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 glycine and tryptophan (cytosol to extracellular)
- S-Adenosyl-L-methionine:glycine N-methyltransferase
Catalysed by TPH1, TPH2, SLC7A5, GNMTextracellular space, cytosol
- 5-hydroxy-L-tryptophan + H(+) = serotonin + CO2
- transport of serotonin (cytosol to extracellular)
- transport of leukotriene E4 (cytosol to extracellular)
Catalysed by DDC, SLCO1A2, SLCO1B3, SLCO1B1extracellular 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 lysine and tryptophan (cytosol to extracellular)
- deoxyhypusine synthase (1,3-diaminopropane)
Catalysed by TPH1, TPH2, SLC7A6, DHPSextracellular 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 histidine and tryptophan (cytosol to extracellular)
- L-histidine:beta-alanine ligase (ADP-forming)
Catalysed by TPH1, TPH2, SLC7A6, CARNS1extracellular 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,tetrahydrobiopterin:oxygen oxidoreductase (3-hydroxylating)
Catalysed by TPH1, TPH2, SLC7A5, THextracellular 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 3-Hydroxy-L-Kynurenine
- 3-hydroxy-L-kynurenine:2-oxoglutarate aminotransferase
Catalysed by TPH1, TPH2, SLC7A5, KYAT1 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 3-Hydroxy-L-Kynurenine
- 3-Hydroxy-L-kynurenine hydrolase
Catalysed by TPH1, TPH2, SLC7A5, KYNUextracellular space, cytosol
- 5-hydroxy-L-tryptophan + H(+) = serotonin + CO2
- transport of GSH and serotonin (cytosol to extracellular)
- 2-bromoacetaldehyde:glutathione S-(formylmethyl)transferase
Catalysed by DDC, SLCO1A2, SLCO1B3, MGST3 and 16 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
- L-tryptophan(out) + L-aspartate(in) = L-tryptophan(in) + L-aspartate(out)
- carbamoyl-phosphate:L-aspartate carbamoyltransferase
Catalysed by TPH1, TPH2, SLC7A13, CADinner 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 glutamine and tryptophan (cytosol to extracellular)
- L-glutamine:D-fructose-6-phosphate isomerase (deaminating)
Catalysed by TPH1, TPH2, SLC7A5, GFPT2 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 L-Tryptophan by Atb0 Transporter
- transport of chloride and sulfate (cytosol to extracellular)
Catalysed by TPH1, TPH2, SLC6A14, SLC26A6extracellular 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 arginine and tryptophan (cytosol to extracellular)
- L-Arginine amidinohydrolase
Catalysed by TPH1, TPH2, SLC7A6, ARG1extracellular 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 alanine and tryptophan (cytosol to extracellular)
- Transport of L-Cystine (L-Alanine antiport) by B0, +At Transporter
Catalysed by TPH1, TPH2, SLC7A5, SLC7A9 and 1 moreextracellular space, cytosolOne of 9 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)
- (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
Catalysed by TPH1, TPH2, SLC7A5, AGXT2extracellular space, cytosol, mitochondrial matrix
- 5-hydroxy-L-tryptophan + H(+) = serotonin + CO2
- transport of serotonin (cytosol to extracellular)
- transport of lithocholate (cytosol to extracellular)
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 tryptophan and tyrosine (cytosol to extracellular)
- thyroid peroxidase (iodine)
Catalysed by TPH1, TPH2, SLC7A5, TPOextracellular 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
- L-tryptophan(out) + L-aspartate(in) = L-tryptophan(in) + L-aspartate(out)
- L-Aspartate:2-oxoglutarate aminotransferase
Catalysed by TPH1, TPH2, SLC7A13, GOT2inner side of the membrane, outer side of the membrane, mitochondrial matrixOne 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 arginine and tryptophan (cytosol to extracellular)
- L-Arginine, NADPH:Oxygen Oxidoreductase (Nitric-Oxide-Forming)
Catalysed by TPH1, TPH2, SLC7A6, NOS3 and 2 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)
- transport of D-serine and glycine (cytosol to extracellular)
Catalysed by TPH1, TPH2, SLC7A5, 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)
- N2-Acetyl-L-ornithine amidohydrolase
Catalysed by TPH1, TPH2, SLC7A6, ACY1extracellular 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:oxygen 2-oxidoreductase (decarboxylating)
Catalysed by TPH1, TPH2, SLC7A5, EPXextracellular 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)
- 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 methionine and tryptophan (cytosol to extracellular)
- L-Methionine:tRNAMet ligase (AMP-forming)
Catalysed by TPH1, TPH2, SLC7A5, MARS1extracellular 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)
- glyoxylate + L-methionine = 4-methylsulfanyl-2-oxobutanoate + glycine
Catalysed by TPH1, TPH2, SLC7A5, AADATextracellular 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)
- (S)-lactate + L-phenylalanine = N-[(S)-lactoyl]-L-phenylalanine + H2O
Catalysed by TPH1, TPH2, SLC7A5, CNDP2extracellular 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 threonine and tryptophan (cytosol to extracellular)
- L-threonine ammonia-lyase (2-oxobutanoate-forming)
Catalysed by TPH1, TPH2, SLC7A5, SDS 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 glutamine and tryptophan (cytosol to extracellular)
- L-Glutamine:pyruvate aminotransferase
Catalysed by TPH1, TPH2, SLC7A5, KYAT1extracellular 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 glycine and tryptophan (cytosol to extracellular)
- glycine:oxygen oxidoreductase (deaminating)
Catalysed by TPH1, TPH2, SLC7A5, DAOextracellular space, cytosol, peroxisome
- (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)
- acetyl-CoA:L-aspartate N-acetyltransferase
Catalysed by TPH1, TPH2, SLC7A13, NAT8Linner side of the membrane, outer side of the membrane, mitochondrial matrixOne of 2 routes
- 5-hydroxy-L-tryptophan + H(+) = serotonin + CO2
- transport of serotonin (cytosol to extracellular)
- transport of bilirubin (cytosol to extracellular)
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 L-Tryptophan by Atb0 Transporter
- transport of chloride and oxalate (cytosol to extracellular)
Catalysed by TPH1, TPH2, SLC6A14, SLC26A6extracellular space, cytosol
- 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
- transport of GSH and serotonin (cytosol to extracellular)
- glutathione:dehydroascorbate oxidoreductase
Catalysed by DDC, SLCO1A2, SLCO1B3extracellular space, cytosol
- 5-hydroxy-L-tryptophan + H(+) = serotonin + CO2
- transport of GSH and serotonin (cytosol to extracellular)
- Formation of Homocystine
Catalysed by DDC, SLCO1A2, SLCO1B3extracellular 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 ornithine and tryptophan (cytosol to extracellular)
- L-Ornithine:2-oxo-acid aminotransferase
Catalysed by TPH1, TPH2, SLC7A6, OATextracellular space, cytosol, mitochondrial matrix
- 5-hydroxy-L-tryptophan + H(+) = serotonin + CO2
- transport of serotonin (cytosol to extracellular)
- transport of D-aspartate (cytosol to extracellular)
Catalysed by DDC, SLC6A4, SLC1A7, SLC1A3 and 3 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 proline and tryptophan (cytosol to extracellular)
- L-proline:(acceptor) oxidoreductase
Catalysed by TPH1, TPH2, ABCA1, SLC7A5 and 1 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 arginine and tryptophan (cytosol to extracellular)
- L-arginine carboxy-lyase (agmatine-forming)
Catalysed by TPH1, TPH2, SLC7A6extracellular 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 alanine and tryptophan (cytosol to extracellular)
- Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
Catalysed by TPH1, TPH2, SLC7A5, MOCOSextracellular 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)
- succinyl-CoA:glycine C-succinyltransferase (decarboxylating)
Catalysed by TPH1, TPH2, SLC7A5, ALAS1 and 2 moreextracellular space, cytosol, mitochondrial matrix
- 5-hydroxy-L-tryptophan + H(+) = serotonin + CO2
- acetyl-CoA:aralkylamine N-acetyltransferase
- Fatty Acid Beta Oxidation (C18:3->C16:3), Mitochondrial
Catalysed by DDC, AANAT, HADHA, ACADVL and 1 morecytosol, 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 alanine and tryptophan (cytosol to extracellular)
- L-Alanine:tRNA(Ala) ligase (AMP-forming)
Catalysed by TPH1, TPH2, SLC7A5, AARS1extracellular 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 L-Tryptophan by Atb0 Transporter
- transport of betaine and chloride (cytosol to extracellular)
Catalysed by TPH1, TPH2, SLC6A14, SLC6A12extracellular space, cytosolOne of 3 routes