CHEBI:28666

Three steps

• prostaglandin A2-S-(S)-glutathioneReach from here →
  1. membrane dipeptidase (LTD4)
  2. gamma-L-glutamyl-L-cysteine + glycine + ATP = glutathione + ADP + phosphate + H(+)
  3. prostaglandin A2 + glutathione = prostaglandin A2-S-(S)-glutathione

  Catalysed by DPEP1, DPEP2, GSS, GSTP1 and 1 moreextracellular spaceOne of 2 routes

• prostaglandin J2-S-(R)-glutathioneReach from here →
  1. membrane dipeptidase (LTD4)
  2. gamma-L-glutamyl-L-cysteine + glycine + ATP = glutathione + ADP + phosphate + H(+)
  3. prostaglandin J2 + glutathione = prostaglandin J2-S-(R)-glutathione

  Catalysed by DPEP1, DPEP2, GSS, GSTA1 and 2 moreextracellular space

• prostaglandin J2-S-(S)-glutathioneReach from here →
  1. membrane dipeptidase (LTD4)
  2. gamma-L-glutamyl-L-cysteine + glycine + ATP = glutathione + ADP + phosphate + H(+)
  3. prostaglandin J2 + glutathione = prostaglandin J2-S-(S)-glutathione

  Catalysed by DPEP1, DPEP2, GSS, GSTP1 and 1 moreextracellular space

• (8S,15S)-dihydroperoxy-(5Z,9E,11Z,13E)-eicosatetraenoateReach from here →
  1. transport of LTD4 (cytosol to extracellular)
  2. transport of arachidonate (cytosol to extracellular)
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + 2 O2 = (8S,15S)-dihydroperoxy-(5Z,9E,11Z,13E)-eicosatetraenoate

  Catalysed by SLCO1B1, ALOX15extracellular space, cytosol

• (14R,15S)-dihydroperoxy-(5Z,8Z,10E,12E)-eicosatetraenoateReach from here →
  1. transport of LTD4 (cytosol to extracellular)
  2. transport of arachidonate (cytosol to extracellular)
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + 2 O2 = (14R,15S)-dihydroperoxy-(5Z,8Z,10E,12E)-eicosatetraenoate

  Catalysed by SLCO1B1, ALOX15extracellular space, cytosol

• N-(9Z-octadecenoyl)-L-phenylalanineReach from here →
  1. membrane dipeptidase (LTD4)
  2. transport of glycine and phenylalanine (cytosol to extracellular)
  3. L-phenylalanine + (9Z)-octadecenoate = N-(9Z-octadecenoyl)-L-phenylalanine + H2O

  Catalysed by DPEP1, DPEP2, SLC7A5, PM20D1extracellular space, cytosol

• N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanineReach from here →
  1. membrane dipeptidase (LTD4)
  2. transport of glycine and phenylalanine (cytosol to extracellular)
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O

  Catalysed by DPEP1, DPEP2, SLC7A5, PM20D1extracellular space, cytosolOne of 2 routes

• N-(9Z-octadecenoyl)-L-leucineReach from here →
  1. membrane dipeptidase (LTD4)
  2. transport of glycine and leucine (cytosol to extracellular)
  3. N-(9Z-octadecenoyl)-L-leucine + H2O = L-leucine + (9Z)-octadecenoate

  Catalysed by DPEP1, DPEP2, SLC7A5, PM20D1extracellular space, cytosol

• 7-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. transport of LTD4 (cytosol to extracellular)
  2. transport of arachidonate (cytosol to extracellular)
  3. unspecific monooxygenase (arachidonate)

  Catalysed by SLCO1B1, CYP1A1, CYP1A2, CYP2E1 and 23 moreextracellular space, cytosolOne of 2 routes

• 13-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. transport of LTD4 (cytosol to extracellular)
  2. transport of arachidonate (cytosol to extracellular)
  3. unspecific monooxygenase (arachidonate)

  Catalysed by SLCO1B1, CYP1A1, CYP1A2, CYP2E1 and 23 moreextracellular space, cytosolOne of 2 routes

• 13(S)-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. transport of LTD4 (cytosol to extracellular)
  2. transport of arachidonate (cytosol to extracellular)
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = 13(S)-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by SLCO1B1, CYP2C9extracellular space, cytosol

• chenodeoxycholoyl-24-O-(beta-D-glucuronate)Reach from here →
  1. transport of LTD4 (cytosol to extracellular)
  2. solute carrier organic anion transporter (chenodiol)
  3. chenodeoxycholate + UDP-alpha-D-glucuronate = chenodeoxycholoyl-24-O-(beta-D-glucuronate) + UDP

  Catalysed by SLCO1B1, SLCO1A2, SLCO1B3, UGT2A2 and 1 moreextracellular space, cytosol

• 16(R)-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. transport of LTD4 (cytosol to extracellular)
  2. transport of arachidonate (cytosol to extracellular)
  3. unspecific monooxygenase (arachidonate)

  Catalysed by SLCO1B1, CYP1A1, CYP1A2, CYP2E1 and 23 moreextracellular space, cytosol

• (13R)-S-glutathionyl-(14S)-hydroxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoateReach from here →
  1. membrane dipeptidase (LTD4)
  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 DPEP1, DPEP2, GSS, GSTM4 and 1 moreextracellular space

• N-(4-oxoglutaryl)-L-cysteinylglycineReach from here →
  1. transport of GSH and LTD4 (cytosol to extracellular)
  2. glutathione gamma-glutamylaminopeptidase
  3. N-(4-oxoglutaryl)-L-cysteinylglycine + H2O = L-cysteinylglycine + 2-oxoglutarate

  Catalysed by SLCO2A1, GGTLC3, GGT1, GGT5 and 4 moreextracellular space, cytosol

• S-methyl glutathioneReach from here →
  1. membrane dipeptidase (LTD4)
  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 DPEP1, DPEP2, GSS, MMACHCextracellular space

• beta-D-glucosyl-(1->3)-O-chenodeoxycholateReach from here →
  1. transport of LTD4 (cytosol to extracellular)
  2. solute carrier organic anion transporter (chenodiol)
  3. a di-trans,poly-cis-dolichyl beta-D-glucosyl phosphate + chenodeoxycholate = beta-D-glucosyl-(1->3)-O-chenodeoxycholate + a di-trans,poly-cis-dolichyl phosphate + H(+)

  Catalysed by SLCO1B1, SLCO1A2, SLCO1B3, GBA2extracellular space, cytosolOne of 2 routes

• N-octanoyl-(2S)-hydroxyglycineReach from here →
  1. membrane dipeptidase (LTD4)
  2. glycine + 2-oxoglutarate = glyoxylate + L-glutamate
  3. N-octanoyl-(2S)-hydroxyglycine = octanamide + glyoxylate

  Catalysed by DPEP1, DPEP2, AADAT, PAMextracellular spaceOne of 2 routes

• N-decanoyl-(2S)-hydroxyglycineReach from here →
  1. membrane dipeptidase (LTD4)
  2. glycine + 2-oxoglutarate = glyoxylate + L-glutamate
  3. N-decanoyl-(2S)-hydroxyglycine = decanamide + glyoxylate

  Catalysed by DPEP1, DPEP2, AADAT, PAMextracellular spaceOne of 2 routes

• N-dodecanoyl-(2S)-hydroxyglycineReach from here →
  1. membrane dipeptidase (LTD4)
  2. glycine + 2-oxoglutarate = glyoxylate + L-glutamate
  3. N-dodecanoyl-(2S)-hydroxyglycine = dodecanamide + glyoxylate

  Catalysed by DPEP1, DPEP2, AADAT, PAMextracellular spaceOne of 2 routes

• N-tetradecanoyl-(2S)-hydroxyglycineReach from here →
  1. membrane dipeptidase (LTD4)
  2. glycine + 2-oxoglutarate = glyoxylate + L-glutamate
  3. N-tetradecanoyl-(2S)-hydroxyglycine = tetradecamide + glyoxylate

  Catalysed by DPEP1, DPEP2, AADAT, PAMextracellular spaceOne of 2 routes

• N-(9Z-octadecenoyl)-(2S)-hydroxyglycineReach from here →
  1. membrane dipeptidase (LTD4)
  2. glycine + 2-oxoglutarate = glyoxylate + L-glutamate
  3. N-(9Z-octadecenoyl)-(2S)-hydroxyglycine = (9Z)-octadecenamide + glyoxylate

  Catalysed by DPEP1, DPEP2, AADAT, PAMextracellular spaceOne of 2 routes

• N-(9Z,12Z,15Z)-octadecatrienoyl-(2S)-hydroxyglycineReach from here →
  1. membrane dipeptidase (LTD4)
  2. glycine + 2-oxoglutarate = glyoxylate + L-glutamate
  3. N-(9Z,12Z,15Z)-octadecatrienoyl-(2S)-hydroxyglycine = (9Z,12Z,15Z)-octadecatrienamide + glyoxylate

  Catalysed by DPEP1, DPEP2, AADAT, PAMextracellular space

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

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

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

  Catalysed by DPEP1, DPEP2, GATM, SLC25A2extracellular space, cytosol, inner side of the membrane, outer side of the membraneOne of 4 routes

• L-homocarnosineReach from here →
  1. membrane dipeptidase (LTD4)
  2. transport of glycine and histidine (cytosol to extracellular)
  3. Formation of homocarnosine

  Catalysed by DPEP1, DPEP2, SLC7A6, CARNS1extracellular space, cytosol

• 2,3-didehydrophenylalanineReach from here →
  1. membrane dipeptidase (LTD4)
  2. glycyldehydrophenylalanine + H2O = 2,3-didehydrophenylalanine + glycine
  3. glycyldehydrophenylalanine + H2O = 2,3-didehydrophenylalanine + glycine

  Catalysed by DPEP1, DPEP2extracellular space

• S-adenosylglutathioneReach from here →
  1. membrane dipeptidase (LTD4)
  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 DPEP1, DPEP2, GSS, MMACHCextracellular space

• 8-hydroperoxy-(5Z,9E,11Z,14Z)-eicosatetraenoateReach from here →
  1. transport of LTD4 (cytosol to extracellular)
  2. transport of arachidonate (cytosol to extracellular)
  3. arachidonate to 8-peroxy-(5Z,9E,11Z,14Z)-eicosatetraenoate conversion

  Catalysed by SLCO1B1extracellular space, cytosolOne of 2 routes

• N(2)-formyl-N(1)-(5-phospho-beta-D-ribosyl)glycinamideReach from here →
  1. membrane dipeptidase (LTD4)
  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 DPEP1, DPEP2, GARTextracellular space

• 2-formamido-N(1)-(5-O-phospho-beta-D-ribosyl)acetamidineReach from here →
  1. membrane dipeptidase (LTD4)
  2. transport of glutamine and glycine (cytosol to extracellular)
  3. 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(+)

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

• kinetensinReach from here →
  1. membrane dipeptidase (LTD4)
  2. transport of glycine and phenylalanine (cytosol to extracellular)
  3. Chymase

  Catalysed by DPEP1, DPEP2, SLC7A5, CMA1extracellular space, cytosolOne of 3 routes

• N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-serineReach from here →
  1. transport of LTD4 (cytosol to extracellular)
  2. transport of arachidonate (cytosol to extracellular)
  3. N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-serine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-serine

  Catalysed by SLCO1B1, FAAH, PM20D1extracellular space, cytosol

• (7Z)-octadecenoyl-CoAReach from here →
  1. membrane dipeptidase (LTD4)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. carnitine O-palmitoyltransferase ((7Z)-octadecenoyl-CoA)

  Catalysed by DPEP1, DPEP2, BAAT, CPT1A and 2 moreextracellular space, peroxisome, cytosolOne of 3 routes

• (15S)-15-hydroperoxy-prostaglandin E2Reach from here →
  1. transport of LTD4 (cytosol to extracellular)
  2. transport of prostaglandin G2 (cytosol to extracellular)
  3. prostaglandin G2 = (15S)-15-hydroperoxy-prostaglandin E2

  Catalysed by SLCO1B1, PTGESextracellular space, cytosol

• acetaldehydeReach from here →
  1. membrane dipeptidase (LTD4)
  2. transport of glycine and threonine (cytosol to extracellular)
  3. L-threonine acetaldehyde-lyase (glycine-forming)

  Catalysed by DPEP1, DPEP2, SLC3A2, SLC7A5 and 1 moreextracellular space, cytosol

• CHEBI:15345Reach from here →
  1. membrane dipeptidase (LTD4)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. Acetoacetate:CoA ligase (AMP-forming)

  Catalysed by DPEP1, DPEP2, BAAT, AACSextracellular space, peroxisome, cytosolOne of 2 routes

• cholineReach from here →
  1. membrane dipeptidase (LTD4)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. Acetyl-CoA:choline O-acetyltransferase

  Catalysed by DPEP1, DPEP2, BAAT, CHATextracellular space, peroxisome, nucleusOne of 7 routes

• pyruvateReach from here →
  1. membrane dipeptidase (LTD4)
  2. glycine:oxygen oxidoreductase (deaminating)
  3. L-Alanine:glyoxylate aminotransferase

  Catalysed by DPEP1, DPEP2, DAO, AGXT and 1 moreextracellular space, peroxisome, mitochondrial matrixOne of 20 routes

• 4a-hydroxytetrahydrobiopterinReach from here →
  1. membrane dipeptidase (LTD4)
  2. transport of glycine and tryptophan (cytosol to extracellular)
  3. L-tryptophan,tetrahydrobiopterin:oxygen oxidoreductase(5-hydroxylating)

  Catalysed by DPEP1, DPEP2, SLC7A5, TPH1 and 1 moreextracellular space, cytosolOne of 3 routes

• CHEBI:15380Reach from here →
  1. membrane dipeptidase (LTD4)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. 5-aminolevulinate synthase (2-amino-3-oxoadipate)

  Catalysed by DPEP1, DPEP2, BAAT, ALAS1 and 1 moreextracellular space, peroxisome, mitochondrial matrixOne of 8 routes

• CHEBI:15477Reach from here →
  1. membrane dipeptidase (LTD4)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. glycine N-acyltransferase (2-methylbutyryl-CoA)

  Catalysed by DPEP1, DPEP2, BAAT, GLYAT and 2 moreextracellular space, peroxisome, mitochondrial matrixOne of 3 routes

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

  Catalysed by DPEP1, DPEP2, BAAT, CPT1A and 1 moreextracellular space, peroxisome, cytosolOne of 2 routes

• isobutyryl-CoAReach from here →
  1. membrane dipeptidase (LTD4)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. acetyl-CoA C-acyltransferase (3-oxo-4-methyl-pentanoyl-CoA)

  Catalysed by DPEP1, DPEP2, BAAT, HADHA and 2 moreextracellular space, peroxisome, mitochondrial matrixOne of 3 routes

• 3-methylbut-2-enoyl-CoAReach from here →
  1. membrane dipeptidase (LTD4)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. glycine-N-acyltransferase (3-methylcrotonoylglycine)

  Catalysed by DPEP1, DPEP2, BAAT, GLYATextracellular space, peroxisome, mitochondrial matrix

• isovaleryl-CoAReach from here →
  1. membrane dipeptidase (LTD4)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. glycine N-acyltransferase (isovalerylglycine)

  Catalysed by DPEP1, DPEP2, BAAT, GLYAT and 2 moreextracellular space, peroxisome, mitochondrial matrixOne of 3 routes

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

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

• CHEBI:15519Reach from here →
  1. membrane dipeptidase (LTD4)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. propanoyl-CoA C-acyltransferase

  Catalysed by DPEP1, DPEP2, BAAT, ACAA1 and 2 moreextracellular space, peroxisomeOne of 3 routes

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

  Catalysed by DPEP1, DPEP2, BAAT, SLC27A2 and 7 moreextracellular space, peroxisome, cytosolOne of 11 routes

• oleoyl-CoAReach from here →
  1. membrane dipeptidase (LTD4)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. Transport of octadecenoyl-CoA into Mitochondrial Matrix

  Catalysed by DPEP1, DPEP2, BAAT, CPT1A and 2 moreextracellular space, peroxisome, cytosolOne of 11 routes