1-acylglycerone 3-phosphate

Three steps

• (2R,6)-dimethylheptanoyl-CoAReach from here →
  1. aldo-keto reductase (1-acylglycerol-3P pool)
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. acetyl-CoA C-acyltransferase (3-oxo-4(R),8-dimethyl-nonanoyl-CoA)

  Catalysed by AKR1A1, AGPAT2, LCLAT1, MBOAT1 and 9 morecytosol, mitochondrial matrix

• (7Z)-hexadecenoyl-CoAReach from here →
  1. aldo-keto reductase (1-acylglycerol-3P pool)
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. long-chain-fatty-acid-CoA ligase (7-palmitoleic acid)

  Catalysed by AKR1A1, AGPAT2, LCLAT1, MBOAT1 and 14 morecytosol, mitochondrial matrixOne of 8 routes

• tricosanoyl-CoAReach from here →
  1. aldo-keto reductase (1-acylglycerol-3P pool)
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. long-chain-fatty-acid-CoA ligase (tricosanoic acid)

  Catalysed by AKR1A1, AGPAT2, LCLAT1, MBOAT1 and 14 morecytosol, mitochondrial matrixOne of 6 routes

• (12S)-hydroperoxy-(5Z,8Z,10E,14Z,17Z)-eicosapentaenoateReach from here →
  1. alkylglycerone phosphate synthase (acylglycerone-phosphate)
  2. (10Z)-heptadecenoic acid formation
  3. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate + O2 = (12S)-hydroperoxy-(5Z,8Z,10E,14Z,17Z)-eicosapentaenoate

  Catalysed by AGPS, ALOX12peroxisome, extracellular space

• (18R)-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. alkylglycerone phosphate synthase (acylglycerone-phosphate)
  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 AGPS, CYP4F8peroxisome, extracellular space

• 17R-hydroxy-(4Z,7Z,10Z,13Z,15E,19Z)-docosahexaenoateReach from here →
  1. alkylglycerone phosphate synthase (acylglycerone-phosphate)
  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 AGPS, PTGS2peroxisome, extracellular space

• 13-hydroxy-(4Z,7Z,10Z,14E,16Z,19Z)-docosahexaenoateReach from here →
  1. alkylglycerone phosphate synthase (acylglycerone-phosphate)
  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 AGPS, PTGS2peroxisome, extracellular space

• (18R)-hydroxy-(5Z,8Z,11Z,14Z,16E)-eicosapentaenoateReach from here →
  1. alkylglycerone phosphate synthase (acylglycerone-phosphate)
  2. (10Z)-heptadecenoic acid formation
  3. prostaglandin-endoperoxide synthase (EPA)

  Catalysed by AGPS, PTGS1, PTGS2peroxisome, extracellular space, cytosolOne of 2 routes

• (15R)-hydroxy-(5Z,8Z,11Z,13E,17Z)-eicosapentaenoateReach from here →
  1. alkylglycerone phosphate synthase (acylglycerone-phosphate)
  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 AGPS, PTGS2peroxisome, extracellular space

• (11R)-hydroxy-(5Z,8Z,12E,14Z,17Z)-eicosapentaenoateReach from here →
  1. alkylglycerone phosphate synthase (acylglycerone-phosphate)
  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 AGPS, PTGS2peroxisome, extracellular space

• 15-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoateReach from here →
  1. alkylglycerone phosphate synthase (acylglycerone-phosphate)
  2. (10Z)-heptadecenoic acid formation
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + O2 = 15-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate

  Catalysed by AGPS, ALOX15Bperoxisome, extracellular space

• 5-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. alkylglycerone phosphate synthase (acylglycerone-phosphate)
  2. (10Z)-heptadecenoic acid formation
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + O2 = 5-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate

  Catalysed by AGPS, ALOX15Bperoxisome, extracellular space

• 13R-hydroxy-(7Z,10Z,14E,16Z,19Z)-docosapentaenoateReach from here →
  1. alkylglycerone phosphate synthase (acylglycerone-phosphate)
  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 AGPS, PTGS2peroxisome, extracellular space