glycodeoxycholate

Three steps

• heptadecanoyl-CoAReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. bile acid-CoA: amino acid N-acyltransferase
  3. long-chain-fatty-acid-CoA ligase (margaric acid)

  Catalysed by BAAT, SLC27A2, ACSL4, ACSL3 and 5 morecytosol, peroxisomeOne of 6 routes

• (9Z)-heptadecenoyl-CoAReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. bile acid-CoA: amino acid N-acyltransferase
  3. long-chain-fatty-acid-CoA ligase (9-heptadecylenic acid)

  Catalysed by BAAT, SLC27A2, ACSL4, ACSL3 and 5 morecytosol, peroxisomeOne of 5 routes

• (11Z,14Z,17Z)-eicosatrienoyl-CoAReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. bile acid-CoA: amino acid N-acyltransferase
  3. long-chain-fatty-acid-CoA ligase ((11Z,14Z,17Z)-eicosatrienoic acid)

  Catalysed by BAAT, SLC27A2, ACSL4, ACSL3 and 5 morecytosol, peroxisomeOne of 5 routes

• nonadecanoyl-CoAReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. bile acid-CoA: amino acid N-acyltransferase
  3. long-chain-fatty-acid-CoA ligase (nonadecylic acid)

  Catalysed by BAAT, SLC27A2, ACSL4, ACSL3 and 5 morecytosol, peroxisomeOne of 6 routes

• (11Z)-octadecenoyl-CoAReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. bile acid-CoA: amino acid N-acyltransferase
  3. Transport of 11-Octadecenoyl Carnitine into the Mitochondrial Matrix

  Catalysed by BAAT, CPT1A, CPT1C, CPT1Bcytosol, peroxisomeOne of 3 routes

• dodecanedioyl-CoAReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. bile acid-CoA: amino acid N-acyltransferase
  3. Activation of dodecanedioic acid

  Catalysed by BAATcytosol, peroxisomeOne of 4 routes

• decanedioyl-CoAReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. bile acid-CoA: amino acid N-acyltransferase
  3. Production of Sebacoylcarnitine

  Catalysed by BAAT, CPT1A, CPT1C, CPT1Bcytosol, peroxisomeOne of 4 routes

• octanedioyl-CoAReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. bile acid-CoA: amino acid N-acyltransferase
  3. Production of Suberylcarnitine

  Catalysed by BAAT, CPT1A, CPT1C, CPT1Bcytosol, peroxisomeOne of 4 routes

• hexanedioyl-CoAReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. bile acid-CoA: amino acid N-acyltransferase
  3. Activation of adipic acid for Formation of Adipoyl Carnitine

  Catalysed by BAATcytosol, peroxisomeOne of 4 routes

• (4Z,7Z,10Z,13Z,16Z)-docosapentaenoyl-CoAReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. bile acid-CoA: amino acid N-acyltransferase
  3. long-chain-fatty-acid-CoA ligase ((4Z,7Z,10Z,13Z,16Z)-DPA)

  Catalysed by BAAT, SLC27A2, ACSL4, ACSL3 and 5 morecytosol, peroxisomeOne of 7 routes

• (11Z,14Z)-eicosadienoyl-CoAReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. bile acid-CoA: amino acid N-acyltransferase
  3. long-chain-fatty-acid-CoA ligase ((11Z,14Z)-eicosadienoic acid)

  Catalysed by BAAT, SLC27A2, ACSL4, ACSL3 and 5 morecytosol, peroxisomeOne of 5 routes

• (R)-3-hydroxy-(11Z)-octadecenoyl-CoAReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. bile acid-CoA: amino acid N-acyltransferase
  3. Production of 3-Hydroxyoctadecenoylcarnitinec

  Catalysed by BAAT, CPT1A, CPT1C, CPT1Bcytosol, peroxisome

• (13Z)-eicosenoyl-CoAReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. bile acid-CoA: amino acid N-acyltransferase
  3. long-chain-fatty-acid-CoA ligase ((13Z)-eicosenoic acid)

  Catalysed by BAAT, SLC27A2, ACSL4, ACSL3 and 5 morecytosol, peroxisomeOne of 5 routes

• 20-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. gamma-L-glutamyl-L-cysteine:glycine ligase (ADP-forming)
  3. Resistance-Nodulation-Cell Division (Rnd) Tcdb:2.A.60.1.2

  Catalysed by GSS, SLCO2A1cytosol, extracellular spaceOne of 4 routes

• 4,8-dimethylnonanoyl-CoAReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. bile acid-CoA: amino acid N-acyltransferase
  3. Carnitine Dimethyl Nonanoyl Transferase, Revsible, Peroxisomal

  Catalysed by BAAT, CRAT, CROTcytosol, peroxisomeOne of 3 routes

• tetradecanedioyl-CoAReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. bile acid-CoA: amino acid N-acyltransferase
  3. Fatty Acid Beta Oxidation (C16Dc->C14Dc), Peroxisomal

  Catalysed by BAAT, ACAA1, HSD17B4, EHHADH and 1 morecytosol, peroxisome

• hexadecanedioyl-CoAReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. bile acid-CoA: amino acid N-acyltransferase
  3. Production of Hexadecanedioylcarnitine

  Catalysed by BAAT, CPT1A, CPT1C, CPT1Bcytosol, peroxisomeOne of 2 routes

• pristanoyl-CoAReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. bile acid-CoA: amino acid N-acyltransferase
  3. fatty-acid-CoA ligase

  Catalysed by BAAT, SLC27A2cytosol, peroxisomeOne of 2 routes

• undecanoyl-CoAReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. bile acid-CoA: amino acid N-acyltransferase
  3. medium-chain acyl-CoA ligase (undecylic acid)

  Catalysed by BAAT, ACSM4, ACSM1, ACSM2A and 3 morecytosol, peroxisomeOne of 3 routes

• a fatty acyl-CoAReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. a fatty acyl-CoA + glycine = an N-(fatty acyl)-glycine + CoA + H(+)
  3. a fatty acyl-CoA + glycine = an N-(fatty acyl)-glycine + CoA + H(+)

  Catalysed by GLYATL2cytosol

• ursodeoxycholateReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. gamma-L-glutamyl-L-cysteine:glycine ligase (ADP-forming)
  3. transport of GSH and ursodeoxycholate (cytosol to extracellular)

  Catalysed by GSS, SLCO1A2, SLCO1B3cytosol, extracellular spaceOne of 4 routes

• prostaglandin G2Reach from here →
  1. Glycodeoxycholate amidohydrolase
  2. gamma-L-glutamyl-L-cysteine:glycine ligase (ADP-forming)
  3. transport of GSH and prostaglandin G2 (cytosol to extracellular)

  Catalysed by GSS, SLCO2A1cytosol, extracellular spaceOne of 4 routes

• thio-Mo-molybdopterinReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. transport of cysteine and glycine (cytosol to extracellular)
  3. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O

  Catalysed by SLC3A2, SLC7A5, SLC7A8, MOCOScytosol, extracellular space

• an alkyl sulfateReach from here →
  1. glycodeoxycholate(in) + glutathione(in) + ATP + H2O = glycodeoxycholate(out) + glutathione(out) + ADP + phosphate + H(+)
  2. a hydroperoxide + 2 glutathione = an alcohol + glutathione disulfide + H2O
  3. an alcohol + 3'-phosphoadenylyl sulfate = an alkyl sulfate + adenosine 3',5'-bisphosphate + H(+)

  Catalysed by ABCC4, CP, PRDX6, SULT2B1 and 2 moreinner side of the membrane, outer side of the membrane

• (5Z)-tetradecenoyl-CoAReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. bile acid-CoA: amino acid N-acyltransferase
  3. long-chain-fatty-acid-CoA ligase (physeteric acid)

  Catalysed by BAAT, SLC27A2, ACSL4, ACSL3 and 5 morecytosol, peroxisomeOne of 8 routes

• (3E)-decenoyl-CoAReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. bile acid-CoA: amino acid N-acyltransferase
  3. Fatty Acid Beta Oxidation (C12:1->C10:1), Mitochondrial

  Catalysed by BAAT, ACADM, ECHS1, ACAA2 and 1 morecytosol, peroxisome, mitochondrial matrix

• (2R,6)-dimethylheptanoyl-CoAReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. bile acid-CoA: amino acid N-acyltransferase
  3. acetyl-CoA C-acyltransferase (3-oxo-4(R),8-dimethyl-nonanoyl-CoA)

  Catalysed by BAAT, HADHA, ACAA2, HADHBcytosol, peroxisome, mitochondrial matrix

• an N(2)-acyl-L-glutamineReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. transport of glutamine and glycine (cytosol to extracellular)
  3. an acyl-CoA + L-glutamine = an N(2)-acyl-L-glutamine + CoA + H(+)

  Catalysed by SLC7A5, GLYATL1B, GLYATL1cytosol, extracellular space

• (7Z)-hexadecenoyl-CoAReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. bile acid-CoA: amino acid N-acyltransferase
  3. long-chain-fatty-acid-CoA ligase (7-palmitoleic acid)

  Catalysed by BAAT, SLC27A2, ACSL4, ACSL3 and 5 morecytosol, peroxisomeOne of 8 routes

• 3-methylmalateReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. glycine + 2-oxoglutarate = glyoxylate + L-glutamate
  3. propanoyl-CoA + glyoxylate + H2O = 3-methylmalate + CoA + H(+)

  Catalysed by AADAT, CLYBLcytosol

• tricosanoyl-CoAReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. bile acid-CoA: amino acid N-acyltransferase
  3. long-chain-fatty-acid-CoA ligase (tricosanoic acid)

  Catalysed by BAAT, SLC27A2, ACSL4, ACSL3 and 5 morecytosol, peroxisomeOne of 4 routes

• thromboxane B2Reach from here →
  1. Glycodeoxycholate amidohydrolase
  2. gamma-L-glutamyl-L-cysteine:glycine ligase (ADP-forming)
  3. transport of GSH and thromboxane B2 (cytosol to extracellular)

  Catalysed by GSS, SLCO1B1cytosol, extracellular spaceOne of 4 routes

• (5S,11R)-dihydroxy-(6E,8Z,12E,14Z)-eicosatetraenoateReach from here →
  1. glycodeoxycholate(in) + glutathione(in) + ATP + H2O = glycodeoxycholate(out) + glutathione(out) + ADP + phosphate + H(+)
  2. (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + 2 glutathione = (5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + glutathione disulfide + H2O
  3. (5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + AH2 + O2 = (5S,11R)-dihydroxy-(6E,8Z,12E,14Z)-eicosatetraenoate + A + H2O

  Catalysed by ABCC4, PTGES, MGST3, GPX1 and 4 moreinner side of the membrane, outer side of the membrane

• (5S,15R)-dihydroxy-(6E,8Z,11Z,13E)-eicosatetraenoateReach from here →
  1. glycodeoxycholate(in) + glutathione(in) + ATP + H2O = glycodeoxycholate(out) + glutathione(out) + ADP + phosphate + H(+)
  2. (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + 2 glutathione = (5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + glutathione disulfide + H2O
  3. (5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + AH2 + O2 = (5S,15R)-dihydroxy-(6E,8Z,11Z,13E)-eicosatetraenoate + A + H2O

  Catalysed by ABCC4, PTGES, MGST3, GPX1 and 4 moreinner side of the membrane, outer side of the membrane

• (5S,15S)-dihydroxy-(6E,8Z,11Z,13E)-eicosatetraenoateReach from here →
  1. glycodeoxycholate(in) + glutathione(in) + ATP + H2O = glycodeoxycholate(out) + glutathione(out) + ADP + phosphate + H(+)
  2. (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + 2 glutathione = (5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + glutathione disulfide + H2O
  3. (5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + AH2 + O2 = (5S,15S)-dihydroxy-(6E,8Z,11Z,13E)-eicosatetraenoate + A + H2O

  Catalysed by ABCC4, PTGES, MGST3, GPX1 and 4 moreinner side of the membrane, outer side of the membrane