L-cysteinylglycine

Three steps

• 11beta-prostaglandin F2Reach from here →
  1. gamma-glutamyltransferase (alanine)
  2. transport of GSH and prostaglandin D2 (cytosol to extracellular)
  3. prostaglandin D2 + NADPH + H(+) = 11beta-prostaglandin F2 + NADP(+)

  Catalysed by GGTLC3, GGT1, GGT5, GGTLC2 and 5 morecytosol, extracellular space

• (2R,6)-dimethylheptanoyl-CoAReach from here →
  1. L-cysteinylglycine dipeptidase
  2. N-acetylglutamate synthase (N-acetyl-L-cysteine)
  3. acetyl-CoA C-acyltransferase (3-oxo-4(R),8-dimethyl-nonanoyl-CoA)

  Catalysed by ANPEP, LAP3, NPEPPS, NAGS and 3 morecytosol, mitochondrial matrix

• an N(2)-acyl-L-glutamineReach from here →
  1. L-cysteinylglycine dipeptidase
  2. transport of cysteine and glutamine (cytosol to extracellular)
  3. an acyl-CoA + L-glutamine = an N(2)-acyl-L-glutamine + CoA + H(+)

  Catalysed by ANPEP, LAP3, NPEPPS, SLC3A2 and 4 morecytosol, extracellular space

• (7Z)-hexadecenoyl-CoAReach from here →
  1. L-cysteinylglycine dipeptidase
  2. N-acetylglutamate synthase (N-acetyl-L-cysteine)
  3. long-chain-fatty-acid-CoA ligase (7-palmitoleic acid)

  Catalysed by ANPEP, LAP3, NPEPPS, NAGS and 8 morecytosol, mitochondrial matrixOne of 8 routes

• 3-methylmalateReach from here →
  1. L-cysteinylglycine dipeptidase
  2. glycine + 2-oxoglutarate = glyoxylate + L-glutamate
  3. propanoyl-CoA + glyoxylate + H2O = 3-methylmalate + CoA + H(+)

  Catalysed by ANPEP, LAP3, NPEPPS, AADAT and 1 morecytosol

• tricosanoyl-CoAReach from here →
  1. L-cysteinylglycine dipeptidase
  2. N-acetylglutamate synthase (N-acetyl-L-cysteine)
  3. long-chain-fatty-acid-CoA ligase (tricosanoic acid)

  Catalysed by ANPEP, LAP3, NPEPPS, NAGS and 8 morecytosol, mitochondrial matrixOne of 4 routes

• Se-methylselenocysteineReach from here →
  1. gamma-glutamyltransferase (alanine)
  2. L-selenocysteine selenide-lyase (L-alanine-forming)
  3. S-Adenosyl-L-methionine:thiol S-methyltransferase

  Catalysed by GGTLC3, GGT1, GGT5, GGTLC2 and 3 morecytosol

• (12S)-hydroxy-(5Z,8E,10E)-heptadecatrienoateReach from here →
  1. gamma-glutamyltransferase (alanine)
  2. transport of GSH and prostaglandin H2 (cytosol to extracellular)
  3. prostaglandin H2 = (12S)-hydroxy-(5Z,8E,10E)-heptadecatrienoate + malonaldehyde

  Catalysed by GGTLC3, GGT1, GGT5, GGTLC2 and 6 morecytosol, extracellular space

• (18R)-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. gamma-glutamyltransferase (alanine)
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = (18R)-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by GGTLC3, GGT1, GGT5, GGTLC2 and 3 morecytosol, extracellular space

• prostaglandin H1Reach from here →
  1. gamma-glutamyltransferase (alanine)
  2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
  3. prostaglandin G1 + AH2 = prostaglandin H1 + A + H2O

  Catalysed by GGTLC3, GGT1, GGT5, GGTLC2 and 4 morecytosolOne of 3 routes

• 19-hydroxyprostaglandin H2Reach from here →
  1. gamma-glutamyltransferase (alanine)
  2. transport of GSH and prostaglandin H2 (cytosol to extracellular)
  3. prostaglandin H2 + reduced [NADPH--hemoprotein reductase] + O2 = 19-hydroxyprostaglandin H2 + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by GGTLC3, GGT1, GGT5, GGTLC2 and 4 morecytosol, extracellular space

• (5S,11R)-dihydroxy-(6E,8Z,12E,14Z)-eicosatetraenoateReach from here →
  1. gamma-glutamyltransferase (alanine)
  2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
  3. (5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + AH2 + O2 = (5S,11R)-dihydroxy-(6E,8Z,12E,14Z)-eicosatetraenoate + A + H2O

  Catalysed by GGTLC3, GGT1, GGT5, GGTLC2 and 4 morecytosolOne of 2 routes

• (5S,15R)-dihydroxy-(6E,8Z,11Z,13E)-eicosatetraenoateReach from here →
  1. gamma-glutamyltransferase (alanine)
  2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
  3. (5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + AH2 + O2 = (5S,15R)-dihydroxy-(6E,8Z,11Z,13E)-eicosatetraenoate + A + H2O

  Catalysed by GGTLC3, GGT1, GGT5, GGTLC2 and 4 morecytosolOne of 2 routes

• (5S,15S)-dihydroxy-(6E,8Z,11Z,13E)-eicosatetraenoateReach from here →
  1. gamma-glutamyltransferase (alanine)
  2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
  3. (5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + AH2 + O2 = (5S,15S)-dihydroxy-(6E,8Z,11Z,13E)-eicosatetraenoate + A + H2O

  Catalysed by GGTLC3, GGT1, GGT5, GGTLC2 and 4 morecytosolOne of 2 routes

• 17R-hydroxy-(4Z,7Z,10Z,13Z,15E,19Z)-docosahexaenoateReach from here →
  1. gamma-glutamyltransferase (alanine)
  2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
  3. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoate + AH2 + O2 = 17R-hydroxy-(4Z,7Z,10Z,13Z,15E,19Z)-docosahexaenoate + A + H2O

  Catalysed by GGTLC3, GGT1, GGT5, GGTLC2 and 4 morecytosol

• 13-hydroxy-(4Z,7Z,10Z,14E,16Z,19Z)-docosahexaenoateReach from here →
  1. gamma-glutamyltransferase (alanine)
  2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
  3. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoate + AH2 + O2 = 13-hydroxy-(4Z,7Z,10Z,14E,16Z,19Z)-docosahexaenoate + A + H2O

  Catalysed by GGTLC3, GGT1, GGT5, GGTLC2 and 4 morecytosol

• (18R)-hydroxy-(5Z,8Z,11Z,14Z,16E)-eicosapentaenoateReach from here →
  1. gamma-glutamyltransferase (alanine)
  2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
  3. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate + AH2 + O2 = (18R)-hydroxy-(5Z,8Z,11Z,14Z,16E)-eicosapentaenoate + A + H2O

  Catalysed by GGTLC3, GGT1, GGT5, GGTLC2 and 4 morecytosol

• (15R)-hydroxy-(5Z,8Z,11Z,13E,17Z)-eicosapentaenoateReach from here →
  1. gamma-glutamyltransferase (alanine)
  2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
  3. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate + AH2 + O2 = (15R)-hydroxy-(5Z,8Z,11Z,13E,17Z)-eicosapentaenoate + A + H2O

  Catalysed by GGTLC3, GGT1, GGT5, GGTLC2 and 4 morecytosol

• (11R)-hydroxy-(5Z,8Z,12E,14Z,17Z)-eicosapentaenoateReach from here →
  1. gamma-glutamyltransferase (alanine)
  2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
  3. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate + AH2 + O2 = (11R)-hydroxy-(5Z,8Z,12E,14Z,17Z)-eicosapentaenoate + A + H2O

  Catalysed by GGTLC3, GGT1, GGT5, GGTLC2 and 4 morecytosol

• 15-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoateReach from here →
  1. gamma-glutamyltransferase (alanine)
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + O2 = 15-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate

  Catalysed by GGTLC3, GGT1, GGT5, GGTLC2 and 3 morecytosol, extracellular space

• 5-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. gamma-glutamyltransferase (alanine)
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + O2 = 5-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate

  Catalysed by GGTLC3, GGT1, GGT5, GGTLC2 and 3 morecytosol, extracellular space

• 13R-hydroxy-(7Z,10Z,14E,16Z,19Z)-docosapentaenoateReach from here →
  1. gamma-glutamyltransferase (alanine)
  2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
  3. (7Z,10Z,13Z,16Z,19Z)-docosapentaenoate + AH2 + O2 = 13R-hydroxy-(7Z,10Z,14E,16Z,19Z)-docosapentaenoate + A + H2O

  Catalysed by GGTLC3, GGT1, GGT5, GGTLC2 and 4 morecytosol

• 2-(1-hydroxyethyl)thiamine diphosphateReach from here →
  1. L-cysteinylglycine dipeptidase
  2. L-cysteine hydrogen-sulfide-lyase (deaminating
  3. pyruvate:thiamin diphosphate acetaldehydetransferase (decarboxylating)

  Catalysed by ANPEP, LAP3, NPEPPS, CTH and 3 morecytosol, mitochondrial matrix