1-O-acyl-sn-glycero-3-phosphocholine(1+)

Three steps

• N-(dodecanoyl)-sphinganineReach from here →
  1. 1-Acyl-sn-glycero-3-phosphocholine acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. N-(dodecanoyl)-sphinganine + H2O = dodecanoate + sphinganine

  Catalysed by LYPLA1, LYPLA2, PLA2G4A, PLB1 and 7 morecytosol, extracellular space

• N-tetradecanoylglycineReach from here →
  1. Acyl-CoA:1-acyl-sn-glycero-3-phosphocholine O-acyltransferase
  2. long-chain-fatty-acid-CoA ligase (myristic acid)
  3. tetradecanoyl-CoA + glycine = N-tetradecanoylglycine + CoA + H(+)

  Catalysed by LPCAT4, LPCAT3, LPCAT2, LPCAT1 and 9 morecytosolOne of 2 routes

• N-eicosanoylglycinateReach from here →
  1. Acyl-CoA:1-acyl-sn-glycero-3-phosphocholine O-acyltransferase
  2. long-chain-fatty-acid-CoA ligase (eicosanoate)
  3. eicosanoyl-CoA + glycine = N-eicosanoylglycinate + CoA + H(+)

  Catalysed by LPCAT4, LPCAT3, LPCAT2, LPCAT1 and 9 morecytosolOne of 2 routes

• N-docosanoylglycineReach from here →
  1. Acyl-CoA:1-acyl-sn-glycero-3-phosphocholine O-acyltransferase
  2. long-chain-fatty-acid-CoA ligase (behenic acid)
  3. docosanoyl-CoA + glycine = N-docosanoylglycine + CoA + H(+)

  Catalysed by LPCAT4, LPCAT3, LPCAT2, LPCAT1 and 9 morecytosolOne of 2 routes

• N-hexacosanoylglycineReach from here →
  1. Acyl-CoA:1-acyl-sn-glycero-3-phosphocholine O-acyltransferase
  2. long-chain-fatty-acid-CoA ligase (cerotic acid)
  3. hexacosanoyl-CoA + glycine = N-hexacosanoylglycine + CoA + H(+)

  Catalysed by LPCAT4, LPCAT3, LPCAT2, LPCAT1 and 9 morecytosolOne of 2 routes

• an N(2)-acyl-L-glutamineReach from here →
  1. Acyl-CoA:1-acyl-sn-glycero-3-phosphocholine O-acyltransferase
  2. acyl-CoA:sphingosine N-acyltransferase
  3. an acyl-CoA + L-glutamine = an N(2)-acyl-L-glutamine + CoA + H(+)

  Catalysed by LPCAT4, LPCAT3, LPCAT2, LPCAT1 and 6 morecytosol, Golgi apparatus

• (2E,5Z)-tetradecadienoyl-CoAReach from here →
  1. Acyl-CoA:1-acyl-sn-glycero-3-phosphocholine O-acyltransferase
  2. long-chain-fatty-acid-CoA ligase (physeteric acid)
  3. medium-chain acyl-CoA dehydrogenase (5-tetradecenoyl-CoA)

  Catalysed by LPCAT4, LPCAT3, LPCAT2, LPCAT1 and 12 morecytosol, mitochondrial matrixOne of 4 routes

• (2E,7Z)-hexadecadienoyl-CoAReach from here →
  1. Acyl-CoA:1-acyl-sn-glycero-3-phosphocholine O-acyltransferase
  2. long-chain-fatty-acid-CoA ligase (7-palmitoleic acid)
  3. medium-chain acyl-CoA dehydrogenase (7-hexadecenoyl-CoA)

  Catalysed by LPCAT4, LPCAT3, LPCAT2, LPCAT1 and 12 morecytosol, mitochondrial matrixOne of 4 routes

• cholesteryl (11Z)-octadecenoateReach from here →
  1. Acyl-CoA:1-acyl-sn-glycero-3-phosphocholine O-acyltransferase
  2. Transport of 11-Octadecenoyl Carnitine into the Mitochondrial Matrix
  3. (11Z)-octadecenoyl-CoA + cholesterol = cholesteryl (11Z)-octadecenoate + CoA

  Catalysed by LPCAT4, LPCAT3, LPCAT2, LPCAT1 and 4 morecytosol

• a 3-oxoacyl-CoAReach from here →
  1. Acyl-CoA:1-acyl-sn-glycero-3-phosphocholine O-acyltransferase
  2. acyl-CoA:sphingosine N-acyltransferase
  3. an acyl-CoA + acetyl-CoA = a 3-oxoacyl-CoA + CoA

  Catalysed by LPCAT4, LPCAT3, LPCAT2, LPCAT1 and 8 morecytosol, Golgi apparatus

• (12S)-hydroperoxy-(5Z,8Z,10E,14Z,17Z)-eicosapentaenoateReach from here →
  1. 1-Acyl-sn-glycero-3-phosphocholine acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate + O2 = (12S)-hydroperoxy-(5Z,8Z,10E,14Z,17Z)-eicosapentaenoate

  Catalysed by LYPLA1, LYPLA2, PLA2G4A, PLB1 and 7 morecytosol, extracellular space

• (18R)-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. 1-Acyl-sn-glycero-3-phosphocholine acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  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 LYPLA1, LYPLA2, PLA2G4A, PLB1 and 7 morecytosol, extracellular space

• 17R-hydroxy-(4Z,7Z,10Z,13Z,15E,19Z)-docosahexaenoateReach from here →
  1. 1-Acyl-sn-glycero-3-phosphocholine acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoate + AH2 + O2 = 17R-hydroxy-(4Z,7Z,10Z,13Z,15E,19Z)-docosahexaenoate + A + H2O

  Catalysed by LYPLA1, LYPLA2, PLA2G4A, PLB1 and 7 morecytosol, extracellular space

• 13-hydroxy-(4Z,7Z,10Z,14E,16Z,19Z)-docosahexaenoateReach from here →
  1. 1-Acyl-sn-glycero-3-phosphocholine acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoate + AH2 + O2 = 13-hydroxy-(4Z,7Z,10Z,14E,16Z,19Z)-docosahexaenoate + A + H2O

  Catalysed by LYPLA1, LYPLA2, PLA2G4A, PLB1 and 7 morecytosol, extracellular space

• (18R)-hydroxy-(5Z,8Z,11Z,14Z,16E)-eicosapentaenoateReach from here →
  1. 1-Acyl-sn-glycero-3-phosphocholine acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. prostaglandin-endoperoxide synthase (EPA)

  Catalysed by LYPLA1, LYPLA2, PLA2G4A, PLB1 and 8 morecytosol, extracellular spaceOne of 2 routes

• (15R)-hydroxy-(5Z,8Z,11Z,13E,17Z)-eicosapentaenoateReach from here →
  1. 1-Acyl-sn-glycero-3-phosphocholine acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate + AH2 + O2 = (15R)-hydroxy-(5Z,8Z,11Z,13E,17Z)-eicosapentaenoate + A + H2O

  Catalysed by LYPLA1, LYPLA2, PLA2G4A, PLB1 and 7 morecytosol, extracellular space

• (11R)-hydroxy-(5Z,8Z,12E,14Z,17Z)-eicosapentaenoateReach from here →
  1. 1-Acyl-sn-glycero-3-phosphocholine acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate + AH2 + O2 = (11R)-hydroxy-(5Z,8Z,12E,14Z,17Z)-eicosapentaenoate + A + H2O

  Catalysed by LYPLA1, LYPLA2, PLA2G4A, PLB1 and 7 morecytosol, extracellular space

• 15-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoateReach from here →
  1. 1-Acyl-sn-glycero-3-phosphocholine acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + O2 = 15-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate

  Catalysed by LYPLA1, LYPLA2, PLA2G4A, PLB1 and 7 morecytosol, extracellular space

• 5-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. 1-Acyl-sn-glycero-3-phosphocholine acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + O2 = 5-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate

  Catalysed by LYPLA1, LYPLA2, PLA2G4A, PLB1 and 7 morecytosol, extracellular space

• 13R-hydroxy-(7Z,10Z,14E,16Z,19Z)-docosapentaenoateReach from here →
  1. 1-Acyl-sn-glycero-3-phosphocholine acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. (7Z,10Z,13Z,16Z,19Z)-docosapentaenoate + AH2 + O2 = 13R-hydroxy-(7Z,10Z,14E,16Z,19Z)-docosapentaenoate + A + H2O

  Catalysed by LYPLA1, LYPLA2, PLA2G4A, PLB1 and 7 morecytosol, extracellular space

• taurochenodeoxycholateReach from here →
  1. Acyl-CoA:1-acyl-sn-glycero-3-phosphocholine O-acyltransferase
  2. Propanoyl-CoA:acetyl-CoA C-acyltransferase
  3. 3alpha,7alpha-dihydroxy-5beta-cholanoyl-CoA:taurine N-choloyltransferase

  Catalysed by LPCAT4, LPCAT3, LPCAT2, LPCAT1 and 4 morecytosol, peroxisomeOne of 5 routes