CHEBI:28666

Three steps

• formic acidReach from here →
  1. membrane dipeptidase (LTD4)
  2. transport of chloride and glycine (cytosol to extracellular)
  3. transport of chloride and formate (cytosol to extracellular)

  Catalysed by DPEP1, DPEP2, SLC6A9, SLC6A14 and 1 moreextracellular space, cytosolOne of 3 routes

• malonic acidReach from here →
  1. membrane dipeptidase (LTD4)
  2. transport of chloride and glycine (cytosol to extracellular)
  3. Malonate Transport, Antiport with Chloride

  Catalysed by DPEP1, DPEP2, SLC6A9, SLC6A14extracellular space, cytosolOne of 2 routes

• (9Z)-octadecenoateReach from here →
  1. membrane dipeptidase (LTD4)
  2. (9Z)-octadecenoyl-CoA + glycine = N-(9Z-octadecenoyl)glycine + CoA + H(+)
  3. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O

  Catalysed by DPEP1, DPEP2, GLYATL3, GLYATL2 and 2 moreextracellular space

• an alcoholReach from here →
  1. membrane dipeptidase (LTD4)
  2. gamma-L-glutamyl-L-cysteine + glycine + ATP = glutathione + ADP + phosphate + H(+)
  3. a hydroperoxide + 2 glutathione = an alcohol + glutathione disulfide + H2O

  Catalysed by DPEP1, DPEP2, GSS, CP and 1 moreextracellular space

• glutarateReach from here →
  1. membrane dipeptidase (LTD4)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. glycocholate(out) + glutarate(in) = glycocholate(in) + glutarate(out)

  Catalysed by DPEP1, DPEP2, BAAT, SLC22A24extracellular space, peroxisome, inner side of the membrane, outer side of the membraneOne of 12 routes

• pentanoateReach from here →
  1. transport of LTD4 (cytosol to extracellular)
  2. transport of estrone 3-sulfate (cytosol to extracellular)
  3. pentanoate(in) + estrone 3-sulfate(out) = pentanoate(out) + estrone 3-sulfate(in)

  Catalysed by SLCO1B1, SLC22A9extracellular space, cytosol, inner side of the membrane, outer side of the membraneOne of 4 routes

• L-lysineReach from here →
  1. membrane dipeptidase (LTD4)
  2. L-Arginine:glycine amidinotransferase
  3. L-ornithine(out) + L-lysine(in) = L-ornithine(in) + L-lysine(out)

  Catalysed by DPEP1, DPEP2, GATM, SLC25A2 and 1 moreextracellular space, cytosol, inner side of the membrane, outer side of the membraneOne of 7 routes

• D-lysineReach from here →
  1. membrane dipeptidase (LTD4)
  2. L-Arginine:glycine amidinotransferase
  3. D-lysine(in) + L-ornithine(out) = D-lysine(out) + L-ornithine(in)

  Catalysed by DPEP1, DPEP2, GATM, SLC25A2extracellular space, cytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• putrescineReach from here →
  1. membrane dipeptidase (LTD4)
  2. L-Arginine:glycine amidinotransferase
  3. L-ornithine carboxy-lyase (putrescine-forming)

  Catalysed by DPEP1, DPEP2, GATM, ODC1extracellular space, cytosolOne of 4 routes

• D-arginineReach from here →
  1. membrane dipeptidase (LTD4)
  2. L-Arginine:glycine amidinotransferase
  3. D-arginine(in) + L-ornithine(out) = D-arginine(out) + L-ornithine(in)

  Catalysed by DPEP1, DPEP2, GATM, SLC25A2extracellular space, cytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• methylarsonateReach from here →
  1. transport of GSH and LTD4 (cytosol to extracellular)
  2. Glutathione: 5-HPETE oxidoreductase
  3. methylarsonate + 2 glutathione + H(+) = methylarsonous acid + glutathione disulfide + H2O

  Catalysed by SLCO2A1, GPX5, GPX1, GPX2 and 8 moreextracellular space, cytosol

• thiosulfateReach from here →
  1. transport of GSH and LTD4 (cytosol to extracellular)
  2. Glutathione: 5-HPETE oxidoreductase
  3. thiosulfate + 2 glutathione = glutathione disulfide + hydrogen sulfide + sulfite + 2 H(+)

  Catalysed by SLCO2A1, GPX5, GPX1, GPX2 and 7 moreextracellular space, cytosolOne of 2 routes

• 4-methylthio-2-oxobutanoic acidReach from here →
  1. membrane dipeptidase (LTD4)
  2. transport of glycine and methionine (cytosol to extracellular)
  3. L-Methionine:oxygen oxidoreductase (deaminating)

  Catalysed by DPEP1, DPEP2, SLC7A5, IL4I1extracellular space, cytosol

• di-mu-sulfido-diiron(2+)Reach from here →
  1. membrane dipeptidase (LTD4)
  2. transport of cysteine and glycine (cytosol to extracellular)
  3. De novo synthesis of 2Fe2S

  Catalysed by DPEP1, DPEP2, SLC3A2, SLC7A5 and 8 moreextracellular space, cytosol, mitochondrial matrix

• (S)-3-methyl-2-oxopentanoateReach from here →
  1. membrane dipeptidase (LTD4)
  2. transport of glycine and isoleucine (cytosol to extracellular)
  3. L-isoleucine + 2-oxoglutarate = (S)-3-methyl-2-oxopentanoate + L-glutamate

  Catalysed by DPEP1, DPEP2, SLC7A5, BCAT2 and 1 moreextracellular space, cytosol

• D-cysteineReach from here →
  1. membrane dipeptidase (LTD4)
  2. transport of alanine and glycine (cytosol to extracellular)
  3. D-cysteine(out) + L-alanine(in) = D-cysteine(in) + L-alanine(out)

  Catalysed by DPEP1, DPEP2, SLC3A2, SLC7A5 and 1 moreextracellular space, cytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• D-serineReach from here →
  1. membrane dipeptidase (LTD4)
  2. transport of alanine and glycine (cytosol to extracellular)
  3. D-serine(out) + L-alanine(in) = D-serine(in) + L-alanine(out)

  Catalysed by DPEP1, DPEP2, SLC3A2, SLC7A5 and 1 moreextracellular space, cytosol, inner side of the membrane, outer side of the membraneOne of 10 routes

• fatty acidReach from here →
  1. transport of LTD4 (cytosol to extracellular)
  2. transport of arachidonate (cytosol to extracellular)
  3. (10Z)-heptadecenoic acid formation

  Catalysed by SLCO1B1extracellular space, cytosolOne of 4 routes

• 3-methyl-2-oxovaleric acidReach from here →
  1. membrane dipeptidase (LTD4)
  2. transport of glycine and isoleucine (cytosol to extracellular)
  3. L-Leucine:2-oxoglutarate aminotransferase

  Catalysed by DPEP1, DPEP2, SLC7A5, BCAT1extracellular space, cytosolOne of 2 routes

• 3-(4-hydroxyphenyl)pyruvateReach from here →
  1. membrane dipeptidase (LTD4)
  2. transport of glycine and tyrosine (cytosol to extracellular)
  3. L-tyrosine:2-oxoglutarate aminotransferase

  Catalysed by DPEP1, DPEP2, SLC7A5, GOT2 and 2 moreextracellular space, cytosolOne of 7 routes

• CHEBI:37946Reach from here →
  1. transport of LTD4 (cytosol to extracellular)
  2. transport of dopamine (cytosol to extracellular)
  3. aryl sulfotransferase (dopamine)

  Catalysed by SLCO1B1, SLCO1A2, SLCO1B3, SULT1A3 and 3 moreextracellular space, cytosol

• (R)-lactic acidReach from here →
  1. transport of GSH and LTD4 (cytosol to extracellular)
  2. (R)-S-Lactoylglutathione methylglyoxal-lyase (isomerizing)
  3. (R)-S-Lactoylglutathione hydrolase

  Catalysed by SLCO2A1, GLO1, GLOD4, HAGH and 1 moreextracellular space, cytosolOne of 2 routes

• (S)-lactic acidReach from here →
  1. transport of LTD4 (cytosol to extracellular)
  2. transport of prostaglandin A2 (cytosol to extracellular)
  3. Transport of Prostaglandin A2, Lactate Antiport

  Catalysed by SLCO1B1extracellular space, cytosolOne of 4 routes

• tert-butanolReach from here →
  1. membrane dipeptidase (LTD4)
  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 DPEP1, DPEP2, GSS, CLIC2 and 4 moreextracellular space

• N-methylserotoninReach from here →
  1. transport of LTD4 (cytosol to extracellular)
  2. transport of serotonin (cytosol to extracellular)
  3. S-Adenosyl-L-methionine:amine N-methyltransferase

  Catalysed by SLCO1B1, SLCO1A2, SLCO1B3, INMTextracellular space, cytosol

• (5-hydroxyindol-3-yl)acetaldehydeReach from here →
  1. transport of LTD4 (cytosol to extracellular)
  2. transport of serotonin (cytosol to extracellular)
  3. 5-Hydroxytryptamine:oxygen oxidoreductase(deaminating)(flavin-containing)

  Catalysed by SLCO1B1, SLCO1A2, SLCO1B3, MAOA and 1 moreextracellular space, cytosolOne of 2 routes

• taurineReach from here →
  1. membrane dipeptidase (LTD4)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)

  Catalysed by DPEP1, DPEP2, BAATextracellular space, peroxisome, cytosolOne of 4 routes

• 2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-glycerolReach from here →
  1. transport of LTD4 (cytosol to extracellular)
  2. transport of arachidonate (cytosol to extracellular)
  3. fatty acid amide hydrolase (2-arachidonoylglycerol)

  Catalysed by SLCO1B1, FAAHextracellular space, cytosol

• malonaldehydeReach from here →
  1. transport of LTD4 (cytosol to extracellular)
  2. transport of prostaglandin H2 (cytosol to extracellular)
  3. thromboxane A synthase (12(S)-HHT)

  Catalysed by SLCO1B1, TBXAS1extracellular space, cytosolOne of 2 routes

• 3,3',5'-triiodo-L-thyronineReach from here →
  1. transport of LTD4 (cytosol to extracellular)
  2. transport of S-glutathionyl-2-4-dinitrobenzene (cytosol to extracellular)
  3. 3,3',5'-triiodo-L-thyronine + iodide + A + H(+) = L-thyroxine + AH2

  Catalysed by SLCO1B1, SLCO1A2, SLCO1B3, DIO1 and 1 moreextracellular space, cytosol

• (R)-methylmalonyl-CoAReach from here →
  1. membrane dipeptidase (LTD4)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. aldehyde dehydrogenase (2-methyl-3-oxopropanoate)

  Catalysed by DPEP1, DPEP2, BAAT, ALDH6A1extracellular space, peroxisome, mitochondrial matrixOne of 2 routes

• (S)-methylmalonyl-CoAReach from here →
  1. membrane dipeptidase (LTD4)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. (S)-methylmalonyl-CoA hydrolase

  Catalysed by DPEP1, DPEP2, BAATextracellular space, peroxisome, mitochondrial matrix

• 3'-dephospho-CoAReach from here →
  1. membrane dipeptidase (LTD4)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. acid phosphatase 2, lysosomal (CoA)

  Catalysed by DPEP1, DPEP2, BAAT, ACP2extracellular space, peroxisome, lysosomeOne of 2 routes

• (2E)-dodecenoyl-CoAReach from here →
  1. membrane dipeptidase (LTD4)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. (2E)-dodecenoyl-CoA formation

  Catalysed by DPEP1, DPEP2, BAATextracellular space, peroxisome, mitochondrial matrixOne of 3 routes

• 4,8,12-trimethyltridecanoyl-CoAReach from here →
  1. membrane dipeptidase (LTD4)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. propanoyl-CoA C-acyltransferase (3-ketopristanoyl-CoA)

  Catalysed by DPEP1, DPEP2, BAAT, ACAA1 and 1 moreextracellular space, peroxisomeOne of 2 routes

• (6Z,9Z,12Z)-octadecatrienoyl-CoAReach from here →
  1. membrane dipeptidase (LTD4)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. long-chain-fatty-acid-CoA ligase (gamma-linolenate)

  Catalysed by DPEP1, DPEP2, BAAT, SLC27A2 and 7 moreextracellular space, peroxisome, cytosolOne of 7 routes

• (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoAReach from here →
  1. transport of LTD4 (cytosol to extracellular)
  2. transport of arachidonate (cytosol to extracellular)
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate

  Catalysed by SLCO1B1, SLC27A2, ACSL4, ACSL3 and 8 moreextracellular space, cytosol

• benzoyl-CoAReach from here →
  1. membrane dipeptidase (LTD4)
  2. Hippurate (Benzoylglycinate) Formation
  3. benzoyl-CoA + glycine = N-benzoylglycine + CoA + H(+)

  Catalysed by DPEP1, DPEP2, GLYATextracellular space, mitochondrial matrix

• butanoyl-CoAReach from here →
  1. membrane dipeptidase (LTD4)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. Butanoate:CoA ligase (AMP-forming)

  Catalysed by DPEP1, DPEP2, BAAT, ACSM4 and 5 moreextracellular space, peroxisome, cytosolOne of 9 routes

• choloyl-CoAReach from here →
  1. transport of LTD4 (cytosol to extracellular)
  2. solute carrier organic anion transporter (cholate)
  3. cholate + ATP + CoA = choloyl-CoA + AMP + diphosphate

  Catalysed by SLCO1B1, SLCO1A2, SLCO1B3, SLC27A5extracellular space, cytosol

• dodecanoyl-CoAReach from here →
  1. membrane dipeptidase (LTD4)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. long-chain-fatty-acid-CoA ligase (lauric acid)

  Catalysed by DPEP1, DPEP2, BAAT, SLC27A2 and 7 moreextracellular space, peroxisome, cytosolOne of 10 routes

• glutaryl-CoAReach from here →
  1. membrane dipeptidase (LTD4)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. Production of Glutaryl Carnitine

  Catalysed by DPEP1, DPEP2, BAAT, CPT1A and 2 moreextracellular space, peroxisome, cytosolOne of 2 routes

• hexadecanoyl-CoAReach from here →
  1. membrane dipeptidase (LTD4)
  2. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  3. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)

  Catalysed by DPEP1, DPEP2, GLYATL3extracellular space

• eicosanoyl-CoAReach from here →
  1. membrane dipeptidase (LTD4)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. long-chain-fatty-acid-CoA ligase (eicosanoate)

  Catalysed by DPEP1, DPEP2, BAAT, SLC27A2 and 7 moreextracellular space, peroxisome, cytosolOne of 12 routes

• itaconyl-CoAReach from here →
  1. membrane dipeptidase (LTD4)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. Itaconate:CoA ligase (GDP-forming)

  Catalysed by DPEP1, DPEP2, BAAT, SUCLG1 and 2 moreextracellular space, peroxisome, mitochondrial matrixOne of 2 routes

• (9Z,12Z)-octadecadienoyl-CoAReach from here →
  1. membrane dipeptidase (LTD4)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. long-chain-fatty-acid-CoA ligase ((6Z,9Z)-octadecadienoic acid)

  Catalysed by DPEP1, DPEP2, BAAT, SLC27A2 and 7 moreextracellular space, peroxisome, cytosolOne of 14 routes

• tetradecanoyl-CoAReach from here →
  1. membrane dipeptidase (LTD4)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. long-chain-fatty-acid-CoA ligase (myristic acid)

  Catalysed by DPEP1, DPEP2, BAAT, SLC27A2 and 7 moreextracellular space, peroxisome, cytosolOne of 12 routes

• octanoyl-CoAReach from here →
  1. membrane dipeptidase (LTD4)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. Octanoyl-CoA:L-carnitine O-octanoyltransferase

  Catalysed by DPEP1, DPEP2, BAAT, CROTextracellular space, peroxisome, mitochondrial matrixOne of 21 routes

• phytanoyl-CoAReach from here →
  1. membrane dipeptidase (LTD4)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. phytanate-CoA ligase

  Catalysed by DPEP1, DPEP2, BAATextracellular space, peroxisome, cytosolOne of 5 routes

• octadecanoyl-CoAReach from here →
  1. membrane dipeptidase (LTD4)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. long-chain-fatty-acid-CoA ligase (stearate)

  Catalysed by DPEP1, DPEP2, BAAT, SLC27A2 and 6 moreextracellular space, peroxisome, cytosolOne of 15 routes