L-cysteinylglycine

Three steps

• (11Z)-eicosenoyl-CoAReach from here →
  1. L-cysteinylglycine dipeptidase
  2. N-acetylglutamate synthase (N-acetyl-L-cysteine)
  3. long-chain-fatty-acid-CoA ligase (cis-gondoic acid)

  Catalysed by ANPEP, LAP3, NPEPPS, NAGS and 8 morecytosol, mitochondrial matrixOne of 7 routes

• (9Z,12Z,15Z,18Z,21Z)-tetracosapentaenoyl-CoAReach from here →
  1. L-cysteinylglycine dipeptidase
  2. N-acetylglutamate synthase (N-acetyl-L-cysteine)
  3. long-chain-fatty-acid-CoA ligase ((9Z,12Z,15Z,18Z,21Z)-TPA)

  Catalysed by ANPEP, LAP3, NPEPPS, NAGS and 8 morecytosol, mitochondrial matrixOne of 5 routes

• (6Z,9Z,12Z,15Z,18Z,21Z)-tetracosahexaenoyl-CoAReach from here →
  1. L-cysteinylglycine dipeptidase
  2. N-acetylglutamate synthase (N-acetyl-L-cysteine)
  3. long-chain-fatty-acid-CoA ligase ((6Z,9Z,12Z,15Z,18Z,21Z)-THA)

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

• (15Z)-tetracosenoyl-CoAReach from here →
  1. L-cysteinylglycine dipeptidase
  2. N-acetylglutamate synthase (N-acetyl-L-cysteine)
  3. long-chain-fatty-acid-CoA ligase (nervonic acid)

  Catalysed by ANPEP, LAP3, NPEPPS, NAGS and 8 morecytosol, mitochondrial matrixOne of 6 routes

• (17Z)-hexacosenoyl-CoAReach from here →
  1. L-cysteinylglycine dipeptidase
  2. N-acetylglutamate synthase (N-acetyl-L-cysteine)
  3. long-chain-fatty-acid-CoA ligase (ximenic acid)

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

• CHEBI:742324Reach from here →
  1. gamma-glutamyltransferase (alanine)
  2. transport of dopamine and GSH (cytosol to extracellular)
  3. S-Adenosyl-L-methionine:catechol O-methyltransferase

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

• (8Z,11Z,14Z)-eicosatrienoyl-CoAReach from here →
  1. L-cysteinylglycine dipeptidase
  2. N-acetylglutamate synthase (N-acetyl-L-cysteine)
  3. long-chain-fatty-acid-CoA ligase (dihomo-gamma-linolenate)

  Catalysed by ANPEP, LAP3, NPEPPS, NAGS and 8 morecytosol, mitochondrial matrixOne of 5 routes

• (8Z,11Z,14Z,17Z)-eicosatetraenoyl-CoAReach from here →
  1. L-cysteinylglycine dipeptidase
  2. N-acetylglutamate synthase (N-acetyl-L-cysteine)
  3. long-chain-fatty-acid-CoA ligase (omega-3-arachidonic acid)

  Catalysed by ANPEP, LAP3, NPEPPS, NAGS and 8 morecytosol, mitochondrial matrixOne of 5 routes

• (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoAReach from here →
  1. L-cysteinylglycine dipeptidase
  2. N-acetylglutamate synthase (N-acetyl-L-cysteine)
  3. long-chain-fatty-acid-CoA ligase (DHA)

  Catalysed by ANPEP, LAP3, NPEPPS, NAGS and 8 morecytosol, mitochondrial matrixOne of 7 routes

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

  Catalysed by ANPEP, LAP3, NPEPPS, NAGS and 8 morecytosol, mitochondrial matrixOne of 6 routes

• (9Z)-heptadecenoyl-CoAReach from here →
  1. L-cysteinylglycine dipeptidase
  2. N-acetylglutamate synthase (N-acetyl-L-cysteine)
  3. long-chain-fatty-acid-CoA ligase (9-heptadecylenic acid)

  Catalysed by ANPEP, LAP3, NPEPPS, NAGS and 8 morecytosol, mitochondrial matrixOne of 5 routes

• (11Z,14Z,17Z)-eicosatrienoyl-CoAReach from here →
  1. L-cysteinylglycine dipeptidase
  2. N-acetylglutamate synthase (N-acetyl-L-cysteine)
  3. long-chain-fatty-acid-CoA ligase ((11Z,14Z,17Z)-eicosatrienoic acid)

  Catalysed by ANPEP, LAP3, NPEPPS, NAGS and 8 morecytosol, mitochondrial matrixOne of 5 routes

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

  Catalysed by ANPEP, LAP3, NPEPPS, NAGS and 8 morecytosol, mitochondrial matrixOne of 6 routes

• (11Z)-octadecenoyl-CoAReach from here →
  1. L-cysteinylglycine dipeptidase
  2. N-acetylglutamate synthase (N-acetyl-L-cysteine)
  3. Transport of 11-Octadecenoyl Carnitine into the Mitochondrial Matrix

  Catalysed by ANPEP, LAP3, NPEPPS, NAGS and 3 morecytosol, mitochondrial matrixOne of 3 routes

• (12R)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoateReach from here →
  1. gamma-glutamyltransferase (alanine)
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + O2 = (12R)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoate

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

• (8S)-hydroperoxy-(5Z,9E,11Z,14Z)-eicosatetraenoateReach from here →
  1. gamma-glutamyltransferase (alanine)
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. Arachidonate:oxygen 8-oxidoreductase

  Catalysed by GGTLC3, GGT1, GGT5, GGTLC2 and 3 morecytosol, extracellular spaceOne of 2 routes

• 2-O-(5Z,8Z,11Z,14Z)-eicosatetraenylglycerolReach from here →
  1. gamma-glutamyltransferase (alanine)
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. fatty acid amide hydrolase (arachidonate)

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

• dodecanedioyl-CoAReach from here →
  1. L-cysteinylglycine dipeptidase
  2. N-acetylglutamate synthase (N-acetyl-L-cysteine)
  3. Activation of dodecanedioic acid

  Catalysed by ANPEP, LAP3, NPEPPS, NAGScytosol, mitochondrial matrixOne of 4 routes

• decanedioyl-CoAReach from here →
  1. L-cysteinylglycine dipeptidase
  2. N-acetylglutamate synthase (N-acetyl-L-cysteine)
  3. Production of Sebacoylcarnitine

  Catalysed by ANPEP, LAP3, NPEPPS, NAGS and 3 morecytosol, mitochondrial matrixOne of 4 routes

• octanedioyl-CoAReach from here →
  1. L-cysteinylglycine dipeptidase
  2. N-acetylglutamate synthase (N-acetyl-L-cysteine)
  3. Production of Suberylcarnitine

  Catalysed by ANPEP, LAP3, NPEPPS, NAGS and 3 morecytosol, mitochondrial matrixOne of 4 routes

• hexanedioyl-CoAReach from here →
  1. L-cysteinylglycine dipeptidase
  2. N-acetylglutamate synthase (N-acetyl-L-cysteine)
  3. Activation of adipic acid for Formation of Adipoyl Carnitine

  Catalysed by ANPEP, LAP3, NPEPPS, NAGScytosol, mitochondrial matrixOne of 4 routes

• (4Z,7Z,10Z,13Z,16Z)-docosapentaenoyl-CoAReach from here →
  1. L-cysteinylglycine dipeptidase
  2. N-acetylglutamate synthase (N-acetyl-L-cysteine)
  3. long-chain-fatty-acid-CoA ligase ((4Z,7Z,10Z,13Z,16Z)-DPA)

  Catalysed by ANPEP, LAP3, NPEPPS, NAGS and 8 morecytosol, mitochondrial matrixOne of 7 routes

• (11Z,14Z)-eicosadienoyl-CoAReach from here →
  1. L-cysteinylglycine dipeptidase
  2. N-acetylglutamate synthase (N-acetyl-L-cysteine)
  3. long-chain-fatty-acid-CoA ligase ((11Z,14Z)-eicosadienoic acid)

  Catalysed by ANPEP, LAP3, NPEPPS, NAGS and 8 morecytosol, mitochondrial matrixOne of 5 routes

• (R)-3-hydroxy-(11Z)-octadecenoyl-CoAReach from here →
  1. L-cysteinylglycine dipeptidase
  2. N-acetylglutamate synthase (N-acetyl-L-cysteine)
  3. Production of 3-Hydroxyoctadecenoylcarnitinec

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

• (13Z)-eicosenoyl-CoAReach from here →
  1. L-cysteinylglycine dipeptidase
  2. N-acetylglutamate synthase (N-acetyl-L-cysteine)
  3. long-chain-fatty-acid-CoA ligase ((13Z)-eicosenoic acid)

  Catalysed by ANPEP, LAP3, NPEPPS, NAGS and 8 morecytosol, mitochondrial matrixOne of 5 routes

• 2-aminoprop-2-enoateReach from here →
  1. gamma-glutamyltransferase (alanine)
  2. D-serine(out) + L-alanine(in) = D-serine(in) + L-alanine(out)
  3. D-serine = 2-aminoprop-2-enoate + H2O

  Catalysed by GGTLC3, GGT1, GGT5, GGTLC2 and 4 morecytosol, inner side of the membrane, outer side of the membrane

• 11,12-epoxy-(5Z,8Z,14Z)-eicosatrienoateReach 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 = 11,12-epoxy-(5Z,8Z,14Z)-eicosatrienoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

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

• 19-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 = 19-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by GGTLC3, GGT1, GGT5, GGTLC2 and 7 morecytosol, extracellular space

• 20-oxo-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. gamma-glutamyltransferase (alanine)
  2. Resistance-Nodulation-Cell Division (Rnd) Tcdb:2.A.60.1.2
  3. 10-HETE[n] + NAD+[n] = H+[n] + NADH[n] + 20-oxo-(5Z,8Z,11Z,14Z)-eicosatetraenoate[n]

  Catalysed by GGTLC3, GGT1, GGT5, GGTLC2 and 4 morecytosol, extracellular space, nucleusOne of 3 routes

• 4,8-dimethylnonanoyl-CoAReach from here →
  1. L-cysteinylglycine dipeptidase
  2. N-acetylglutamate synthase (N-acetyl-L-cysteine)
  3. Carnitine Dimethyl Nonanoyl Transferase, Revsible, Peroxisomal

  Catalysed by ANPEP, LAP3, NPEPPS, NAGS and 2 morecytosol, mitochondrial matrix, peroxisomeOne of 3 routes

• tetradecanedioyl-CoAReach from here →
  1. L-cysteinylglycine dipeptidase
  2. N-acetylglutamate synthase (N-acetyl-L-cysteine)
  3. Fatty Acid Beta Oxidation (C16Dc->C14Dc), Peroxisomal

  Catalysed by ANPEP, LAP3, NPEPPS, NAGS and 4 morecytosol, mitochondrial matrix, peroxisome

• hexadecanedioyl-CoAReach from here →
  1. L-cysteinylglycine dipeptidase
  2. N-acetylglutamate synthase (N-acetyl-L-cysteine)
  3. Production of Hexadecanedioylcarnitine

  Catalysed by ANPEP, LAP3, NPEPPS, NAGS and 3 morecytosol, mitochondrial matrixOne of 2 routes

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

  Catalysed by ANPEP, LAP3, NPEPPS, NAGS and 1 morecytosol, mitochondrial matrixOne of 2 routes

• undecanoyl-CoAReach from here →
  1. L-cysteinylglycine dipeptidase
  2. N-acetylglutamate synthase (N-acetyl-L-cysteine)
  3. medium-chain acyl-CoA ligase (undecylic acid)

  Catalysed by ANPEP, LAP3, NPEPPS, NAGS and 6 morecytosol, mitochondrial matrixOne of 3 routes

• a fatty acyl-CoAReach from here →
  1. L-cysteinylglycine dipeptidase
  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 ANPEP, LAP3, NPEPPS, GLYATL2cytosol

• (9R)-hydroxy-(10E,12Z)-octadecadienoateReach from here →
  1. gamma-glutamyltransferase (alanine)
  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 GGTLC3, GGT1, GGT5, GGTLC2 and 5 morecytosol

• 7-oxolithocholateReach from here →
  1. gamma-glutamyltransferase (alanine)
  2. transport of GSH and ursodeoxycholate (cytosol to extracellular)
  3. ursodeoxycholate + NAD(+) = 7-oxolithocholate + NADH + H(+)

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

• (11R)-hydroxy-(5Z,8Z,12E,14Z)-eicosatetraenoateReach from here →
  1. gamma-glutamyltransferase (alanine)
  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 GGTLC3, GGT1, GGT5, GGTLC2 and 4 morecytosolOne of 3 routes

• (15R)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoateReach from here →
  1. gamma-glutamyltransferase (alanine)
  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 GGTLC3, GGT1, GGT5, GGTLC2 and 4 morecytosolOne of 3 routes

• (15R)-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 = (15R)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate

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

• 11R-hydroperoxy-(5Z,8Z,12E,14Z)-eicosatetraenoateReach from here →
  1. gamma-glutamyltransferase (alanine)
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. Arachidonate: oxygen 11-oxidoreductase

  Catalysed by GGTLC3, GGT1, GGT5, GGTLC2 and 3 morecytosol, extracellular spaceOne of 2 routes

• an alkyl sulfateReach from here →
  1. glutathione = L-cysteinylglycine + 5-oxo-L-proline
  2. a hydroperoxide + 2 glutathione = an alcohol + glutathione disulfide + H2O
  3. an alcohol + 3'-phosphoadenylyl sulfate = an alkyl sulfate + adenosine 3',5'-bisphosphate + H(+)

  Catalysed by CHAC2, CHAC1, CP, PRDX6 and 3 more

• 14,15-epoxy-(5Z,8Z,11Z)-eicosatrienoateReach from here →
  1. gamma-glutamyltransferase (alanine)
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. unspecific monooxygenase (arachidonate)

  Catalysed by GGTLC3, GGT1, GGT5, GGTLC2 and 29 morecytosol, extracellular spaceOne of 4 routes

• 8,9-epoxy-(5Z,11Z,14Z)-eicosatrienoateReach from here →
  1. gamma-glutamyltransferase (alanine)
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. unspecific monooxygenase (arachidonate)

  Catalysed by GGTLC3, GGT1, GGT5, GGTLC2 and 28 morecytosol, extracellular spaceOne of 3 routes

• 1-heptadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoserineReach from here →
  1. gamma-glutamyltransferase (alanine)
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. 1-heptadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoserine + H2O = 1-heptadecanoyl-sn-glycero-3-phosphoserine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)

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

• 1-heptadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholineReach from here →
  1. gamma-glutamyltransferase (alanine)
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. 1-heptadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = 1-heptadecanoyl-sn-glycero-3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)

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

• 1-heptadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoethanolamineReach from here →
  1. gamma-glutamyltransferase (alanine)
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. 1-heptadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoethanolamine + H2O = 1-heptadecanoyl-sn-glycero-3-phosphoethanolamine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)

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

• (5Z)-tetradecenoyl-CoAReach from here →
  1. L-cysteinylglycine dipeptidase
  2. N-acetylglutamate synthase (N-acetyl-L-cysteine)
  3. long-chain-fatty-acid-CoA ligase (physeteric acid)

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

• (3E)-decenoyl-CoAReach from here →
  1. L-cysteinylglycine dipeptidase
  2. N-acetylglutamate synthase (N-acetyl-L-cysteine)
  3. Fatty Acid Beta Oxidation (C12:1->C10:1), Mitochondrial

  Catalysed by ANPEP, LAP3, NPEPPS, NAGS and 4 morecytosol, mitochondrial matrix

• 2-glyceryl-prostaglandin H2Reach from here →
  1. gamma-glutamyltransferase (alanine)
  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 GGTLC3, GGT1, GGT5, GGTLC2 and 4 morecytosol