L-citrulline

Three steps

• (8S)-3',8-cyclo-7,8-dihydroguanosine 5'-triphosphateReach from here →
  1. transport of alanine and citrulline (cytosol to extracellular)
  2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
  3. GTP + AH2 + S-adenosyl-L-methionine = (8S)-3',8-cyclo-7,8-dihydroguanosine 5'-triphosphate + 5'-deoxyadenosine + L-methionine + A + H(+)

  Catalysed by SLC7A6, MOCOS, MOCS1extracellular space, cytosol

• a hydroxy polyunsaturated fatty acidReach from here →
  1. transport of citrulline and glycine (cytosol to extracellular)
  2. gamma-L-glutamyl-L-cysteine + glycine + ATP = glutathione + ADP + phosphate + H(+)
  3. a hydroperoxy polyunsaturated fatty acid + 2 glutathione = a hydroxy polyunsaturated fatty acid + glutathione disulfide + H2O

  Catalysed by SLC7A9, SLC3A1, SLC7A6, GSS and 3 moreextracellular space, cytosol

• tauroursodeoxycholateReach from here →
  1. transport of citrulline and cysteine (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. transport of GSH and tauroursodeoxycholate (cytosol to extracellular)

  Catalysed by SLC7A6, SLCO1A2, SLCO1B3extracellular space, cytosolOne of 3 routes

• N-(12S)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoyl-glycineReach from here →
  1. transport of citrulline and glycine (cytosol to extracellular)
  2. (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + glycine = N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + CoA + H(+)
  3. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + O2 = N-(12S)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoyl-glycine

  Catalysed by SLC7A9, SLC3A1, SLC7A6, GLYATL2 and 2 moreextracellular space, cytosol

• N-(15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoyl-glycineReach from here →
  1. transport of citrulline and glycine (cytosol to extracellular)
  2. (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + glycine = N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + CoA + H(+)
  3. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + O2 = N-(15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoyl-glycine

  Catalysed by SLC7A9, SLC3A1, SLC7A6, GLYATL2 and 3 moreextracellular space, cytosol

• (18S)-hydroxy-(5Z,8Z,11Z,14Z,16E)-eicosapentaenoateReach from here →
  1. transport of alanine and citrulline (cytosol to extracellular)
  2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
  3. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate + AH2 + O2 = (18S)-hydroxy-(5Z,8Z,11Z,14Z,16E)-eicosapentaenoate + A + H2O

  Catalysed by SLC7A6, MOCOS, PTGS2extracellular space, cytosol

• (15S)-hydroxy-(5Z,8Z,11Z,13E,17Z)-eicosapentaenoateReach from here →
  1. transport of alanine and citrulline (cytosol to extracellular)
  2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
  3. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate + AH2 + O2 = (15S)-hydroxy-(5Z,8Z,11Z,13E,17Z)-eicosapentaenoate + A + H2O

  Catalysed by SLC7A6, MOCOS, PTGS2extracellular space, cytosolOne of 2 routes

• a quinoneReach from here →
  1. L-Citrulline:L-aspartate ligase (AMP-forming)
  2. 2-(Nomega-L-arginino)succinate arginine-lyase (fumarate-forming)
  3. a quinone + succinate = fumarate + a quinol

  Catalysed by ASS1, ASL, SDHBcytosolOne of 2 routes

• (11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoateReach from here →
  1. transport of citrulline and cysteine (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. glutathione transferase (GSH)

  Catalysed by SLC7A6, PTGES, MGST3, GSTA4 and 18 moreextracellular space, cytosolOne of 5 routes

• prostaglandin E3Reach from here →
  1. transport of citrulline and cysteine (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. transport of GSH and prostaglandin E3 (cytosol to extracellular)

  Catalysed by SLC7A6, SLCO2A1extracellular space, cytosolOne of 2 routes

• prostaglandin H3Reach from here →
  1. transport of alanine and citrulline (cytosol to extracellular)
  2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
  3. prostaglandin G3 + AH2 = prostaglandin H3 + A + H2O

  Catalysed by SLC7A6, MOCOS, PTGS2extracellular space, cytosol

• prostaglandin A2Reach from here →
  1. transport of citrulline and cysteine (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. transport of GSH and prostaglandin A2 (cytosol to extracellular)

  Catalysed by SLC7A6, SLCO2A1extracellular space, cytosolOne of 2 routes

• prostaglandin B1Reach from here →
  1. transport of citrulline and cysteine (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. transport of GSH and prostaglandin B1 (cytosol to extracellular)

  Catalysed by SLC7A6, SLCO2A1extracellular space, cytosolOne of 2 routes

• leukotriene F4Reach from here →
  1. transport of citrulline and cysteine (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. transport of GSH and leukotriene F4 (cytosol to extracellular)

  Catalysed by SLC7A6extracellular space, cytosolOne of 4 routes

• epsilon-(gamma-L-glutamyl)-L-lysineReach from here →
  1. Amino Acid-Polyamine-Organocation (Apc) Tcdb:2.A.3.8.15
  2. L-ornithine(out) + L-lysine(in) = L-ornithine(in) + L-lysine(out)
  3. epsilon-(gamma-L-glutamyl)-L-lysine = 5-oxo-L-proline + L-lysine

  Catalysed by SLC7A9, SLC25A2, SLC25A15, GGACTextracellular space, cytosol, inner side of the membrane, outer side of the membrane

• prostaglandin A2-S-(R)-glutathioneReach from here →
  1. transport of citrulline and glycine (cytosol to extracellular)
  2. gamma-L-glutamyl-L-cysteine + glycine + ATP = glutathione + ADP + phosphate + H(+)
  3. prostaglandin A2 + glutathione = prostaglandin A2-S-(R)-glutathione

  Catalysed by SLC7A9, SLC3A1, SLC7A6, GSS and 2 moreextracellular space, cytosol

• prostaglandin A2-S-(S)-glutathioneReach from here →
  1. transport of citrulline and glycine (cytosol to extracellular)
  2. gamma-L-glutamyl-L-cysteine + glycine + ATP = glutathione + ADP + phosphate + H(+)
  3. prostaglandin A2 + glutathione = prostaglandin A2-S-(S)-glutathione

  Catalysed by SLC7A9, SLC3A1, SLC7A6, GSS and 2 moreextracellular space, cytosol

• prostaglandin J2-S-(R)-glutathioneReach from here →
  1. transport of citrulline and glycine (cytosol to extracellular)
  2. gamma-L-glutamyl-L-cysteine + glycine + ATP = glutathione + ADP + phosphate + H(+)
  3. prostaglandin J2 + glutathione = prostaglandin J2-S-(R)-glutathione

  Catalysed by SLC7A9, SLC3A1, SLC7A6, GSS and 3 moreextracellular space, cytosol

• prostaglandin J2-S-(S)-glutathioneReach from here →
  1. transport of citrulline and glycine (cytosol to extracellular)
  2. gamma-L-glutamyl-L-cysteine + glycine + ATP = glutathione + ADP + phosphate + H(+)
  3. prostaglandin J2 + glutathione = prostaglandin J2-S-(S)-glutathione

  Catalysed by SLC7A9, SLC3A1, SLC7A6, GSS and 2 moreextracellular space, cytosol

• 13-hydroxy-(9Z,11E)-octadecadienoateReach from here →
  1. transport of alanine and citrulline (cytosol to extracellular)
  2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
  3. (9Z,12Z)-octadecadienoate + AH2 + O2 = 13-hydroxy-(9Z,11E)-octadecadienoate + A + H2O

  Catalysed by SLC7A6, MOCOS, PTGS2extracellular space, cytosol

• 9-hydroxy-(10E,12Z)-octadecadienoateReach from here →
  1. transport of alanine and citrulline (cytosol to extracellular)
  2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
  3. (9Z,12Z)-octadecadienoate + AH2 + O2 = 9-hydroxy-(10E,12Z)-octadecadienoate + A + H2O

  Catalysed by SLC7A6, MOCOS, PTGS2extracellular space, cytosol

• 2,4-dinitrophenyl-S-glutathioneReach from here →
  1. transport of citrulline and histidine (cytosol to extracellular)
  2. L-histidine carboxy-lyase (histamine-forming)
  3. transport of histamine (cytosol to extracellular)

  Catalysed by SLC7A5, SLC7A6, HDC, SLCO1A2 and 1 moreextracellular space, cytosolOne of 13 routes

• (13R)-hydroxy-(9Z,11E)-octadecadienoateReach from here →
  1. transport of alanine and citrulline (cytosol to extracellular)
  2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
  3. (9Z,12Z)-octadecadienoate + AH2 + O2 = (13R)-hydroxy-(9Z,11E)-octadecadienoate + A + H2O

  Catalysed by SLC7A6, MOCOS, PTGS1, PTGS2extracellular space, cytosol

• acetoacetateReach from here →
  1. transport of alanine and citrulline (cytosol to extracellular)
  2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
  3. transport of acetoacetate and pyruvate (cytosol to mitochondria)

  Catalysed by SLC7A6, AGXT2extracellular space, cytosol, mitochondrial matrixOne of 4 routes

• (13R)-S-glutathionyl-(14S)-hydroxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoateReach from here →
  1. transport of citrulline and glycine (cytosol to extracellular)
  2. gamma-L-glutamyl-L-cysteine + glycine + ATP = glutathione + ADP + phosphate + H(+)
  3. (13S,14S)-epoxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoate + glutathione = (13R)-S-glutathionyl-(14S)-hydroxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoate

  Catalysed by SLC7A9, SLC3A1, SLC7A6, GSS and 2 moreextracellular space, cytosol

• 2-[(11R)-hydroxy-(5Z,8Z,12E,14Z)-eicosatetraenoyl]-sn-glycero-3-phosphocholineReach from here →
  1. transport of alanine and citrulline (cytosol to extracellular)
  2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
  3. 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + AH2 + O2 = 2-[(11R)-hydroxy-(5Z,8Z,12E,14Z)-eicosatetraenoyl]-sn-glycero-3-phosphocholine + A + H2O

  Catalysed by SLC7A6, MOCOS, PTGS2extracellular space, cytosol

• 2-[(15R)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoyl]-sn-glycero-3-phosphocholineReach from here →
  1. transport of alanine and citrulline (cytosol to extracellular)
  2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
  3. 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + AH2 + O2 = 2-[(15R)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoyl]-sn-glycero-3-phosphocholine + A + H2O

  Catalysed by SLC7A6, MOCOS, PTGS2extracellular space, cytosol

• 2-[(15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoyl]-sn-glycero-3-phosphocholineReach from here →
  1. transport of alanine and citrulline (cytosol to extracellular)
  2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
  3. 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + AH2 + O2 = 2-[(15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoyl]-sn-glycero-3-phosphocholine + A + H2O

  Catalysed by SLC7A6, MOCOS, PTGS2extracellular space, cytosol

• 5-amino-1-(5-phospho-beta-D-ribosyl)imidazoleReach from here →
  1. transport of citrulline and glutamine (cytosol to extracellular)
  2. N(2)-formyl-N(1)-(5-phospho-beta-D-ribosyl)glycinamide + L-glutamine + ATP + H2O = 2-formamido-N(1)-(5-O-phospho-beta-D-ribosyl)acetamidine + L-glutamate + ADP + phosphate + H(+)
  3. 2-formamido-N(1)-(5-O-phospho-beta-D-ribosyl)acetamidine + ATP = 5-amino-1-(5-phospho-beta-D-ribosyl)imidazole + ADP + phosphate + H(+)

  Catalysed by SLC7A6, PFAS, GARTextracellular space, cytosol

• 2-(prostaglandin H2)-sn-glycero-3-phosphoethanolamineReach from here →
  1. transport of alanine and citrulline (cytosol to extracellular)
  2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
  3. 2-(prostaglandin G2)-sn-glycero-3-phosphoethanolamine + AH2 = 2-(prostaglandin H2)-sn-glycero-3-phosphoethanolamine + A + H2O

  Catalysed by SLC7A6, MOCOS, PTGS2extracellular space, cytosol

• 2-(prostaglandin H2)-sn-glycero-3-phosphocholineReach from here →
  1. transport of alanine and citrulline (cytosol to extracellular)
  2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
  3. 2-(prostaglandin G2)-sn-glycero-3-phosphocholine + AH2 = 2-(prostaglandin H2)-sn-glycero-3-phosphocholine + A + H2O

  Catalysed by SLC7A6, MOCOS, PTGS2extracellular space, cytosol

• N-(4-oxoglutaryl)-L-cysteinylglycineReach from here →
  1. transport of alanine and citrulline (cytosol to extracellular)
  2. gamma-glutamyltransferase (alanine)
  3. N-(4-oxoglutaryl)-L-cysteinylglycine + H2O = L-cysteinylglycine + 2-oxoglutarate

  Catalysed by SLC7A6, GGTLC3, GGT1, GGT5 and 4 moreextracellular space, cytosol

• 3-sulfinopyruvateReach from here →
  1. transport of citrulline and cysteine (cytosol to extracellular)
  2. L-Cysteine:oxygen oxidoreductase
  3. 3-sulfino-L-alanine:2-oxoglutarate aminotransferase

  Catalysed by SLC7A6, CDO1, GOT1extracellular space, cytosolOne of 2 routes

• S-methyl glutathioneReach from here →
  1. transport of citrulline and glycine (cytosol to extracellular)
  2. gamma-L-glutamyl-L-cysteine + glycine + ATP = glutathione + ADP + phosphate + H(+)
  3. apo-[alkylcobalamin reductase] + methylcob(III)alamin + glutathione = S-methyl glutathione + cob(I)alamin-[alkylcobalamin reductase] + H(+)

  Catalysed by SLC7A9, SLC3A1, SLC7A6, GSS and 1 moreextracellular space, cytosol

• N-octanoyl-(2S)-hydroxyglycineReach from here →
  1. transport of citrulline and glycine (cytosol to extracellular)
  2. glycine + 2-oxoglutarate = glyoxylate + L-glutamate
  3. N-octanoyl-(2S)-hydroxyglycine = octanamide + glyoxylate

  Catalysed by SLC7A9, SLC3A1, SLC7A6, AADAT and 1 moreextracellular space, cytosolOne of 2 routes

• N-decanoyl-(2S)-hydroxyglycineReach from here →
  1. transport of citrulline and glycine (cytosol to extracellular)
  2. glycine + 2-oxoglutarate = glyoxylate + L-glutamate
  3. N-decanoyl-(2S)-hydroxyglycine = decanamide + glyoxylate

  Catalysed by SLC7A9, SLC3A1, SLC7A6, AADAT and 1 moreextracellular space, cytosolOne of 2 routes

• N-dodecanoyl-(2S)-hydroxyglycineReach from here →
  1. transport of citrulline and glycine (cytosol to extracellular)
  2. glycine + 2-oxoglutarate = glyoxylate + L-glutamate
  3. N-dodecanoyl-(2S)-hydroxyglycine = dodecanamide + glyoxylate

  Catalysed by SLC7A9, SLC3A1, SLC7A6, AADAT and 1 moreextracellular space, cytosolOne of 2 routes

• N-tetradecanoyl-(2S)-hydroxyglycineReach from here →
  1. transport of citrulline and glycine (cytosol to extracellular)
  2. glycine + 2-oxoglutarate = glyoxylate + L-glutamate
  3. N-tetradecanoyl-(2S)-hydroxyglycine = tetradecamide + glyoxylate

  Catalysed by SLC7A9, SLC3A1, SLC7A6, AADAT and 1 moreextracellular space, cytosolOne of 2 routes

• N-(9Z-octadecenoyl)-(2S)-hydroxyglycineReach from here →
  1. transport of citrulline and glycine (cytosol to extracellular)
  2. glycine + 2-oxoglutarate = glyoxylate + L-glutamate
  3. N-(9Z-octadecenoyl)-(2S)-hydroxyglycine = (9Z)-octadecenamide + glyoxylate

  Catalysed by SLC7A9, SLC3A1, SLC7A6, AADAT and 1 moreextracellular space, cytosolOne of 2 routes

• N-(9Z,12Z,15Z)-octadecatrienoyl-(2S)-hydroxyglycineReach from here →
  1. transport of citrulline and glycine (cytosol to extracellular)
  2. glycine + 2-oxoglutarate = glyoxylate + L-glutamate
  3. N-(9Z,12Z,15Z)-octadecatrienoyl-(2S)-hydroxyglycine = (9Z,12Z,15Z)-octadecatrienamide + glyoxylate

  Catalysed by SLC7A9, SLC3A1, SLC7A6, AADAT and 1 moreextracellular space, cytosol

• 2-amino-2-deoxy-6-phospho-D-glucono-1,5-lactoneReach from here →
  1. transport of citrulline and glutamine (cytosol to extracellular)
  2. D-fructose 6-phosphate + L-glutamine = D-glucosamine 6-phosphate + L-glutamate
  3. D-glucosamine 6-phosphate + NADP(+) = 2-amino-2-deoxy-6-phospho-D-glucono-1,5-lactone + NADPH + 2 H(+)

  Catalysed by SLC7A6, GFPT2, GFPT1, H6PDextracellular space, cytosol

• 2,3-didehydrophenylalanineReach from here →
  1. transport of citrulline and glycine (cytosol to extracellular)
  2. glycyldehydrophenylalanine + H2O = 2,3-didehydrophenylalanine + glycine
  3. glycyldehydrophenylalanine + H2O = 2,3-didehydrophenylalanine + glycine

  Catalysed by SLC7A9, SLC3A1, SLC7A6, DPEP1extracellular space, cytosol

• S-adenosylglutathioneReach from here →
  1. transport of citrulline and glycine (cytosol to extracellular)
  2. gamma-L-glutamyl-L-cysteine + glycine + ATP = glutathione + ADP + phosphate + H(+)
  3. apo-[alkylcobalamin reductase] + adenosylcob(III)alamin + glutathione = S-adenosylglutathione + cob(I)alamin-[alkylcobalamin reductase] + H(+)

  Catalysed by SLC7A9, SLC3A1, SLC7A6, GSS and 1 moreextracellular space, cytosol

• N(2)-formyl-N(1)-(5-phospho-beta-D-ribosyl)glycinamideReach from here →
  1. transport of citrulline and glycine (cytosol to extracellular)
  2. 5-phospho-beta-D-ribosylamine + glycine + ATP = N(1)-(5-phospho-beta-D-ribosyl)glycinamide + ADP + phosphate + H(+)
  3. N(1)-(5-phospho-beta-D-ribosyl)glycinamide + (6R)-10-formyltetrahydrofolate = N(2)-formyl-N(1)-(5-phospho-beta-D-ribosyl)glycinamide + (6S)-5,6,7,8-tetrahydrofolate + H(+)

  Catalysed by SLC7A9, SLC3A1, SLC7A6, GARTextracellular space, cytosol

• kinetensin-(1-8)Reach from here →
  1. transport of citrulline and phenylalanine (cytosol to extracellular)
  2. Chymase
  3. kinetensin + H2O = kinetensin-(1-8) + L-leucine

  Catalysed by SLC7A6, CMA1, ACE2extracellular space, cytosol

• (7Z)-octadecenoyl-CoAReach from here →
  1. transport of citrulline and lysine (cytosol to extracellular)
  2. Acetylation of Lysine
  3. carnitine O-palmitoyltransferase ((7Z)-octadecenoyl-CoA)

  Catalysed by SLC7A5, SLC7A6, CPT1A, CPT1C and 1 moreextracellular space, cytosol, mitochondrial matrixOne of 3 routes

• CHEBI:15345Reach from here →
  1. transport of citrulline and lysine (cytosol to extracellular)
  2. Acetylation of Lysine
  3. Acetoacetate:CoA ligase (AMP-forming)

  Catalysed by SLC7A5, SLC7A6, AACSextracellular space, cytosol, mitochondrial matrixOne of 2 routes

• cholineReach from here →
  1. transport of citrulline and lysine (cytosol to extracellular)
  2. transport of chloride and lysine (cytosol to extracellular)
  3. transport of chloride and choline (cytosol to extracellular)

  Catalysed by SLC7A5, SLC7A6, SLC6A14, SLC5A7extracellular space, cytosolOne of 2 routes

• acetylcholineReach from here →
  1. transport of citrulline and cysteine (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. transport of acetylcholine and GSH (cytosol to extracellular)

  Catalysed by SLC7A6, SLCO1A2, SLCO1B3extracellular space, cytosolOne of 2 routes

• acetylpyruvateReach from here →
  1. transport of alanine and citrulline (cytosol to extracellular)
  2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
  3. acetylpyruvate + H2O = acetate + pyruvate + H(+)

  Catalysed by SLC7A6, AGXT2, FAHD1extracellular space, cytosol, mitochondrial matrix