propanoyl-CoA

Three steps

• 4,8-dimethylnonanoyl-CoAReach from here →
  1. propanoyl-CoA + hydrogencarbonate + ATP = (S)-methylmalonyl-CoA + ADP + phosphate + H(+)
  2. (S)-methylmalonyl-CoA hydrolase
  3. Carnitine Dimethyl Nonanoyl Transferase, Revsible, Peroxisomal

  Catalysed by PCCA, PCCB, CRAT, CROTmitochondrial matrix, peroxisomeOne of 3 routes

• tetradecanedioyl-CoAReach from here →
  1. propanoyl-CoA + hydrogencarbonate + ATP = (S)-methylmalonyl-CoA + ADP + phosphate + H(+)
  2. (S)-methylmalonyl-CoA hydrolase
  3. Fatty Acid Beta Oxidation (C16Dc->C14Dc), Peroxisomal

  Catalysed by PCCA, PCCB, ACAA1, HSD17B4 and 2 moremitochondrial matrix, peroxisome

• hexadecanedioyl-CoAReach from here →
  1. propanoyl-CoA + hydrogencarbonate + ATP = (S)-methylmalonyl-CoA + ADP + phosphate + H(+)
  2. (S)-methylmalonyl-CoA hydrolase
  3. Production of Hexadecanedioylcarnitine

  Catalysed by PCCA, PCCB, CPT1A, CPT1C and 1 moremitochondrial matrix, cytosolOne of 2 routes

• O-dodecanoyl-R-carnitineReach from here →
  1. propanoyl-CoA + (R)-carnitine = O-propanoyl-(R)-carnitine + CoA
  2. O-propanoyl-(R)-carnitine(in) + (R)-carnitine(out) = O-propanoyl-(R)-carnitine(out) + (R)-carnitine(in)
  3. dodecanoyl-CoA + (R)-carnitine = O-dodecanoyl-R-carnitine + CoA

  Catalysed by CRAT, SLC25A20, CPT2inner side of the membrane, outer side of the membrane

• pristanoyl-CoAReach from here →
  1. propanoyl-CoA + hydrogencarbonate + ATP = (S)-methylmalonyl-CoA + ADP + phosphate + H(+)
  2. (S)-methylmalonyl-CoA hydrolase
  3. fatty-acid-CoA ligase

  Catalysed by PCCA, PCCB, SLC27A2mitochondrial matrix, cytosolOne of 2 routes

• undecanoyl-CoAReach from here →
  1. propanoyl-CoA + hydrogencarbonate + ATP = (S)-methylmalonyl-CoA + ADP + phosphate + H(+)
  2. (S)-methylmalonyl-CoA hydrolase
  3. medium-chain acyl-CoA ligase (undecylic acid)

  Catalysed by PCCA, PCCB, ACSM4, ACSM1 and 4 moremitochondrial matrix, cytosolOne of 3 routes

• O-tetradecanoyl-(R)-carnitineReach from here →
  1. propanoyl-CoA + (R)-carnitine = O-propanoyl-(R)-carnitine + CoA
  2. O-propanoyl-(R)-carnitine(in) + (R)-carnitine(out) = O-propanoyl-(R)-carnitine(out) + (R)-carnitine(in)
  3. tetradecanoyl-CoA + (R)-carnitine = O-tetradecanoyl-(R)-carnitine + CoA

  Catalysed by CRAT, SLC25A20, CPT2inner side of the membrane, outer side of the membrane

• O-octadecanoyl-(R)-carnitineReach from here →
  1. propanoyl-CoA + (R)-carnitine = O-propanoyl-(R)-carnitine + CoA
  2. O-propanoyl-(R)-carnitine(in) + (R)-carnitine(out) = O-propanoyl-(R)-carnitine(out) + (R)-carnitine(in)
  3. (R)-carnitine + octadecanoyl-CoA = O-octadecanoyl-(R)-carnitine + CoA

  Catalysed by CRAT, SLC25A20, CPT2inner side of the membrane, outer side of the membrane

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

  Catalysed by CRAT, SLC25A20, CPT2inner side of the membrane, outer side of the membrane

• (5Z)-tetradecenoyl-CoAReach from here →
  1. propanoyl-CoA + hydrogencarbonate + ATP = (S)-methylmalonyl-CoA + ADP + phosphate + H(+)
  2. (S)-methylmalonyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase (physeteric acid)

  Catalysed by PCCA, PCCB, SLC27A2, ACSL4 and 6 moremitochondrial matrix, cytosolOne of 8 routes

• O-(9Z)-octadecenoyl-(R)-carnitineReach from here →
  1. propanoyl-CoA + (R)-carnitine = O-propanoyl-(R)-carnitine + CoA
  2. O-propanoyl-(R)-carnitine(in) + (R)-carnitine(out) = O-propanoyl-(R)-carnitine(out) + (R)-carnitine(in)
  3. (R)-carnitine + (9Z)-octadecenoyl-CoA = O-(9Z)-octadecenoyl-(R)-carnitine + CoA

  Catalysed by CRAT, SLC25A20, CPT2inner side of the membrane, outer side of the membrane

• O-4,8-dimethylnonanoyl-(R)-carnitineReach from here →
  1. propanoyl-CoA + (R)-carnitine = O-propanoyl-(R)-carnitine + CoA
  2. O-propanoyl-(R)-carnitine(in) + (R)-carnitine(out) = O-propanoyl-(R)-carnitine(out) + (R)-carnitine(in)
  3. 4,8-dimethylnonanoyl-CoA + (R)-carnitine = O-4,8-dimethylnonanoyl-(R)-carnitine + CoA

  Catalysed by CRAT, SLC25A20, CPT2, CROTinner side of the membrane, outer side of the membrane

• (3E)-decenoyl-CoAReach from here →
  1. propanoyl-CoA + hydrogencarbonate + ATP = (S)-methylmalonyl-CoA + ADP + phosphate + H(+)
  2. (S)-methylmalonyl-CoA hydrolase
  3. Fatty Acid Beta Oxidation (C12:1->C10:1), Mitochondrial

  Catalysed by PCCA, PCCB, ACADM, ECHS1 and 2 moremitochondrial matrix

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

  Catalysed by CRAT, SLC25A20inner side of the membrane, outer side of the membrane

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

  Catalysed by CRAT, SLC25A20inner side of the membrane, outer side of the membrane

• (2R,6)-dimethylheptanoyl-CoAReach from here →
  1. propanoyl-CoA + hydrogencarbonate + ATP = (S)-methylmalonyl-CoA + ADP + phosphate + H(+)
  2. (S)-methylmalonyl-CoA hydrolase
  3. acetyl-CoA C-acyltransferase (3-oxo-4(R),8-dimethyl-nonanoyl-CoA)

  Catalysed by PCCA, PCCB, HADHA, ACAA2 and 1 moremitochondrial matrix

• 16alpha-hydroxydehydroepiandrosterone 3-sulfateReach from here →
  1. propanoyl-CoA + H2O = propanoate + CoA + H(+)
  2. propanoate(out) + dehydroepiandrosterone 3-sulfate(in) = propanoate(in) + dehydroepiandrosterone 3-sulfate(out)
  3. dehydroepiandrosterone 3-sulfate + reduced [NADPH--hemoprotein reductase] + O2 = 16alpha-hydroxydehydroepiandrosterone 3-sulfate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by ACOT8, ACAA2, ACOT9, SLC22A9 and 1 moreinner side of the membrane, outer side of the membrane

• (7Z)-hexadecenoyl-CoAReach from here →
  1. propanoyl-CoA + hydrogencarbonate + ATP = (S)-methylmalonyl-CoA + ADP + phosphate + H(+)
  2. (S)-methylmalonyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase (7-palmitoleic acid)

  Catalysed by PCCA, PCCB, SLC27A2, ACSL4 and 6 moremitochondrial matrix, cytosolOne of 8 routes

• tricosanoyl-CoAReach from here →
  1. propanoyl-CoA + hydrogencarbonate + ATP = (S)-methylmalonyl-CoA + ADP + phosphate + H(+)
  2. (S)-methylmalonyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase (tricosanoic acid)

  Catalysed by PCCA, PCCB, SLC27A2, ACSL4 and 6 moremitochondrial matrix, cytosolOne of 4 routes