O-eicosanoyl-(R)-carnitine

Three steps

• 4,8-dimethylnonanoyl-CoAReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. 4,8-dimethylnonanoyl-CoA + (R)-carnitine = O-4,8-dimethylnonanoyl-(R)-carnitine + CoA
  3. Carnitine Dimethyl Nonanoyl Transferase, Revsible, Peroxisomal

  Catalysed by CPT2, CRAT, CROTperoxisomeOne of 4 routes

• tetradecanedioyl-CoAReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Eicosanoyl-CoA hydrolase
  3. Fatty Acid Beta Oxidation (C16Dc->C14Dc), Peroxisomal

  Catalysed by CPT2, BAAT, ACOT6, ACOT1 and 4 morecytosol, peroxisome

• hexadecanedioyl-CoAReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Eicosanoyl-CoA hydrolase
  3. Production of Hexadecanedioylcarnitine

  Catalysed by CPT2, BAAT, ACOT6, ACOT1 and 3 morecytosolOne of 2 routes

• pristanoyl-CoAReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Eicosanoyl-CoA hydrolase
  3. fatty-acid-CoA ligase

  Catalysed by CPT2, BAAT, ACOT6, ACOT1 and 1 morecytosolOne of 2 routes

• a 1,3-diacyl-sn-glycerolReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. acyl-CoA pool formation and breakdown
  3. a 3-acyl-sn-glycerol + an acyl-CoA = a 1,3-diacyl-sn-glycerol + CoA

  Catalysed by CPT2, MOGAT1cytosolOne of 2 routes

• a 1-O-(1Z-alkenyl)-2-acyl-sn-glycero-3-phosphocholineReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. acyl-CoA pool formation and breakdown
  3. a 1-O-(1Z-alkenyl)-sn-glycero-3-phosphocholine + an acyl-CoA = a 1-O-(1Z-alkenyl)-2-acyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by CPT2, LPCAT2, LPCAT1cytosol

• a 1-O-(1Z-alkenyl)-2-acyl-sn-glycero-3-phosphoethanolamineReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. acyl-CoA pool formation and breakdown
  3. a 1-O-(1Z-alkenyl)-sn-glycero-3-phosphoethanolamine + an acyl-CoA = a 1-O-(1Z-alkenyl)-2-acyl-sn-glycero-3-phosphoethanolamine + CoA

  Catalysed by CPT2, LPCAT4cytosol

• 1-O-(1Z)-alkenyl-2-octadecanoyl-sn-glycero-3-phosphoethanolamineReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Beta Oxidation of Long Chain Fatty Acid
  3. a 1-O-(1Z-alkenyl)-sn-glycero-3-phosphoethanolamine + octadecanoyl-CoA = 1-O-(1Z)-alkenyl-2-octadecanoyl-sn-glycero-3-phosphoethanolamine + CoA

  Catalysed by CPT2, ACADM, ACADS, LPCAT4mitochondrial matrix

• undecanoyl-CoAReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Eicosanoyl-CoA hydrolase
  3. medium-chain acyl-CoA ligase (undecylic acid)

  Catalysed by CPT2, BAAT, ACOT6, ACOT1 and 6 morecytosolOne of 3 routes

• cholesteryl octadecanoateReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Beta Oxidation of Long Chain Fatty Acid
  3. Acyl-CoA:cholesterol O-acyltransferase

  Catalysed by CPT2, ACADM, ACADS, SOAT2 and 1 moremitochondrial matrix, endoplasmic reticulumOne of 2 routes

• N-octadecanoylhexadecasphinganineReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Beta Oxidation of Long Chain Fatty Acid
  3. hexadecasphinganine + octadecanoyl-CoA = N-octadecanoylhexadecasphinganine + CoA + H(+)

  Catalysed by CPT2, ACADM, ACADS, CERS1 and 1 moremitochondrial matrix

• 17beta-estradiol 17-O-(beta-D-glucuronate)Reach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. glutarate(in) + (R)-carnitine(out) = glutarate(out) + (R)-carnitine(in)
  3. 17beta-estradiol 17-O-(beta-D-glucuronate)(out) + glutarate(in) = 17beta-estradiol 17-O-(beta-D-glucuronate)(in) + glutarate(out)

  Catalysed by CPT2, SLC22A8, SLC22A24inner side of the membrane, outer side of the membraneOne of 2 routes

• a 1-acyl-2-octadecanoyl-sn-glycero-3-phospho-(1D-myo-inositol)Reach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Beta Oxidation of Long Chain Fatty Acid
  3. a 1-acyl-sn-glycero-3-phospho-(1D-myo-inositol) + octadecanoyl-CoA = a 1-acyl-2-octadecanoyl-sn-glycero-3-phospho-(1D-myo-inositol) + CoA

  Catalysed by CPT2, ACADM, ACADS, LCLAT1mitochondrial matrix

• (5Z)-tetradecenoyl-CoAReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Eicosanoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase (physeteric acid)

  Catalysed by CPT2, BAAT, ACOT6, ACOT1 and 8 morecytosolOne of 9 routes

• (3E)-decenoyl-CoAReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Eicosanoyl-CoA hydrolase
  3. Fatty Acid Beta Oxidation (C12:1->C10:1), Mitochondrial

  Catalysed by CPT2, BAAT, ACOT6, ACOT1 and 4 morecytosol, mitochondrial matrix

• 1-octadecanoyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphocholineReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Beta Oxidation of Long Chain Fatty Acid
  3. 2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine + octadecanoyl-CoA = 1-octadecanoyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by CPT2, ACADM, ACADS, LPGAT1mitochondrial matrix

• 1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphocholineReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Beta Oxidation of Long Chain Fatty Acid
  3. 2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphocholine + octadecanoyl-CoA = 1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphocholine + CoA

  Catalysed by CPT2, ACADM, ACADS, LPGAT1mitochondrial matrix

• (2R,6)-dimethylheptanoyl-CoAReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Eicosanoyl-CoA hydrolase
  3. acetyl-CoA C-acyltransferase (3-oxo-4(R),8-dimethyl-nonanoyl-CoA)

  Catalysed by CPT2, BAAT, ACOT6, ACOT1 and 3 morecytosol, mitochondrial matrix

• an N(2)-acyl-L-glutamineReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. acyl-CoA pool formation and breakdown
  3. an acyl-CoA + L-glutamine = an N(2)-acyl-L-glutamine + CoA + H(+)

  Catalysed by CPT2, GLYATL1B, GLYATL1cytosol

• (7Z)-hexadecenoyl-CoAReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Eicosanoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase (7-palmitoleic acid)

  Catalysed by CPT2, BAAT, ACOT6, ACOT1 and 8 morecytosolOne of 9 routes

• tricosanoyl-CoAReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Eicosanoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase (tricosanoic acid)

  Catalysed by CPT2, BAAT, ACOT6, ACOT1 and 8 morecytosolOne of 5 routes

• a 3-oxoacyl-CoAReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. acyl-CoA pool formation and breakdown
  3. an acyl-CoA + acetyl-CoA = a 3-oxoacyl-CoA + CoA

  Catalysed by CPT2, ACAA1, SCP2, ACAA2 and 1 morecytosol