eicosanoyl-CoA

Three steps

• a monoacyl-sn-glycero-3-phosphocholineReach from here →
  1. acyl-CoA pool formation and breakdown
  2. a 2-acyl-sn-glycero-3-phosphocholine + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phosphocholine + CoA
  3. a 1,2-diacyl-sn-glycero-3-phosphocholine + H2O = a monoacyl-sn-glycero-3-phosphocholine + a fatty acid + H(+)

  Catalysed by LPGAT1, PNLIPRP2cytosol

• 2-(acylamino)ethyl fatty acidReach from here →
  1. acyl-CoA pool formation and breakdown
  2. a 2-acyl-sn-glycero-3-phosphocholine + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phosphocholine + CoA
  3. an N-acylethanolamine + a 1,2-diacyl-sn-glycero-3-phosphocholine = 2-(acylamino)ethyl fatty acid + a 2-acyl-sn-glycero-3-phosphocholine

  Catalysed by LPGAT1, PLA2G15cytosolOne of 2 routes

• 1-O-acyl-N-(acetyl)-sphing-4-enineReach from here →
  1. acyl-CoA pool formation and breakdown
  2. a 2-acyl-sn-glycero-3-phosphocholine + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phosphocholine + CoA
  3. N-(acetyl)-sphing-4-enine + a 1,2-diacyl-sn-glycero-3-phosphocholine = 1-O-acyl-N-(acetyl)-sphing-4-enine + a 1-acyl-sn-glycero-3-phosphocholine

  Catalysed by LPGAT1, PLA2G15cytosolOne of 8 routes

• O-tetradecanoyl-(R)-carnitineReach from here →
  1. Eicosanoyl-CoA hydrolase
  2. long-chain-fatty-acid-CoA ligase (myristic acid)
  3. tetradecanoyl-CoA + (R)-carnitine = O-tetradecanoyl-(R)-carnitine + CoA

  Catalysed by BAAT, ACOT6, ACOT1, SLC27A2 and 8 morecytosolOne of 2 routes

• O-(9Z)-octadecenoyl-(R)-carnitineReach from here →
  1. Beta Oxidation of Long Chain Fatty Acid
  2. octadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-octadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  3. (R)-carnitine + (9Z)-octadecenoyl-CoA = O-(9Z)-octadecenoyl-(R)-carnitine + CoA

  Catalysed by ACADM, ACADS, SCD, SCD5 and 1 moremitochondrial matrixOne of 2 routes

• O-4,8-dimethylnonanoyl-(R)-carnitineReach from here →
  1. Eicosanoyl-CoA hydrolase
  2. Carnitine O-Palmitoyltransferase
  3. Carnitine Dimethyl Nonanoyl Transferase, Revsible, Peroxisomal

  Catalysed by BAAT, ACOT6, ACOT1, CPT1A and 4 morecytosol, peroxisomeOne of 8 routes

• 1,2-diacyl-sn-glycero-3-phosphoethanolReach from here →
  1. acyl-CoA pool formation and breakdown
  2. a 2-acyl-sn-glycero-3-phosphocholine + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phosphocholine + CoA
  3. ethanol + a 1,2-diacyl-sn-glycero-3-phosphocholine = 1,2-diacyl-sn-glycero-3-phosphoethanol + choline

  Catalysed by LPGAT1, PLD1cytosol

• beta-D-glucosyl-(1<->1)-N-octadecanoylsphing-4-enineReach from here →
  1. Beta Oxidation of Long Chain Fatty Acid
  2. sphing-4-enine + octadecanoyl-CoA = N-octadecanoylsphing-4-enine + CoA + H(+)
  3. beta-D-glucosyl-(1<->1)-N-octadecanoylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + N-octadecanoylsphing-4-enine

  Catalysed by ACADM, ACADS, CERS1, TLCD3B and 3 moremitochondrial matrix

• O-hexanoyl-(R)-carnitineReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  3. hexanoyl-CoA + (R)-carnitine = O-hexanoyl-(R)-carnitine + CoA

  Catalysed by CPT2, CRAT

• O-3-oxobutanoyl-(R)-carnitineReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  3. acetoacetyl-CoA + (R)-carnitine = O-3-oxobutanoyl-(R)-carnitine + CoA

  Catalysed by CPT2, CRAT

• (5Z,8Z,11Z,14Z,17Z-eicosapentaenoyl)-cholesterolReach from here →
  1. Eicosanoyl-CoA hydrolase
  2. long-chain-fatty-acid-CoA ligase (EPA)
  3. Acyl-CoA:cholesterol O-acyltransferase

  Catalysed by BAAT, ACOT6, ACOT1, SLC27A2 and 9 morecytosol, endoplasmic reticulumOne of 6 routes

• 1-decanoyl-2-(9Z-octadecenoyl)-glycerolReach from here →
  1. Beta Oxidation of Long Chain Fatty Acid
  2. octadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-octadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  3. 1-decanoylglycerol + (9Z)-octadecenoyl-CoA = 1-decanoyl-2-(9Z-octadecenoyl)-glycerol + CoA

  Catalysed by ACADM, ACADS, SCD, SCD5 and 1 moremitochondrial matrix

• N-tetradecanoylglycineReach from here →
  1. Eicosanoyl-CoA hydrolase
  2. long-chain-fatty-acid-CoA ligase (myristic acid)
  3. tetradecanoyl-CoA + glycine = N-tetradecanoylglycine + CoA + H(+)

  Catalysed by BAAT, ACOT6, ACOT1, SLC27A2 and 8 morecytosolOne of 2 routes

• N-docosanoylglycineReach from here →
  1. Eicosanoyl-CoA hydrolase
  2. long-chain-fatty-acid-CoA ligase (behenic acid)
  3. docosanoyl-CoA + glycine = N-docosanoylglycine + CoA + H(+)

  Catalysed by BAAT, ACOT6, ACOT1, SLC27A2 and 7 morecytosolOne of 2 routes

• N-hexacosanoylglycineReach from here →
  1. Eicosanoyl-CoA hydrolase
  2. long-chain-fatty-acid-CoA ligase (cerotic acid)
  3. hexacosanoyl-CoA + glycine = N-hexacosanoylglycine + CoA + H(+)

  Catalysed by BAAT, ACOT6, ACOT1, SLC27A2 and 7 morecytosolOne of 2 routes

• (2E,5Z)-tetradecadienoyl-CoAReach from here →
  1. Eicosanoyl-CoA hydrolase
  2. long-chain-fatty-acid-CoA ligase (physeteric acid)
  3. medium-chain acyl-CoA dehydrogenase (5-tetradecenoyl-CoA)

  Catalysed by BAAT, ACOT6, ACOT1, SLC27A2 and 11 morecytosol, mitochondrial matrixOne of 4 routes

• (2E,7Z)-hexadecadienoyl-CoAReach from here →
  1. Eicosanoyl-CoA hydrolase
  2. long-chain-fatty-acid-CoA ligase (7-palmitoleic acid)
  3. medium-chain acyl-CoA dehydrogenase (7-hexadecenoyl-CoA)

  Catalysed by BAAT, ACOT6, ACOT1, SLC27A2 and 11 morecytosol, mitochondrial matrixOne of 4 routes

• cholesteryl (11Z)-octadecenoateReach from here →
  1. Eicosanoyl-CoA hydrolase
  2. Transport of 11-Octadecenoyl Carnitine into the Mitochondrial Matrix
  3. (11Z)-octadecenoyl-CoA + cholesterol = cholesteryl (11Z)-octadecenoate + CoA

  Catalysed by BAAT, ACOT6, ACOT1, CPT1A and 3 morecytosol

• taurochenodeoxycholateReach from here →
  1. Eicosanoyl-CoA hydrolase
  2. Propanoyl-CoA:acetyl-CoA C-acyltransferase
  3. 3alpha,7alpha-dihydroxy-5beta-cholanoyl-CoA:taurine N-choloyltransferase

  Catalysed by BAAT, ACOT6, ACOT1, ACAA1 and 2 morecytosol, peroxisomeOne of 5 routes