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
- transport of histidine and tryptophan (cytosol to extracellular)
- L-histidine ammonia-lyase (urocanate-forming)
Catalysed by TPH1, TPH2, SLC7A6, HALextracellular 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
- (6R)-L-erythro-5,6,7,8-tetrahydrobiopterin(out) + a dicarboxylate(in) = (6R)-L-erythro-5,6,7,8-tetrahydrobiopterin(in) + a dicarboxylate(out)
- urate(out) + a dicarboxylate(in) = urate(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 leucine and tryptophan (cytosol to extracellular)
- L-Leucine:2-oxoglutarate aminotransferase
Catalysed by TPH1, TPH2, SLC7A5, BCAT2extracellular space, cytosol, mitochondrial matrixOne 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 arginine and tryptophan (cytosol to extracellular)
- Transport by Y+Lat-2 into Extracellular Space
Catalysed by TPH1, TPH2, SLC7A6, SLC3A2extracellular 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 phenylalanine and tryptophan (cytosol to extracellular)
- Phenylalanine Transaminase, Mitochondrial
Catalysed by TPH1, TPH2, SLC7A5, GOT2 and 1 moreextracellular space, cytosol, mitochondrial matrixOne 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
- L-tryptophan decarboxy-lyase
- Tryptamine:oxygen oxidoreductase(deaminating)
Catalysed by TPH1, TPH2, DDC, AOC1 and 2 morecytosolOne 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)
- Transport of Hydroxy-Proline
Catalysed by TPH1, TPH2, SLC7A5, SLC1A4extracellular space, cytosolOne 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 L-Tryptophan by Atb0 Transporter
- Transport of 3-Ureidopropionate
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
- transport of glycine and tryptophan (cytosol to extracellular)
- 5-Phospho-D-ribosylamine:glycine ligase (ADP-forming)
Catalysed by TPH1, TPH2, SLC7A5, GARTextracellular 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 phenylalanine and tryptophan (cytosol to extracellular)
- L-phenylalanine carboxy-lyase (phenylethylamine-forming)
Catalysed by TPH1, TPH2, SLC7A5, DDCextracellular 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 glutamine and tryptophan (cytosol to extracellular)
- 5'-Phosphoribosylformylglycinamide:L-glutamine amido-ligase (ADP-forming)
Catalysed by TPH1, TPH2, SLC7A5, PFASextracellular 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 glycine and tryptophan (cytosol to extracellular)
- gamma-L-glutamyl-(2S)-2-aminobutanoate + glycine + ATP = ophthalmate + ADP + phosphate + H(+)
Catalysed by TPH1, TPH2, SLC7A5, GSSextracellular 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 methionine and tryptophan (cytosol to extracellular)
- S-methylmercury-L-cysteine(out) + L-methionine(in) = S-methylmercury-L-cysteine(in) + L-methionine(out)
Catalysed by TPH1, TPH2, SLC7A5, SLC7A8extracellular space, cytosol, inner side of the membrane, outer side of the membraneOne 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 alanine and tryptophan (cytosol to extracellular)
- 2-aminoisobutanoate(out) + L-alanine(in) = 2-aminoisobutanoate(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
- (6R)-L-erythro-5,6,7,8-tetrahydrobiopterin(out) + a dicarboxylate(in) = (6R)-L-erythro-5,6,7,8-tetrahydrobiopterin(in) + a dicarboxylate(out)
- 3-carboxy-4-methyl-5-propyl-2-furanpropanoate(out) + a dicarboxylate(in) = 3-carboxy-4-methyl-5-propyl-2-furanpropanoate(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
- (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-sepiapterin(out) + a dicarboxylate(in) = L-sepiapterin(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 glycine and tryptophan (cytosol to extracellular)
- N(omega),N('omega)-dimethyl-L-arginine + glyoxylate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + glycine
Catalysed by TPH1, TPH2, SLC7A5, AGXT2extracellular 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)
- 5,10-Methylenetetrahydrofolate:glycine hydroxymethyltransferase
Catalysed by TPH1, TPH2, SLC7A5, SHMT1extracellular 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 cysteine and tryptophan (cytosol to extracellular)
- S-sulfanyl-L-cysteine + L-cysteine = S-disulfanyl-L-cysteine + L-alanine
Catalysed by TPH1, TPH2, SLC7A5, CARS2extracellular space, cytosol
- 5-hydroxy-L-tryptophan + H(+) = serotonin + CO2
- acetyl-CoA:aralkylamine N-acetyltransferase
- acetyl-CoA C-acyltransferase (3-oxomyrist-7-enoyl-CoA)
Catalysed by DDC, AANAT, HADHA, ACAA2 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 (cis-cetoleic acid)
Catalysed by DDC, AANAT, SLC27A2, ACSL4 and 6 morecytosolOne of 5 routes
- 5-hydroxy-L-tryptophan + H(+) = serotonin + CO2
- acetyl-CoA:aralkylamine N-acetyltransferase
- long-chain-fatty-acid-CoA ligase ((7Z)-tetradecenoic acid)
Catalysed by DDC, AANAT, SLC27A2, ACSL4 and 6 morecytosolOne of 8 routes
- 5-hydroxy-L-tryptophan + H(+) = serotonin + CO2
- acetyl-CoA:aralkylamine N-acetyltransferase
- Fatty Acid Beta Oxidation (C18:4->C16:4), Mitochondrial
Catalysed by DDC, AANAT, HADHA, ACADVL and 1 morecytosol, mitochondrial matrixOne of 3 routes
- 5-hydroxy-L-tryptophan + H(+) = serotonin + CO2
- acetyl-CoA:aralkylamine N-acetyltransferase
- Fatty Acid Beta Oxidation Trans (C18:2->C16:2), Mitochondrial
Catalysed by DDC, AANAT, HADHA, ACADVL and 1 morecytosol, mitochondrial matrix
- 5-hydroxy-L-tryptophan + H(+) = serotonin + CO2
- acetyl-CoA:aralkylamine N-acetyltransferase
- Fatty Acid Beta Oxidation (C12:3->C10:2), Mitochondrial
Catalysed by DDC, AANAT, ECHS1, ACAA2 and 1 morecytosol, mitochondrial matrixOne of 2 routes
- 5-hydroxy-L-tryptophan + H(+) = serotonin + CO2
- acetyl-CoA:aralkylamine N-acetyltransferase
- Fatty Acid Beta Oxidation (C10:2->C8:1), Mitochondrial
Catalysed by DDC, AANAT, ECHS1, ACAA2 and 1 morecytosol, mitochondrial matrixOne 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)
- glycine N-acyltransferase (2-methylbutyryl-CoA)
Catalysed by TPH1, TPH2, SLC7A5, GLYAT and 2 moreextracellular space, cytosol, mitochondrial matrixOne 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
- Peroxidase
Catalysed by TPH1, TPH2, SLC6A14, LPOextracellular 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)
- phenylacetyl-CoA:glycine N-phenylacetyltransferase
Catalysed by TPH1, TPH2, SLC7A5, GLYATextracellular space, cytosolOne of 3 routes
- 5-hydroxy-L-tryptophan + H(+) = serotonin + CO2
- acetyl-CoA:aralkylamine N-acetyltransferase
- medium-chain acyl-CoA ligase (hexanoic acid)
Catalysed by DDC, AANAT, ACSM4, ACSM1 and 4 morecytosolOne of 6 routes
- 5-hydroxy-L-tryptophan + H(+) = serotonin + CO2
- acetyl-CoA:aralkylamine N-acetyltransferase
- long-chain-fatty-acid-CoA ligase (elaidate)
Catalysed by DDC, AANAT, SLC27A2, ACSL4 and 6 morecytosolOne of 5 routes
- 5-hydroxy-L-tryptophan + H(+) = serotonin + CO2
- transport of GSH and serotonin (cytosol to extracellular)
- Glutathione: 5-HPETE oxidoreductase
Catalysed by DDC, SLCO1A2, SLCO1B3, GPX5 and 8 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)
- LTD4 hydrolysis
Catalysed by TPH1, TPH2, SLC7A5extracellular space, cytosolOne of 5 routes
- 5-hydroxy-L-tryptophan + H(+) = serotonin + CO2
- acetyl-CoA:aralkylamine N-acetyltransferase
- Propanoyl-CoA:acetyl-CoA C-acyltransferase
Catalysed by DDC, AANAT, ACAA1, SCP2 and 1 morecytosol, peroxisomeOne of 7 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)
- L-selenocysteine selenide-lyase (L-alanine-forming)
Catalysed by TPH1, TPH2, SLC7A5, SCLYextracellular 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)
- N-acetylglutamate synthase (N-acetyl-L-cysteine)
Catalysed by TPH1, TPH2, SLC7A5, NAGSextracellular space, cytosol, mitochondrial matrix
- 5-hydroxy-L-tryptophan + H(+) = serotonin + CO2
- transport of serotonin (cytosol to extracellular)
- transport of Ca2+ and K+ (cytosol to extracellular)
Catalysed by DDC, SLC6A4, SLC24A1, SLC24A5 and 3 moreextracellular space, cytosolOne 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 cysteine and tryptophan (cytosol to extracellular)
- L-Cysteine:tRNA(Cys) ligase (AMP-forming)
Catalysed by TPH1, TPH2, SLC7A5, CARS1extracellular 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 phenylalanine and tryptophan (cytosol to extracellular)
- L-Phenylalanine:tRNA(Ala) ligase (AMP-forming)
Catalysed by TPH1, TPH2, SLC7A5, FARSB 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 glycine and tryptophan (cytosol to extracellular)
- glycine:tRNA(Gly) ligase (AMP-forming)
Catalysed by TPH1, TPH2, SLC7A5, GARS1extracellular 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
- L-tryptophan(out) + L-aspartate(in) = L-tryptophan(in) + L-aspartate(out)
- L-Aspartate:tRNA(Asp) ligase (AMP-forming)
Catalysed by TPH1, TPH2, SLC7A13, DARS1inner side of the membrane, outer side of the membrane, 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-Isoleucine:tRNA(Ile) ligase (AMP-forming)
Catalysed by TPH1, TPH2, SLC7A5, IARS1extracellular 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 glutamine and tryptophan (cytosol to extracellular)
- L-Glutamine:tRNA(Gln) ligase (AMP-forming)
Catalysed by TPH1, TPH2, SLC7A5, QARS1extracellular 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 citrulline and tryptophan (cytosol to extracellular)
- L-citrulline + H(+) = isocyanate + L-ornithine
Catalysed by TPH1, TPH2, SLC7A9, SLC3A1 and 2 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 asparagine and tryptophan (cytosol to extracellular)
- L-Asparagine:tRNA(Asn) ligase (AMP-forming)
Catalysed by TPH1, TPH2, SLC7A5, NARS1extracellular 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 glycine and tryptophan (cytosol to extracellular)
- bile acid-CoA: amino acid N-acyltransferase
Catalysed by TPH1, TPH2, SLC7A5, BAATextracellular space, cytosol, peroxisomeOne of 7 routes
- 5-hydroxy-L-tryptophan + H(+) = serotonin + CO2
- transport of serotonin (cytosol to extracellular)
- solute carrier organic anion transporter (cholate)
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 cysteine and tryptophan (cytosol to extracellular)
- L-cysteine hydrogen-sulfide-lyase (deaminating
Catalysed by TPH1, TPH2, SLC7A5, CTHextracellular space, cytosolOne of 2 routes
- 5-hydroxy-L-tryptophan + H(+) = serotonin + CO2
- serotonin(out) + K(+)(in) + Na(+)(out) + H(+)(in) = serotonin(in) + K(+)(out) + Na(+)(in) + H(+)(out)
- D-aspartate(out) + K(+)(in) + 3 Na(+)(out) + H(+)(out) = D-aspartate(in) + K(+)(out) + 3 Na(+)(in) + H(+)(in)
Catalysed by DDC, SLC6A4, SLC1A7, SLC1A3 and 3 moreinner side of the membrane, outer side of the membraneOne of 2 routes