L-citrulline

Three steps

• (7Z,10Z,13Z,16Z,19Z)-docosapentaenoyl-CoAReach from here →
  1. transport of citrulline and lysine (cytosol to extracellular)
  2. Acetylation of Lysine
  3. long-chain-fatty-acid-CoA ligase (DPA)

  Catalysed by SLC7A5, SLC7A6, SLC27A2, ACSL4 and 6 moreextracellular space, cytosol, mitochondrial matrixOne of 6 routes

• (9Z,12Z,15Z)-octadecatrienoyl-CoAReach from here →
  1. transport of citrulline and lysine (cytosol to extracellular)
  2. Acetylation of Lysine
  3. long-chain-fatty-acid-CoA ligase (linolenate)

  Catalysed by SLC7A5, SLC7A6, SLC27A2, ACSL4 and 6 moreextracellular space, cytosol, mitochondrial matrixOne of 7 routes

• (13Z)-docosenoyl-CoAReach from here →
  1. transport of citrulline and lysine (cytosol to extracellular)
  2. Acetylation of Lysine
  3. long-chain-fatty-acid-CoA ligase (cis-erucic acid)

  Catalysed by SLC7A5, SLC7A6, SLC27A2, ACSL4 and 6 moreextracellular space, cytosol, mitochondrial matrixOne of 6 routes

• (11Z)-eicosenoyl-CoAReach from here →
  1. transport of citrulline and lysine (cytosol to extracellular)
  2. Acetylation of Lysine
  3. long-chain-fatty-acid-CoA ligase (cis-gondoic acid)

  Catalysed by SLC7A5, SLC7A6, SLC27A2, ACSL4 and 6 moreextracellular space, cytosol, mitochondrial matrixOne of 7 routes

• (9Z,12Z,15Z,18Z,21Z)-tetracosapentaenoyl-CoAReach from here →
  1. transport of citrulline and lysine (cytosol to extracellular)
  2. Acetylation of Lysine
  3. long-chain-fatty-acid-CoA ligase ((9Z,12Z,15Z,18Z,21Z)-TPA)

  Catalysed by SLC7A5, SLC7A6, SLC27A2, ACSL4 and 6 moreextracellular space, cytosol, mitochondrial matrixOne of 5 routes

• (6Z,9Z,12Z,15Z,18Z,21Z)-tetracosahexaenoyl-CoAReach from here →
  1. transport of citrulline and lysine (cytosol to extracellular)
  2. Acetylation of Lysine
  3. long-chain-fatty-acid-CoA ligase ((6Z,9Z,12Z,15Z,18Z,21Z)-THA)

  Catalysed by SLC7A5, SLC7A6, SLC27A2, ACSL4 and 6 moreextracellular space, cytosol, mitochondrial matrixOne of 4 routes

• (15Z)-tetracosenoyl-CoAReach from here →
  1. transport of citrulline and lysine (cytosol to extracellular)
  2. Acetylation of Lysine
  3. long-chain-fatty-acid-CoA ligase (nervonic acid)

  Catalysed by SLC7A5, SLC7A6, SLC27A2, ACSL4 and 6 moreextracellular space, cytosol, mitochondrial matrixOne of 6 routes

• (17Z)-hexacosenoyl-CoAReach from here →
  1. transport of citrulline and lysine (cytosol to extracellular)
  2. Acetylation of Lysine
  3. long-chain-fatty-acid-CoA ligase (ximenic acid)

  Catalysed by SLC7A5, SLC7A6, SLC27A2, ACSL4 and 6 moreextracellular space, cytosol, mitochondrial matrixOne of 4 routes

• (8Z,11Z,14Z)-eicosatrienoyl-CoAReach from here →
  1. transport of citrulline and lysine (cytosol to extracellular)
  2. Acetylation of Lysine
  3. long-chain-fatty-acid-CoA ligase (dihomo-gamma-linolenate)

  Catalysed by SLC7A5, SLC7A6, SLC27A2, ACSL4 and 6 moreextracellular space, cytosol, mitochondrial matrixOne of 5 routes

• (8Z,11Z,14Z,17Z)-eicosatetraenoyl-CoAReach from here →
  1. transport of citrulline and lysine (cytosol to extracellular)
  2. Acetylation of Lysine
  3. long-chain-fatty-acid-CoA ligase (omega-3-arachidonic acid)

  Catalysed by SLC7A5, SLC7A6, SLC27A2, ACSL4 and 6 moreextracellular space, cytosol, mitochondrial matrixOne of 5 routes

• (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoAReach from here →
  1. transport of citrulline and lysine (cytosol to extracellular)
  2. Acetylation of Lysine
  3. long-chain-fatty-acid-CoA ligase (DHA)

  Catalysed by SLC7A5, SLC7A6, SLC27A2, ACSL4 and 6 moreextracellular space, cytosol, mitochondrial matrixOne of 7 routes

• heptadecanoyl-CoAReach from here →
  1. transport of citrulline and lysine (cytosol to extracellular)
  2. Acetylation of Lysine
  3. long-chain-fatty-acid-CoA ligase (margaric acid)

  Catalysed by SLC7A5, SLC7A6, SLC27A2, ACSL4 and 6 moreextracellular space, cytosol, mitochondrial matrixOne of 6 routes

• (9Z)-heptadecenoyl-CoAReach from here →
  1. transport of citrulline and lysine (cytosol to extracellular)
  2. Acetylation of Lysine
  3. long-chain-fatty-acid-CoA ligase (9-heptadecylenic acid)

  Catalysed by SLC7A5, SLC7A6, SLC27A2, ACSL4 and 6 moreextracellular space, cytosol, mitochondrial matrixOne of 5 routes

• (11Z,14Z,17Z)-eicosatrienoyl-CoAReach from here →
  1. transport of citrulline and lysine (cytosol to extracellular)
  2. Acetylation of Lysine
  3. long-chain-fatty-acid-CoA ligase ((11Z,14Z,17Z)-eicosatrienoic acid)

  Catalysed by SLC7A5, SLC7A6, SLC27A2, ACSL4 and 6 moreextracellular space, cytosol, mitochondrial matrixOne of 5 routes

• nonadecanoyl-CoAReach from here →
  1. transport of citrulline and lysine (cytosol to extracellular)
  2. Acetylation of Lysine
  3. long-chain-fatty-acid-CoA ligase (nonadecylic acid)

  Catalysed by SLC7A5, SLC7A6, SLC27A2, ACSL4 and 6 moreextracellular space, cytosol, mitochondrial matrixOne of 6 routes

• (11Z)-octadecenoyl-CoAReach from here →
  1. transport of citrulline and lysine (cytosol to extracellular)
  2. Acetylation of Lysine
  3. Transport of 11-Octadecenoyl Carnitine into the Mitochondrial Matrix

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

• dodecanedioyl-CoAReach from here →
  1. transport of citrulline and lysine (cytosol to extracellular)
  2. Acetylation of Lysine
  3. Activation of dodecanedioic acid

  Catalysed by SLC7A5, SLC7A6extracellular space, cytosol, mitochondrial matrixOne of 4 routes

• decanedioyl-CoAReach from here →
  1. transport of citrulline and lysine (cytosol to extracellular)
  2. Acetylation of Lysine
  3. Production of Sebacoylcarnitine

  Catalysed by SLC7A5, SLC7A6, CPT1A, CPT1C and 1 moreextracellular space, cytosol, mitochondrial matrixOne of 4 routes

• octanedioyl-CoAReach from here →
  1. transport of citrulline and lysine (cytosol to extracellular)
  2. Acetylation of Lysine
  3. Production of Suberylcarnitine

  Catalysed by SLC7A5, SLC7A6, CPT1A, CPT1C and 1 moreextracellular space, cytosol, mitochondrial matrixOne of 4 routes

• hexanedioyl-CoAReach from here →
  1. transport of citrulline and lysine (cytosol to extracellular)
  2. Acetylation of Lysine
  3. Activation of adipic acid for Formation of Adipoyl Carnitine

  Catalysed by SLC7A5, SLC7A6extracellular space, cytosol, mitochondrial matrixOne of 4 routes

• (4Z,7Z,10Z,13Z,16Z)-docosapentaenoyl-CoAReach from here →
  1. transport of citrulline and lysine (cytosol to extracellular)
  2. Acetylation of Lysine
  3. long-chain-fatty-acid-CoA ligase ((4Z,7Z,10Z,13Z,16Z)-DPA)

  Catalysed by SLC7A5, SLC7A6, SLC27A2, ACSL4 and 6 moreextracellular space, cytosol, mitochondrial matrixOne of 7 routes

• (11Z,14Z)-eicosadienoyl-CoAReach from here →
  1. transport of citrulline and lysine (cytosol to extracellular)
  2. Acetylation of Lysine
  3. long-chain-fatty-acid-CoA ligase ((11Z,14Z)-eicosadienoic acid)

  Catalysed by SLC7A5, SLC7A6, SLC27A2, ACSL4 and 6 moreextracellular space, cytosol, mitochondrial matrixOne of 5 routes

• 2-iminobutanoateReach from here →
  1. transport of citrulline and threonine (cytosol to extracellular)
  2. L-threonine ammonia-lyase (2-oxobutanoate-forming)
  3. 2-iminobutanoate + H2O = 2-oxobutanoate + NH4(+)

  Catalysed by SLC7A6, SDS, SDSL, RIDAextracellular space, cytosol

• (R)-3-hydroxy-(11Z)-octadecenoyl-CoAReach from here →
  1. transport of citrulline and lysine (cytosol to extracellular)
  2. Acetylation of Lysine
  3. Production of 3-Hydroxyoctadecenoylcarnitinec

  Catalysed by SLC7A5, SLC7A6, CPT1A, CPT1C and 1 moreextracellular space, cytosol, mitochondrial matrix

• (13Z)-eicosenoyl-CoAReach from here →
  1. transport of citrulline and lysine (cytosol to extracellular)
  2. Acetylation of Lysine
  3. long-chain-fatty-acid-CoA ligase ((13Z)-eicosenoic acid)

  Catalysed by SLC7A5, SLC7A6, SLC27A2, ACSL4 and 6 moreextracellular space, cytosol, mitochondrial matrixOne of 5 routes

• 2-aminoprop-2-enoateReach from here →
  1. transport of alanine and citrulline (cytosol to extracellular)
  2. D-serine(out) + L-alanine(in) = D-serine(in) + L-alanine(out)
  3. D-serine = 2-aminoprop-2-enoate + H2O

  Catalysed by SLC7A6, SLC7A10, SRRextracellular space, cytosol, inner side of the membrane, outer side of the membrane

• 20-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. transport of citrulline and cysteine (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. Resistance-Nodulation-Cell Division (Rnd) Tcdb:2.A.60.1.2

  Catalysed by SLC7A6, SLCO2A1extracellular space, cytosolOne of 2 routes

• 4,8-dimethylnonanoyl-CoAReach from here →
  1. transport of citrulline and lysine (cytosol to extracellular)
  2. Acetylation of Lysine
  3. Carnitine Dimethyl Nonanoyl Transferase, Revsible, Peroxisomal

  Catalysed by SLC7A5, SLC7A6, CRAT, CROTextracellular space, cytosol, mitochondrial matrix, peroxisomeOne of 3 routes

• tetradecanedioyl-CoAReach from here →
  1. transport of citrulline and lysine (cytosol to extracellular)
  2. Acetylation of Lysine
  3. Fatty Acid Beta Oxidation (C16Dc->C14Dc), Peroxisomal

  Catalysed by SLC7A5, SLC7A6, ACAA1, HSD17B4 and 2 moreextracellular space, cytosol, mitochondrial matrix, peroxisome

• hexadecanedioyl-CoAReach from here →
  1. transport of citrulline and lysine (cytosol to extracellular)
  2. Acetylation of Lysine
  3. Production of Hexadecanedioylcarnitine

  Catalysed by SLC7A5, SLC7A6, CPT1A, CPT1C and 1 moreextracellular space, cytosol, mitochondrial matrixOne of 2 routes

• pristanoyl-CoAReach from here →
  1. transport of citrulline and lysine (cytosol to extracellular)
  2. Acetylation of Lysine
  3. fatty-acid-CoA ligase

  Catalysed by SLC7A5, SLC7A6, SLC27A2extracellular space, cytosol, mitochondrial matrixOne of 2 routes

• undecanoyl-CoAReach from here →
  1. transport of citrulline and lysine (cytosol to extracellular)
  2. Acetylation of Lysine
  3. medium-chain acyl-CoA ligase (undecylic acid)

  Catalysed by SLC7A5, SLC7A6, ACSM4, ACSM1 and 4 moreextracellular space, cytosol, mitochondrial matrixOne of 3 routes

• a fatty acyl-CoAReach from here →
  1. transport of citrulline and glycine (cytosol to extracellular)
  2. a fatty acyl-CoA + glycine = an N-(fatty acyl)-glycine + CoA + H(+)
  3. a fatty acyl-CoA + glycine = an N-(fatty acyl)-glycine + CoA + H(+)

  Catalysed by SLC7A9, SLC3A1, SLC7A6, GLYATL2extracellular space, cytosol

• (9S)-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 = (9S)-hydroxy-(10E,12Z)-octadecadienoate + A + H2O

  Catalysed by SLC7A6, MOCOS, PTGS1, PTGS2extracellular space, cytosolOne of 2 routes

• (9R)-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 = (9R)-hydroxy-(10E,12Z)-octadecadienoate + A + H2O

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

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

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

• (11R)-hydroxy-(5Z,8Z,12E,14Z)-eicosatetraenoateReach 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)-eicosatetraenoate + AH2 + O2 = (11R)-hydroxy-(5Z,8Z,12E,14Z)-eicosatetraenoate + A + H2O

  Catalysed by SLC7A6, MOCOS, PTGS2extracellular space, cytosol

• (15R)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoateReach 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)-eicosatetraenoate + AH2 + O2 = (15R)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + A + H2O

  Catalysed by SLC7A6, MOCOS, PTGS2extracellular space, cytosol

• 3-phenyllactateReach from here →
  1. transport of citrulline and phenylalanine (cytosol to extracellular)
  2. Phenylalanine Transaminase, Mitochondrial
  3. Formation of Phenyl-Lactate

  Catalysed by SLC7A6, GOT2, TATextracellular space, cytosol, mitochondrial matrix

• prostaglandin G2Reach from here →
  1. transport of citrulline and cysteine (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. transport of GSH and prostaglandin G2 (cytosol to extracellular)

  Catalysed by SLC7A6, SLCO2A1extracellular space, cytosolOne of 2 routes

• (12R)-hydroxy-(5Z,8Z,10E,14Z)-eicosatetraenoateReach from here →
  1. transport of citrulline and glycine (cytosol to extracellular)
  2. gamma-L-glutamyl-L-cysteine + glycine + ATP = glutathione + ADP + phosphate + H(+)
  3. (12R)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoate + 2 glutathione = (12R)-hydroxy-(5Z,8Z,10E,14Z)-eicosatetraenoate + glutathione disulfide + H2O

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

• (5Z)-tetradecenoyl-CoAReach from here →
  1. transport of citrulline and lysine (cytosol to extracellular)
  2. Acetylation of Lysine
  3. long-chain-fatty-acid-CoA ligase (physeteric acid)

  Catalysed by SLC7A5, SLC7A6, SLC27A2, ACSL4 and 6 moreextracellular space, cytosol, mitochondrial matrixOne of 8 routes

• (3E)-decenoyl-CoAReach from here →
  1. transport of citrulline and lysine (cytosol to extracellular)
  2. Acetylation of Lysine
  3. Fatty Acid Beta Oxidation (C12:1->C10:1), Mitochondrial

  Catalysed by SLC7A5, SLC7A6, ACADM, ECHS1 and 2 moreextracellular space, cytosol, mitochondrial matrix

• 2-glyceryl-prostaglandin H2Reach 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-glyceryl-prostaglandin G2 + AH2 = 2-glyceryl-prostaglandin H2 + A + H2O

  Catalysed by SLC7A6, MOCOS, PTGS2extracellular space, cytosol

• (2R,6)-dimethylheptanoyl-CoAReach from here →
  1. transport of citrulline and lysine (cytosol to extracellular)
  2. Acetylation of Lysine
  3. acetyl-CoA C-acyltransferase (3-oxo-4(R),8-dimethyl-nonanoyl-CoA)

  Catalysed by SLC7A5, SLC7A6, HADHA, ACAA2 and 1 moreextracellular space, cytosol, mitochondrial matrix

• (7Z)-hexadecenoyl-CoAReach from here →
  1. transport of citrulline and lysine (cytosol to extracellular)
  2. Acetylation of Lysine
  3. long-chain-fatty-acid-CoA ligase (7-palmitoleic acid)

  Catalysed by SLC7A5, SLC7A6, SLC27A2, ACSL4 and 6 moreextracellular space, cytosol, mitochondrial matrixOne of 8 routes

• 3-methylmalateReach from here →
  1. transport of citrulline and glycine (cytosol to extracellular)
  2. glycine + 2-oxoglutarate = glyoxylate + L-glutamate
  3. propanoyl-CoA + glyoxylate + H2O = 3-methylmalate + CoA + H(+)

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

• tricosanoyl-CoAReach from here →
  1. transport of citrulline and lysine (cytosol to extracellular)
  2. Acetylation of Lysine
  3. long-chain-fatty-acid-CoA ligase (tricosanoic acid)

  Catalysed by SLC7A5, SLC7A6, SLC27A2, ACSL4 and 6 moreextracellular space, cytosol, mitochondrial matrixOne of 4 routes

• (5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. transport of citrulline and glycine (cytosol to extracellular)
  2. gamma-L-glutamyl-L-cysteine + glycine + ATP = glutathione + ADP + phosphate + H(+)
  3. (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + 2 glutathione = (5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + glutathione disulfide + H2O

  Catalysed by SLC7A9, SLC3A1, SLC7A6, GSS and 6 moreextracellular space, cytosol

• Se-methylselenocysteineReach from here →
  1. transport of alanine and citrulline (cytosol to extracellular)
  2. L-selenocysteine selenide-lyase (L-alanine-forming)
  3. S-Adenosyl-L-methionine:thiol S-methyltransferase

  Catalysed by SLC7A6, SCLYextracellular space, cytosol