L-tryptophan

Three steps

• citric acidReach from here →
  1. Transport of L-Tryptophan by Atb0 Transporter
  2. transport of chloride and oxalate (cytosol to extracellular)
  3. Mitochondrial Carrier (Mc) Tcdb:2.A.29.7.2

  Catalysed by SLC6A14, SLC26A6, SLC25A1extracellular space, cytosol, mitochondrial matrixOne of 5 routes

• butyric acidReach from here →
  1. L-tryptophan:oxygen 2,3-oxidoreductase (decyclizing)
  2. arylformamidase (L-formylkynurenine)
  3. transport of butyrate and formate (cytosol to extracellular)

  Catalysed by IDO1, TDO2, IDO2, AFMID and 2 morecytosol, extracellular spaceOne of 4 routes

• maleateReach from here →
  1. Transport of L-Tryptophan by Atb0 Transporter
  2. transport of chloride and sulfate (cytosol to extracellular)
  3. maleate(in) + sulfate(out) = maleate(out) + sulfate(in)

  Catalysed by SLC6A14, SLC26A6, SLC25A14, SLC25A30extracellular space, cytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• (9Z)-octadecenoateReach from here →
  1. transport of glycine and tryptophan (cytosol to extracellular)
  2. (9Z)-octadecenoyl-CoA + glycine = N-(9Z-octadecenoyl)glycine + CoA + H(+)
  3. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O

  Catalysed by SLC7A5, GLYATL3, GLYATL2, FAAH and 1 moreextracellular space, cytosolOne of 5 routes

• 3-hydroxypyruvic acidReach from here →
  1. transport of alanine and tryptophan (cytosol to extracellular)
  2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
  3. L-Serine:pyruvate aminotransferase

  Catalysed by SLC7A5, AGXT2, AGXTextracellular space, cytosol, mitochondrial matrixOne of 2 routes

• (indol-3-yl)acetateReach from here →
  1. L-tryptophan decarboxy-lyase
  2. Tryptamine:oxygen oxidoreductase(deaminating)
  3. Indole-3-acetaldehyde:NAD+ oxidoreductase

  Catalysed by DDC, AOC1, MAOA, MAOB and 5 morecytosolOne of 2 routes

• (S)-dihydroorotateReach from here →
  1. L-tryptophan(out) + L-aspartate(in) = L-tryptophan(in) + L-aspartate(out)
  2. carbamoyl-phosphate:L-aspartate carbamoyltransferase
  3. (S)-dihydroorotate amidohydrolase

  Catalysed by SLC7A13, CADinner side of the membrane, outer side of the membrane, cytosolOne of 2 routes

• an alcoholReach from here →
  1. transport of glycine and tryptophan (cytosol to extracellular)
  2. gamma-L-glutamyl-L-cysteine + glycine + ATP = glutathione + ADP + phosphate + H(+)
  3. a hydroperoxide + 2 glutathione = an alcohol + glutathione disulfide + H2O

  Catalysed by SLC7A5, GSS, CP, PRDX6extracellular space, cytosol

• isocitric acidReach from here →
  1. Transport of L-Tryptophan by Atb0 Transporter
  2. transport of chloride and oxalate (cytosol to extracellular)
  3. Mitochondrial Carrier (Mc) Tcdb:2.A.29.7.2

  Catalysed by SLC6A14, SLC26A6, SLC25A1extracellular space, cytosol, mitochondrial matrixOne of 3 routes

• glutarateReach from here →
  1. transport of glycine and tryptophan (cytosol to extracellular)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. glycocholate(out) + glutarate(in) = glycocholate(in) + glutarate(out)

  Catalysed by SLC7A5, BAAT, SLC22A24extracellular space, cytosol, peroxisome, inner side of the membrane, outer side of the membraneOne of 4 routes

• 4-hydroxy-2-oxoglutaric acidReach from here →
  1. L-tryptophan(out) + L-aspartate(in) = L-tryptophan(in) + L-aspartate(out)
  2. L-Aspartate:2-oxoglutarate aminotransferase
  3. D-aspartate:2-oxoglutarate aminotransferase

  Catalysed by SLC7A13, GOT2inner side of the membrane, outer side of the membrane, mitochondrial matrix

• (2R,3R)-tartrateReach from here →
  1. Transport of L-Tryptophan by Atb0 Transporter
  2. transport of chloride and sulfate (cytosol to extracellular)
  3. (2R,3R)-tartrate(in) + sulfate(out) = (2R,3R)-tartrate(out) + sulfate(in)

  Catalysed by SLC6A14, SLC26A6, SLC25A14, SLC25A30extracellular space, cytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• (S,S)-tartrateReach from here →
  1. Transport of L-Tryptophan by Atb0 Transporter
  2. transport of chloride and sulfate (cytosol to extracellular)
  3. (S,S)-tartrate(in) + sulfate(out) = (S,S)-tartrate(out) + sulfate(in)

  Catalysed by SLC6A14, SLC26A6, SLC25A14, SLC25A30extracellular space, cytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• (3R)-citramalateReach from here →
  1. Transport of L-Tryptophan by Atb0 Transporter
  2. transport of chloride and sulfate (cytosol to extracellular)
  3. (3R)-citramalate(in) + sulfate(out) = (3R)-citramalate(out) + sulfate(in)

  Catalysed by SLC6A14, SLC26A6, SLC25A14, SLC25A30extracellular space, cytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• (3S)-citramalateReach from here →
  1. Transport of L-Tryptophan by Atb0 Transporter
  2. transport of chloride and sulfate (cytosol to extracellular)
  3. (3S)-citramalate(in) + sulfate(out) = (3S)-citramalate(out) + sulfate(in)

  Catalysed by SLC6A14, SLC26A6, SLC25A14, SLC25A30extracellular space, cytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• (9Z)-hexadecenoateReach from here →
  1. Transport of L-Tryptophan by Atb0 Transporter
  2. Carnitine Transport by Atb0
  3. Utilized Transport

  Catalysed by SLC6A14extracellular space, cytosol, endoplasmic reticulumOne of 6 routes

• (5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. transport of glycine and tryptophan (cytosol to extracellular)
  2. gamma-L-glutamyl-L-cysteine:glycine ligase (ADP-forming)
  3. transport of arachidonate and GSH (cytosol to extracellular)

  Catalysed by SLC7A5, GSSextracellular space, cytosolOne of 6 routes

• cis-aconitic acidReach from here →
  1. Transport of L-Tryptophan by Atb0 Transporter
  2. transport of chloride and oxalate (cytosol to extracellular)
  3. Mitochondrial Carrier (Mc) Tcdb:2.A.29.7.2

  Catalysed by SLC6A14, SLC26A6, SLC25A1extracellular space, cytosol, mitochondrial matrixOne of 3 routes

• 3-oxopropanoateReach from here →
  1. transport of alanine and tryptophan (cytosol to extracellular)
  2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
  3. 3-oxopropanoate + L-alanine = beta-alanine + pyruvate

  Catalysed by SLC7A5, AGXT2extracellular space, cytosol, mitochondrial matrixOne of 2 routes

• thiosulfateReach from here →
  1. transport of cysteine and tryptophan (cytosol to extracellular)
  2. L-Cysteine:2-oxoglutarate aminotransferase
  3. 3-mercaptopyruvate:sulfide sulfurtransferase

  Catalysed by SLC7A5, GOT2, GOT1, MPST and 1 moreextracellular space, cytosolOne of 6 routes

• tetra-mu3-sulfido-tetrairon(2+)Reach from here →
  1. transport of cysteine and tryptophan (cytosol to extracellular)
  2. De novo synthesis of 2Fe2S
  3. Synthesis of 4Fe4S from 2Fe2S

  Catalysed by SLC7A5, NDUFAB1, FDXR, FXN and 10 moreextracellular space, cytosol, mitochondrial matrix

• an acylcholineReach from here →
  1. Transport of L-Tryptophan by Atb0 Transporter
  2. transport of chloride and choline (cytosol to extracellular)
  3. an acylcholine + H2O = a carboxylate + choline + H(+)

  Catalysed by SLC6A14, SLC5A7, BCHEextracellular space, cytosol

• L-alpha-aminobutyric acidReach from here →
  1. transport of threonine and tryptophan (cytosol to extracellular)
  2. L-threonine ammonia-lyase (2-oxobutanoate-forming)
  3. glutamic-pyruvic transaminase ((S)-2-aminobutanoate)

  Catalysed by SLC7A5, SDS, SDSL, GPTextracellular space, cytosol

• taurocholateReach from here →
  1. transport of glycine and tryptophan (cytosol to extracellular)
  2. gamma-L-glutamyl-L-cysteine:glycine ligase (ADP-forming)
  3. solute carrier organic anion transporter (GSH)

  Catalysed by SLC7A5, GSS, SLCO1A2, SLCO1B3extracellular space, cytosolOne of 6 routes

• taurodeoxycholateReach from here →
  1. Transport of L-Tryptophan by Atb0 Transporter
  2. Neurotransmitter:Sodium Symporter (Nss) Tcdb:2.A.22.3.3
  3. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)

  Catalysed by SLC6A14, SLC6A6, BAATextracellular space, cytosolOne of 2 routes

• 3-hydroxyanthranilateReach from here →
  1. transport of alanine and tryptophan (cytosol to extracellular)
  2. 3-hydroxy-L-kynurenine + H2O = 3-hydroxyanthranilate + L-alanine + H(+)
  3. 3-hydroxy-L-kynurenine + H2O = 3-hydroxyanthranilate + L-alanine + H(+)

  Catalysed by SLC7A5, KYNUextracellular space, cytosol

• 3-hydroxyisovaleric acidReach from here →
  1. transport of leucine and tryptophan (cytosol to extracellular)
  2. L-Leucine:2-oxoglutarate aminotransferase
  3. 4-methyl-2-oxopentanoate decarboxylation

  Catalysed by SLC7A5, BCAT2, ALOX12B, ALOXE3extracellular space, cytosol, mitochondrial matrix

• D-glucopyranose 6-phosphateReach from here →
  1. transport of glutamine and tryptophan (cytosol to extracellular)
  2. HCO3-:L-glutamine amido-ligase (ADP-forming, carbamate-phosphorylating)
  3. glucose-6-phosphatase (carbamoyl-phosphate)

  Catalysed by SLC7A5, CAD, G6PC2extracellular space, cytosol, endoplasmic reticulum

• (R)-lactic acidReach from here →
  1. transport of alanine and tryptophan (cytosol to extracellular)
  2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
  3. (R)-Lactate:NAD+ oxidoreductase

  Catalysed by SLC7A5, AGXT2, LDHDextracellular space, cytosol, mitochondrial matrix

• (S)-lactic acidReach from here →
  1. L-tryptophan:oxygen 2,3-oxidoreductase (decyclizing)
  2. arylformamidase (L-formylkynurenine)
  3. transport of formate and L-lactate (cytosol to extracellular)

  Catalysed by IDO1, TDO2, IDO2, AFMID and 6 morecytosol, extracellular spaceOne of 7 routes

• 25-hydroxycholesterolReach from here →
  1. transport of alanine and tryptophan (cytosol to extracellular)
  2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
  3. cholesterol + AH2 + O2 = 25-hydroxycholesterol + A + H2O

  Catalysed by SLC7A5, MOCOS, CH25Hextracellular space, cytosol

• 2-iminopropanoateReach from here →
  1. transport of alanine and tryptophan (cytosol to extracellular)
  2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
  3. 2-iminopropanoate + H2O = pyruvate + NH4(+)

  Catalysed by SLC7A5, AGXT2, RIDAextracellular space, cytosol, mitochondrial matrix

• phosphoenolpyruvic acidReach from here →
  1. transport of alanine and tryptophan (cytosol to extracellular)
  2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
  3. pyruvate kinase (dTDP)

  Catalysed by SLC7A5, AGXT2, PKM, PKLRextracellular space, cytosol, mitochondrial matrixOne of 3 routes

• N-acetyl-beta-neuraminic acidReach from here →
  1. transport of alanine and tryptophan (cytosol to extracellular)
  2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
  3. N-Acetylneuraminate pyruvate-lyase (N-acetyl-D-mannosamine-forming)

  Catalysed by SLC7A5, AGXT2, NPLextracellular space, cytosol, mitochondrial matrix

• tert-butanolReach from here →
  1. transport of glycine and tryptophan (cytosol to extracellular)
  2. gamma-L-glutamyl-L-cysteine + glycine + ATP = glutathione + ADP + phosphate + H(+)
  3. tert-butyl hydroperoxide + 2 glutathione = tert-butanol + glutathione disulfide + H2O

  Catalysed by SLC7A5, GSS, CLIC2, GPX1 and 3 moreextracellular space, cytosol

• N-methylserotoninReach from here →
  1. L-Tryptophan, Tetrahydrobiopterin:Oxygen Oxidoreductase (5-Hydroxylating)
  2. 5-Hydroxy-L-tryptophan decarboxy-lyase
  3. S-Adenosyl-L-methionine:amine N-methyltransferase

  Catalysed by TPH1, TPH2, DDC, INMTcytosol

• 2-methyl-1-hydroxypropylthiamine diphosphateReach from here →
  1. transport of tryptophan and valine (cytosol to extracellular)
  2. L-Valine:2-oxoglutarate aminotransferase
  3. branched chain keto acid dehydrogenase E1 (3-methyl-2-oxobutyrate)

  Catalysed by SLC7A5, BCAT2, BCKDHA, BCKDHBextracellular space, cytosol, mitochondrial matrix

• 1,2-dihydroxy-5-(methylsulfanyl)pent-1-en-3-oneReach from here →
  1. transport of methionine and tryptophan (cytosol to extracellular)
  2. glyoxylate + L-methionine = 4-methylsulfanyl-2-oxobutanoate + glycine
  3. 1,2-dihydroxy-5-(methylsulfanyl)pent-1-en-3-one + O2 = 4-methylsulfanyl-2-oxobutanoate + formate + 2 H(+)

  Catalysed by SLC7A5, AADAT, ADI1extracellular space, cytosolOne of 3 routes

• (5-hydroxyindol-3-yl)acetaldehydeReach from here →
  1. L-Tryptophan, Tetrahydrobiopterin:Oxygen Oxidoreductase (5-Hydroxylating)
  2. 5-Hydroxy-L-tryptophan decarboxy-lyase
  3. 5-Hydroxytryptamine:oxygen oxidoreductase(deaminating)(flavin-containing)

  Catalysed by TPH1, TPH2, DDC, MAOA and 1 morecytosolOne of 2 routes

• all-trans-13,14-dihydroretinolReach from here →
  1. transport of alanine and tryptophan (cytosol to extracellular)
  2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
  3. all-trans-13,14-dihydroretinol + A = all-trans-retinol + AH2

  Catalysed by SLC7A5, MOCOS, RETSATextracellular space, cytosol

• 3,3',5-triiodo-L-thyronineReach from here →
  1. transport of glycine and tryptophan (cytosol to extracellular)
  2. gamma-L-glutamyl-L-cysteine:glycine ligase (ADP-forming)
  3. transport of GSH and triiodothyronine (cytosol to extracellular)

  Catalysed by SLC7A5, GSS, SLCO1A2, SLCO1B3extracellular space, cytosolOne of 8 routes

• 3,3',5'-triiodo-L-thyronineReach from here →
  1. transport of alanine and tryptophan (cytosol to extracellular)
  2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
  3. 3,3',5'-triiodo-L-thyronine + iodide + A + H(+) = L-thyroxine + AH2

  Catalysed by SLC7A5, MOCOS, DIO1, DIO3extracellular space, cytosol

• a 3-acylpyruvateReach from here →
  1. transport of alanine and tryptophan (cytosol to extracellular)
  2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
  3. a 3-acylpyruvate + H2O = a carboxylate + pyruvate + H(+)

  Catalysed by SLC7A5, AGXT2, FAHD1extracellular space, cytosol, mitochondrial matrix

• (R)-methylmalonyl-CoAReach from here →
  1. transport of glycine and tryptophan (cytosol to extracellular)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. aldehyde dehydrogenase (2-methyl-3-oxopropanoate)

  Catalysed by SLC7A5, BAAT, ALDH6A1extracellular space, cytosol, peroxisome, mitochondrial matrixOne of 2 routes

• (S)-methylmalonyl-CoAReach from here →
  1. transport of glycine and tryptophan (cytosol to extracellular)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. (S)-methylmalonyl-CoA hydrolase

  Catalysed by SLC7A5, BAATextracellular space, cytosol, peroxisome, mitochondrial matrix

• 3'-dephospho-CoAReach from here →
  1. transport of glycine and tryptophan (cytosol to extracellular)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. acid phosphatase 2, lysosomal (CoA)

  Catalysed by SLC7A5, BAAT, ACP2extracellular space, cytosol, peroxisome, lysosomeOne of 2 routes

• (2E)-dodecenoyl-CoAReach from here →
  1. transport of glycine and tryptophan (cytosol to extracellular)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. (2E)-dodecenoyl-CoA formation

  Catalysed by SLC7A5, BAATextracellular space, cytosol, peroxisome, mitochondrial matrixOne of 3 routes

• 4,8,12-trimethyltridecanoyl-CoAReach from here →
  1. transport of glycine and tryptophan (cytosol to extracellular)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. propanoyl-CoA C-acyltransferase (3-ketopristanoyl-CoA)

  Catalysed by SLC7A5, BAAT, ACAA1, MYO5Bextracellular space, cytosol, peroxisomeOne of 2 routes

• (6Z,9Z,12Z)-octadecatrienoyl-CoAReach from here →
  1. transport of glycine and tryptophan (cytosol to extracellular)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. long-chain-fatty-acid-CoA ligase (gamma-linolenate)

  Catalysed by SLC7A5, BAAT, SLC27A2, ACSL4 and 6 moreextracellular space, cytosol, peroxisomeOne of 7 routes

• benzoyl-CoAReach from here →
  1. transport of glycine and tryptophan (cytosol to extracellular)
  2. Hippurate (Benzoylglycinate) Formation
  3. benzoyl-CoA + glycine = N-benzoylglycine + CoA + H(+)

  Catalysed by SLC7A5, GLYATextracellular space, cytosol, mitochondrial matrix