Catalysed by TPH1, TPH2, SLC7A5, SLC7A10extracellular space, cytosol, inner side of the membrane, outer side of the membraneOne of 2 routes
- (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
- transport of alanine and tryptophan (cytosol to extracellular)
- D-serine(out) + L-alanine(in) = D-serine(in) + L-alanine(out)
Catalysed by TPH1, TPH2, SLC7A5, SLC7A10extracellular space, cytosol, inner side of the membrane, outer side of the membraneOne of 10 routes
- (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
- transport of glycine and tryptophan (cytosol to extracellular)
- succinyl-CoA + glycine + H(+) = 5-aminolevulinate + CO2 + CoA
Catalysed by TPH1, TPH2, SLC7A5, ALAS1 and 1 moreextracellular space, cytosol
- (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
- transport of isoleucine and tryptophan (cytosol to extracellular)
- L-Leucine:2-oxoglutarate aminotransferase
Catalysed by TPH1, TPH2, SLC7A5, BCAT1extracellular space, cytosolOne of 2 routes
- 5-hydroxy-L-tryptophan + H(+) = serotonin + CO2
- transport of serotonin (cytosol to extracellular)
- solute carrier organic anion transporter (chenodiol)
Catalysed by DDC, SLCO1A2, SLCO1B3extracellular space, cytosolOne of 2 routes
- (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
- transport of tryptophan and tyrosine (cytosol to extracellular)
- L-tyrosine:2-oxoglutarate aminotransferase
Catalysed by TPH1, TPH2, SLC7A5, GOT2 and 2 moreextracellular space, cytosolOne of 6 routes
- (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
- transport of glycine and tryptophan (cytosol to extracellular)
- chenodeoxycholoyl-CoA + glycine = glycochenodeoxycholate + CoA + H(+)
Catalysed by TPH1, TPH2, SLC7A5, BAATextracellular space, cytosol
- 5-hydroxy-L-tryptophan + H(+) = serotonin + CO2
- transport of serotonin (cytosol to extracellular)
- solute carrier organic anion transporter (S-glutathionyl-2-4-dinitrobenzene)
Catalysed by DDC, SLCO1A2, SLCO1B3extracellular space, cytosolOne of 4 routes
- (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
- transport of glycine and tryptophan (cytosol to extracellular)
- bile acid-CoA: amino acid N-acyltransferase
Catalysed by TPH1, TPH2, SLC7A5, BAATextracellular space, cytosol, peroxisomeOne of 3 routes
- (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
- transport of glycine and tryptophan (cytosol to extracellular)
- glycine + 2-oxoglutarate = glyoxylate + L-glutamate
Catalysed by TPH1, TPH2, SLC7A5, AADATextracellular space, cytosolOne of 12 routes
- (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
- transport of glycine and tryptophan (cytosol to extracellular)
- bile acid-CoA:amino acid N-acyltransferase (glycine)
Catalysed by TPH1, TPH2, SLC7A5, BAATextracellular space, cytosolOne of 6 routes
- (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
- transport of glycine and tryptophan (cytosol to extracellular)
- Acetyl-CoA:glycine C-acetyltransferase
Catalysed by TPH1, TPH2, SLC7A5, GCATextracellular space, cytosol, mitochondrial matrix
- (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
- (6R)-L-erythro-5,6,7,8-tetrahydrobiopterin(out) + a dicarboxylate(in) = (6R)-L-erythro-5,6,7,8-tetrahydrobiopterin(in) + a dicarboxylate(out)
- L-erythro-7,8-dihydrobiopterin(out) + a dicarboxylate(in) = L-erythro-7,8-dihydrobiopterin(in) + a dicarboxylate(out)
Catalysed by TPH1, TPH2, SLC22A6, SLC22A8inner side of the membrane, outer side of the membraneOne of 2 routes
- (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
- transport of alanine and tryptophan (cytosol to extracellular)
- gamma-glutamyltransferase (alanine)
Catalysed by TPH1, TPH2, SLC7A5, GGT1 and 5 moreextracellular space, cytosolOne of 2 routes
- (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
- transport of glycine and tryptophan (cytosol to extracellular)
- dihydrolipoyl dehydrogenase ([protein]-N6-(lipoyl)lysine)
Catalysed by TPH1, TPH2, SLC7A5, GLDC and 1 moreextracellular space, cytosol, mitochondrial matrix
- (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
- Transport of L-Tryptophan by Atb0 Transporter
- Neurotransmitter:Sodium Symporter (Nss) Tcdb:2.A.22.3.3
Catalysed by TPH1, TPH2, SLC6A14, SLC6A6extracellular space, cytosolOne of 4 routes
- 5-hydroxy-L-tryptophan + H(+) = serotonin + CO2
- transport of serotonin (cytosol to extracellular)
- transport of S-glutathionyl-2-4-dinitrobenzene (cytosol to extracellular)
Catalysed by DDC, SLCO1A2, SLCO1B3extracellular space, cytosolOne of 4 routes
- 5-hydroxy-L-tryptophan + H(+) = serotonin + CO2
- acetyl-CoA:aralkylamine N-acetyltransferase
- aldehyde dehydrogenase (2-methyl-3-oxopropanoate)
Catalysed by DDC, AANAT, ALDH6A1cytosol, mitochondrial matrixOne of 2 routes
- 5-hydroxy-L-tryptophan + H(+) = serotonin + CO2
- acetyl-CoA:aralkylamine N-acetyltransferase
- acid phosphatase 2, lysosomal (CoA)
Catalysed by DDC, AANAT, ACP2cytosol, lysosomeOne of 2 routes
- 5-hydroxy-L-tryptophan + H(+) = serotonin + CO2
- acetyl-CoA:aralkylamine N-acetyltransferase
- (2E)-dodecenoyl-CoA formation
Catalysed by DDC, AANATcytosol, mitochondrial matrixOne of 3 routes
- 5-hydroxy-L-tryptophan + H(+) = serotonin + CO2
- acetyl-CoA:aralkylamine N-acetyltransferase
- propanoyl-CoA C-acyltransferase (3-ketopristanoyl-CoA)
Catalysed by DDC, AANAT, ACAA1, MYO5Bcytosol, peroxisomeOne of 2 routes
- 5-hydroxy-L-tryptophan + H(+) = serotonin + CO2
- acetyl-CoA:aralkylamine N-acetyltransferase
- long-chain-fatty-acid-CoA ligase (gamma-linolenate)
Catalysed by DDC, AANAT, SLC27A2, ACSL4 and 6 morecytosolOne of 7 routes
- 5-hydroxy-L-tryptophan + H(+) = serotonin + CO2
- acetyl-CoA:aralkylamine N-acetyltransferase
- Butanoate:CoA ligase (AMP-forming)
Catalysed by DDC, AANAT, ACSM4, ACSM1 and 4 morecytosolOne of 9 routes
- 5-hydroxy-L-tryptophan + H(+) = serotonin + CO2
- acetyl-CoA:aralkylamine N-acetyltransferase
- long-chain-fatty-acid-CoA ligase (lauric acid)
Catalysed by DDC, AANAT, SLC27A2, ACSL4 and 6 morecytosolOne of 9 routes
- 5-hydroxy-L-tryptophan + H(+) = serotonin + CO2
- acetyl-CoA:aralkylamine N-acetyltransferase
- Production of Glutaryl Carnitine
Catalysed by DDC, AANAT, CPT1A, CPT1C and 1 morecytosolOne of 2 routes
- 5-hydroxy-L-tryptophan + H(+) = serotonin + CO2
- acetyl-CoA:aralkylamine N-acetyltransferase
- long-chain-fatty-acid-CoA ligase (eicosanoate)
Catalysed by DDC, AANAT, SLC27A2, ACSL4 and 6 morecytosolOne of 12 routes
- 5-hydroxy-L-tryptophan + H(+) = serotonin + CO2
- acetyl-CoA:aralkylamine N-acetyltransferase
- Itaconate:CoA ligase (GDP-forming)
Catalysed by DDC, AANAT, SUCLG1, SUCLG2 and 1 morecytosol, mitochondrial matrixOne of 2 routes
- 5-hydroxy-L-tryptophan + H(+) = serotonin + CO2
- acetyl-CoA:aralkylamine N-acetyltransferase
- long-chain-fatty-acid-CoA ligase ((6Z,9Z)-octadecadienoic acid)
Catalysed by DDC, AANAT, SLC27A2, ACSL4 and 6 morecytosolOne of 13 routes
- 5-hydroxy-L-tryptophan + H(+) = serotonin + CO2
- acetyl-CoA:aralkylamine N-acetyltransferase
- long-chain-fatty-acid-CoA ligase (myristic acid)
Catalysed by DDC, AANAT, SLC27A2, ACSL4 and 6 morecytosolOne of 11 routes
- 5-hydroxy-L-tryptophan + H(+) = serotonin + CO2
- acetyl-CoA:aralkylamine N-acetyltransferase
- Octanoyl-CoA:L-carnitine O-octanoyltransferase
Catalysed by DDC, AANAT, CROTcytosol, mitochondrial matrixOne of 20 routes
- 5-hydroxy-L-tryptophan + H(+) = serotonin + CO2
- acetyl-CoA:aralkylamine N-acetyltransferase
- long-chain-fatty-acid-CoA ligase (stearate)
Catalysed by DDC, AANAT, SLC27A2, ACSL4 and 5 morecytosolOne of 15 routes
- 5-hydroxy-L-tryptophan + H(+) = serotonin + CO2
- transport of serotonin (cytosol to extracellular)
- transport of prostaglandin E1 (cytosol to extracellular)
Catalysed by DDC, SLCO1A2, SLCO1B3, SLCO1B1extracellular space, cytosolOne of 4 routes
- 5-hydroxy-L-tryptophan + H(+) = serotonin + CO2
- transport of serotonin (cytosol to extracellular)
- transport of prostaglandin I2 (cytosol to extracellular)
Catalysed by DDC, SLCO1A2, SLCO1B3, SLCO1B1extracellular space, cytosolOne of 4 routes
- (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
- (6R)-L-erythro-5,6,7,8-tetrahydrobiopterin(out) + a dicarboxylate(in) = (6R)-L-erythro-5,6,7,8-tetrahydrobiopterin(in) + a dicarboxylate(out)
- prostaglandin F2alpha(out) + a dicarboxylate(in) = prostaglandin F2alpha(in) + a dicarboxylate(out)
Catalysed by TPH1, TPH2, SLC22A6, SLC22A8inner side of the membrane, outer side of the membraneOne of 6 routes
- 5-hydroxy-L-tryptophan + H(+) = serotonin + CO2
- transport of serotonin (cytosol to extracellular)
- transport of prostaglandin H2 (cytosol to extracellular)
Catalysed by DDC, SLCO1A2, SLCO1B3, SLCO1B1extracellular space, cytosolOne of 4 routes