O-tetradecanoyl-(R)-carnitine

Three steps

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

  Catalysed by CPT2, MOGAT2, MOGAT1cytosol

• 1-tetradecanoyl-sn-glycerolReach from here →
  1. tetradecanoyl-CoA + (R)-carnitine = O-tetradecanoyl-(R)-carnitine + CoA
  2. glycerol-3-phosphate 1-O-acyltransferase (myristoyl-CoA)
  3. 1-tetradecanoyl-sn-glycerol 3-phosphate + H2O = 1-tetradecanoyl-sn-glycerol + phosphate

  Catalysed by CPT2, GPAT3, GPAT2, GPAT4 and 2 morecytosol

• 1-dodecanoyl-2-(9Z-octadecenoyl)-glycerolReach from here →
  1. tetradecanoyl-CoA + (R)-carnitine = O-tetradecanoyl-(R)-carnitine + CoA
  2. Fatty Acid Beta Oxidation (C14->C12), Mitochondrial
  3. 2-(9Z-octadecenoyl)-glycerol + dodecanoyl-CoA = 1-dodecanoyl-2-(9Z-octadecenoyl)-glycerol + CoA

  Catalysed by CPT2, HADHA, ACADVL, HADHB and 2 moremitochondrial matrix

• 1-O-alkyl-3-acylglycerolReach from here →
  1. tetradecanoyl-CoA + (R)-carnitine = O-tetradecanoyl-(R)-carnitine + CoA
  2. acyl-CoA pool formation and breakdown
  3. 1-O-alkylglycerol + an acyl-CoA = 1-O-alkyl-3-acylglycerol + CoA

  Catalysed by CPT2, MOGAT2, AWAT2cytosol

• dodecanedioyl-CoAReach from here →
  1. tetradecanoyl-CoA + (R)-carnitine = O-tetradecanoyl-(R)-carnitine + CoA
  2. Myristoyl-CoA hydrolase
  3. Activation of dodecanedioic acid

  Catalysed by CPT2, ACOT7, BAAT, THEM4 and 2 morecytosolOne of 4 routes

• decanedioyl-CoAReach from here →
  1. tetradecanoyl-CoA + (R)-carnitine = O-tetradecanoyl-(R)-carnitine + CoA
  2. Myristoyl-CoA hydrolase
  3. Production of Sebacoylcarnitine

  Catalysed by CPT2, ACOT7, BAAT, THEM4 and 5 morecytosolOne of 4 routes

• octanedioyl-CoAReach from here →
  1. tetradecanoyl-CoA + (R)-carnitine = O-tetradecanoyl-(R)-carnitine + CoA
  2. Myristoyl-CoA hydrolase
  3. Production of Suberylcarnitine

  Catalysed by CPT2, ACOT7, BAAT, THEM4 and 5 morecytosolOne of 4 routes

• hexanedioyl-CoAReach from here →
  1. tetradecanoyl-CoA + (R)-carnitine = O-tetradecanoyl-(R)-carnitine + CoA
  2. Myristoyl-CoA hydrolase
  3. Activation of adipic acid for Formation of Adipoyl Carnitine

  Catalysed by CPT2, ACOT7, BAAT, THEM4 and 2 morecytosolOne of 4 routes

• (4Z,7Z,10Z,13Z,16Z)-docosapentaenoyl-CoAReach from here →
  1. tetradecanoyl-CoA + (R)-carnitine = O-tetradecanoyl-(R)-carnitine + CoA
  2. Myristoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase ((4Z,7Z,10Z,13Z,16Z)-DPA)

  Catalysed by CPT2, ACOT7, BAAT, THEM4 and 10 morecytosolOne of 8 routes

• (11Z,14Z)-eicosadienoyl-CoAReach from here →
  1. tetradecanoyl-CoA + (R)-carnitine = O-tetradecanoyl-(R)-carnitine + CoA
  2. Myristoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase ((11Z,14Z)-eicosadienoic acid)

  Catalysed by CPT2, ACOT7, BAAT, THEM4 and 10 morecytosolOne of 6 routes

• (R)-3-hydroxy-(11Z)-octadecenoyl-CoAReach from here →
  1. tetradecanoyl-CoA + (R)-carnitine = O-tetradecanoyl-(R)-carnitine + CoA
  2. Myristoyl-CoA hydrolase
  3. Production of 3-Hydroxyoctadecenoylcarnitinec

  Catalysed by CPT2, ACOT7, BAAT, THEM4 and 5 morecytosol

• (13Z)-eicosenoyl-CoAReach from here →
  1. tetradecanoyl-CoA + (R)-carnitine = O-tetradecanoyl-(R)-carnitine + CoA
  2. Myristoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase ((13Z)-eicosenoic acid)

  Catalysed by CPT2, ACOT7, BAAT, THEM4 and 10 morecytosolOne of 6 routes

• 1-(9Z-octadecenoyl)-2-dodecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol)Reach from here →
  1. tetradecanoyl-CoA + (R)-carnitine = O-tetradecanoyl-(R)-carnitine + CoA
  2. Fatty Acid Beta Oxidation (C14->C12), Mitochondrial
  3. 1-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol) + dodecanoyl-CoA = 1-(9Z-octadecenoyl)-2-dodecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol) + CoA

  Catalysed by CPT2, HADHA, ACADVL, HADHB and 1 moremitochondrial matrix

• 1-hexadecanoyl-2-dodecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol)Reach from here →
  1. tetradecanoyl-CoA + (R)-carnitine = O-tetradecanoyl-(R)-carnitine + CoA
  2. Fatty Acid Beta Oxidation (C14->C12), Mitochondrial
  3. 1-hexadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol) + dodecanoyl-CoA = 1-hexadecanoyl-2-dodecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol) + CoA

  Catalysed by CPT2, HADHA, ACADVL, HADHB and 1 moremitochondrial matrix

• 14-hydroxytetradecanoateReach from here →
  1. tetradecanoyl-CoA + (R)-carnitine = O-tetradecanoyl-(R)-carnitine + CoA
  2. Myristoyl-CoA hydrolase
  3. alkane 1-monooxygenase (myristic acid)

  Catalysed by CPT2, ACOT7, BAAT, THEM4 and 4 morecytosolOne of 2 routes

• 4,8-dimethylnonanoyl-CoAReach from here →
  1. tetradecanoyl-CoA + (R)-carnitine = O-tetradecanoyl-(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. tetradecanoyl-CoA + (R)-carnitine = O-tetradecanoyl-(R)-carnitine + CoA
  2. Myristoyl-CoA hydrolase
  3. Fatty Acid Beta Oxidation (C16Dc->C14Dc), Peroxisomal

  Catalysed by CPT2, ACOT7, BAAT, THEM4 and 6 morecytosol, peroxisome

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

  Catalysed by CPT2, ACOT7, BAAT, THEM4 and 5 morecytosolOne of 2 routes

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

  Catalysed by CPT2, ACOT7, BAAT, THEM4 and 3 morecytosolOne of 2 routes

• a 1,3-diacyl-sn-glycerolReach from here →
  1. tetradecanoyl-CoA + (R)-carnitine = O-tetradecanoyl-(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. tetradecanoyl-CoA + (R)-carnitine = O-tetradecanoyl-(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. tetradecanoyl-CoA + (R)-carnitine = O-tetradecanoyl-(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

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

  Catalysed by CPT2, ACOT7, BAAT, THEM4 and 8 morecytosolOne of 3 routes

• 17beta-estradiol 17-O-(beta-D-glucuronate)Reach from here →
  1. tetradecanoyl-CoA + (R)-carnitine = O-tetradecanoyl-(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

• tetradecanalReach from here →
  1. tetradecanoyl-CoA + (R)-carnitine = O-tetradecanoyl-(R)-carnitine + CoA
  2. Myristoyl-CoA hydrolase
  3. tetradecanal + NAD(+) + H2O = tetradecanoate + NADH + 2 H(+)

  Catalysed by CPT2, ACOT7, BAAT, THEM4 and 3 morecytosol

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

  Catalysed by CPT2, ACOT7, BAAT, THEM4 and 6 morecytosol, mitochondrial matrix

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

  Catalysed by CPT2, ACOT7, BAAT, THEM4 and 5 morecytosol, mitochondrial matrix

• an N(2)-acyl-L-glutamineReach from here →
  1. tetradecanoyl-CoA + (R)-carnitine = O-tetradecanoyl-(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. tetradecanoyl-CoA + (R)-carnitine = O-tetradecanoyl-(R)-carnitine + CoA
  2. Myristoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase (7-palmitoleic acid)

  Catalysed by CPT2, ACOT7, BAAT, THEM4 and 10 morecytosolOne of 10 routes

• (2E,5Z)-tetradecadienoyl-CoAReach from here →
  1. tetradecanoyl-CoA + (R)-carnitine = O-tetradecanoyl-(R)-carnitine + CoA
  2. stearoyl-CoA 9-desaturase (myristoyl-CoA)
  3. medium-chain acyl-CoA dehydrogenase (5-tetradecenoyl-CoA)

  Catalysed by CPT2, SCD, SCD5, ACADM and 3 morecytosol, mitochondrial matrixOne of 4 routes

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

  Catalysed by CPT2, ACOT7, BAAT, THEM4 and 10 morecytosolOne of 5 routes

• a 3-oxoacyl-CoAReach from here →
  1. tetradecanoyl-CoA + (R)-carnitine = O-tetradecanoyl-(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