glycodeoxycholate

Three steps

• N-(9Z,12Z,15Z)-octadecatrienoyl-(2S)-hydroxyglycineReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. glycine + 2-oxoglutarate = glyoxylate + L-glutamate
  3. N-(9Z,12Z,15Z)-octadecatrienoyl-(2S)-hydroxyglycine = (9Z,12Z,15Z)-octadecatrienamide + glyoxylate

  Catalysed by AADAT, PAMcytosolOne of 2 routes

• D-histidineReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. L-Arginine:glycine amidinotransferase
  3. D-histidine(in) + L-ornithine(out) + H(+)(in) = D-histidine(out) + L-ornithine(in) + H(+)(out)

  Catalysed by GATM, SLC25A2cytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• L-homoarginineReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. L-Arginine:glycine amidinotransferase
  3. L-homoarginine(in) + L-ornithine(out) = L-homoarginine(out) + L-ornithine(in)

  Catalysed by GATM, SLC25A2cytosol, inner side of the membrane, outer side of the membraneOne of 4 routes

• L-homocarnosineReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. transport of glycine and histidine (cytosol to extracellular)
  3. Formation of homocarnosine

  Catalysed by SLC7A6, CARNS1cytosol, extracellular space

• an S-substituted L-cysteinylglycineReach from here →
  1. glycodeoxycholate(in) + glutathione(in) + ATP + H2O = glycodeoxycholate(out) + glutathione(out) + ADP + phosphate + H(+)
  2. RX + glutathione = an S-substituted glutathione + a halide anion + H(+)
  3. an S-substituted glutathione + H2O = an S-substituted L-cysteinylglycine + L-glutamate

  Catalysed by ABCC4, GSTT4, GSTA4, GSTZ1 and 25 moreinner side of the membrane, outer side of the membrane

• (5S)-hydroperoxy-(12S)-hydroxy-(6E,8Z,10E,14Z)-eicosatetraenoateReach from here →
  1. glycodeoxycholate(in) + glutathione(in) + ATP + H2O = glycodeoxycholate(out) + glutathione(out) + ADP + phosphate + H(+)
  2. (12S)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoate + 2 glutathione = (12S)-hydroxy-(5Z,8Z,10E,14Z)-eicosatetraenoate + glutathione disulfide + H2O
  3. (12S)-hydroxy-(5Z,8Z,10E,14Z)-eicosatetraenoate + O2 = (5S)-hydroperoxy-(12S)-hydroxy-(6E,8Z,10E,14Z)-eicosatetraenoate

  Catalysed by ABCC4, GPX1, GPX4, ALOX5inner side of the membrane, outer side of the membrane

• 2,3-didehydrophenylalanineReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. glycyldehydrophenylalanine + H2O = 2,3-didehydrophenylalanine + glycine
  3. glycyldehydrophenylalanine + H2O = 2,3-didehydrophenylalanine + glycine

  Catalysed by DPEP1cytosol

• N(2)-formyl-N(1)-(5-phospho-beta-D-ribosyl)glycinamideReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. 5-phospho-beta-D-ribosylamine + glycine + ATP = N(1)-(5-phospho-beta-D-ribosyl)glycinamide + ADP + phosphate + H(+)
  3. N(1)-(5-phospho-beta-D-ribosyl)glycinamide + (6R)-10-formyltetrahydrofolate = N(2)-formyl-N(1)-(5-phospho-beta-D-ribosyl)glycinamide + (6S)-5,6,7,8-tetrahydrofolate + H(+)

  Catalysed by GARTcytosol

• 2-formamido-N(1)-(5-O-phospho-beta-D-ribosyl)acetamidineReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. transport of glutamine and glycine (cytosol to extracellular)
  3. N(2)-formyl-N(1)-(5-phospho-beta-D-ribosyl)glycinamide + L-glutamine + ATP + H2O = 2-formamido-N(1)-(5-O-phospho-beta-D-ribosyl)acetamidine + L-glutamate + ADP + phosphate + H(+)

  Catalysed by SLC7A5, PFAScytosol, extracellular space

• kinetensinReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. transport of glycine and phenylalanine (cytosol to extracellular)
  3. Chymase

  Catalysed by SLC7A5, CMA1cytosol, extracellular spaceOne of 3 routes

• (7Z)-octadecenoyl-CoAReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. bile acid-CoA: amino acid N-acyltransferase
  3. carnitine O-palmitoyltransferase ((7Z)-octadecenoyl-CoA)

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

• acetaldehydeReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. transport of glycine and threonine (cytosol to extracellular)
  3. L-threonine acetaldehyde-lyase (glycine-forming)

  Catalysed by SLC3A2, SLC7A5, SLC7A10cytosol, extracellular space

• CHEBI:15345Reach from here →
  1. Glycodeoxycholate amidohydrolase
  2. bile acid-CoA: amino acid N-acyltransferase
  3. Acetoacetate:CoA ligase (AMP-forming)

  Catalysed by BAAT, AACScytosol, peroxisomeOne of 2 routes

• cholineReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. bile acid-CoA: amino acid N-acyltransferase
  3. Acetyl-CoA:choline O-acetyltransferase

  Catalysed by BAAT, CHATcytosol, peroxisome, nucleusOne of 2 routes

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

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

• pyruvateReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. glycine:oxygen oxidoreductase (deaminating)
  3. L-Alanine:glyoxylate aminotransferase

  Catalysed by DAO, AGXT, AGXT2cytosol, peroxisome, mitochondrial matrixOne of 22 routes

• 4a-hydroxytetrahydrobiopterinReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. transport of glycine and tryptophan (cytosol to extracellular)
  3. L-tryptophan,tetrahydrobiopterin:oxygen oxidoreductase(5-hydroxylating)

  Catalysed by SLC7A5, TPH1, TPH2cytosol, extracellular spaceOne of 3 routes

• CHEBI:15380Reach from here →
  1. Glycodeoxycholate amidohydrolase
  2. bile acid-CoA: amino acid N-acyltransferase
  3. 5-aminolevulinate synthase (2-amino-3-oxoadipate)

  Catalysed by BAAT, ALAS1, CPNE7cytosol, peroxisome, mitochondrial matrixOne of 8 routes

• CHEBI:15477Reach from here →
  1. Glycodeoxycholate amidohydrolase
  2. bile acid-CoA: amino acid N-acyltransferase
  3. glycine N-acyltransferase (2-methylbutyryl-CoA)

  Catalysed by BAAT, GLYAT, GLYATL2, GLYATL1cytosol, peroxisome, mitochondrial matrixOne of 3 routes

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

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

• isobutyryl-CoAReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. bile acid-CoA: amino acid N-acyltransferase
  3. acetyl-CoA C-acyltransferase (3-oxo-4-methyl-pentanoyl-CoA)

  Catalysed by BAAT, HADHA, ACAA2, HADHBcytosol, peroxisome, mitochondrial matrixOne of 3 routes

• 3-methylbut-2-enoyl-CoAReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. bile acid-CoA: amino acid N-acyltransferase
  3. glycine-N-acyltransferase (3-methylcrotonoylglycine)

  Catalysed by BAAT, GLYATcytosol, peroxisome, mitochondrial matrix

• isovaleryl-CoAReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. bile acid-CoA: amino acid N-acyltransferase
  3. glycine N-acyltransferase (isovalerylglycine)

  Catalysed by BAAT, GLYAT, GLYATL2, GLYATL1cytosol, peroxisome, mitochondrial matrixOne of 3 routes

• arachidonoyl-CoAReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. bile acid-CoA: amino acid N-acyltransferase
  3. Arachidonate:CoA ligase (AMP-forming)

  Catalysed by BAAT, SLC27A2, ACSL4, ACSL3 and 5 morecytosol, peroxisomeOne of 11 routes

• CHEBI:15519Reach from here →
  1. Glycodeoxycholate amidohydrolase
  2. bile acid-CoA: amino acid N-acyltransferase
  3. propanoyl-CoA C-acyltransferase

  Catalysed by BAAT, ACAA1, SCP2, MYO5Bcytosol, peroxisomeOne of 3 routes

• palmitoyl-CoAReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. bile acid-CoA: amino acid N-acyltransferase
  3. Palmitate:CoA ligase (AMP-forming)

  Catalysed by BAAT, SLC27A2, ACSL4, ACSL3 and 5 morecytosol, peroxisomeOne of 11 routes

• oleoyl-CoAReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. bile acid-CoA: amino acid N-acyltransferase
  3. Transport of octadecenoyl-CoA into Mitochondrial Matrix

  Catalysed by BAAT, CPT1A, CPT1C, CPT1Bcytosol, peroxisomeOne of 11 routes

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

  Catalysed by BAATcytosol, peroxisomeOne of 4 routes

• propionyl-CoAReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. bile acid-CoA: amino acid N-acyltransferase
  3. Propanoate:CoA ligase (AMP-forming)

  Catalysed by BAAT, ACSS3, ACSS2, ACSS1cytosol, peroxisomeOne of 43 routes

• (S)-malateReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. glycine:oxygen oxidoreductase (deaminating)
  3. acetyl-CoA[m] + glyoxalate[m] + H2O[m] = CoA[m] + H+[m] + malate[m]

  Catalysed by DAO, CLYBLcytosol, peroxisome, mitochondrial matrixOne of 4 routes

• 15(S)-HPETEReach from here →
  1. glycodeoxycholate(in) + glutathione(in) + ATP + H2O = glycodeoxycholate(out) + glutathione(out) + ADP + phosphate + H(+)
  2. 2 glutathione + NADP(+) = glutathione disulfide + NADPH + H(+)
  3. Glutathione: 15-HPETE oxidoreductase

  Catalysed by ABCC4, GSR, GPX5, GPX1 and 7 moreinner side of the membrane, outer side of the membrane, cytosolOne of 3 routes

• (6R)-5,10-methylene-5,6,7,8-tetrahydrofolateReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. (6R)-5,10-methylene-5,6,7,8-tetrahydrofolate + glycine + H2O = (6S)-5,6,7,8-tetrahydrofolate + L-serine
  3. (6R)-5,10-methylene-5,6,7,8-tetrahydrofolate + glycine + H2O = (6S)-5,6,7,8-tetrahydrofolate + L-serine

  Catalysed by SHMT1, SHMT2cytosolOne of 2 routes

• 10-formyltetrahydrofolic acidReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. 5,10-Methylenetetrahydrofolate:glycine hydroxymethyltransferase
  3. Formate:tetrahydrofolate ligase (ADP-forming)

  Catalysed by SHMT1, MTHFD1cytosolOne of 3 routes

• 5-methyltetrahydrofolic acidReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. 5,10-Methylenetetrahydrofolate:glycine hydroxymethyltransferase
  3. histamine N-methyltransferase (SAM)

  Catalysed by SHMT1, HNMTcytosol

• (4aS,6R)-4a-hydroxy-L-erythro-5,6,7,8-tetrahydrobiopterinReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. transport of glycine and tryptophan (cytosol to extracellular)
  3. (6R)-L-erythro-5,6,7,8-tetrahydrobiopterin + L-tryptophan + O2 = 5-hydroxy-L-tryptophan + (4aS,6R)-4a-hydroxy-L-erythro-5,6,7,8-tetrahydrobiopterin

  Catalysed by SLC7A5, TPH1, TPH2cytosol, extracellular spaceOne of 3 routes

• CHEBI:15650Reach from here →
  1. Glycodeoxycholate amidohydrolase
  2. bile acid-CoA: amino acid N-acyltransferase
  3. N-acetyl-LTE4 to leukotriene E4 conversion

  Catalysed by BAAT, ZDHHC11B, NAA10, ESCO2 and 29 morecytosol, peroxisomeOne of 8 routes

• trimethylenediamineReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. transport of glycine and lysine (cytosol to extracellular)
  3. deoxyhypusine synthase (1,3-diaminopropane)

  Catalysed by SLC7A6, DHPScytosol, extracellular space

• CHEBI:15727Reach from here →
  1. Glycodeoxycholate amidohydrolase
  2. bile acid-CoA: amino acid N-acyltransferase
  3. N-alpha-acetyltransferase 10, NatA catalytic subunit (acetylcarnosine)

  Catalysed by BAAT, NAA10cytosol, peroxisomeOne of 2 routes

• formateReach from here →
  1. glycodeoxycholate(in) + glutathione(in) + ATP + H2O = glycodeoxycholate(out) + glutathione(out) + ADP + phosphate + H(+)
  2. S-formylglutathione + H2O = formate + glutathione + H(+)
  3. S-formylglutathione + H2O = formate + glutathione + H(+)

  Catalysed by ABCC4, ESDinner side of the membrane, outer side of the membrane

• CHEBI:15746Reach from here →
  1. Glycodeoxycholate amidohydrolase
  2. bile acid-CoA: amino acid N-acyltransferase
  3. diamine N-acetyltransferase (N1-acetylspermine)

  Catalysed by BAAT, SAT1, SAT2cytosol, peroxisomeOne of 2 routes

• CHEBI:15765Reach from here →
  1. Glycodeoxycholate amidohydrolase
  2. transport of glycine and tyrosine (cytosol to extracellular)
  3. L-Tyrosine,tetrahydrobiopterin:oxygen oxidoreductase (3-hydroxylating)

  Catalysed by SLC7A5, THcytosol, extracellular spaceOne of 5 routes

• bromideReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. gamma-L-glutamyl-L-cysteine:glycine ligase (ADP-forming)
  3. 2-bromoacetaldehyde:glutathione S-(formylmethyl)transferase

  Catalysed by GSS, MGST3, GSTA4, GSTA1 and 14 morecytosolOne of 2 routes

• alpha-D-glucosamine 6-phosphateReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. transport of glutamine and glycine (cytosol to extracellular)
  3. L-glutamine:D-fructose-6-phosphate isomerase (deaminating)

  Catalysed by SLC7A5, GFPT2, GFPT1cytosol, extracellular space

• thioredoxin dithiolReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. glycine:tRNA(Gly) ligase (AMP-forming)
  3. glycyl-tRNA(gly) phosphorylation

  Catalysed by GARS1cytosolOne of 2 routes

• (R)-lactateReach from here →
  1. glycodeoxycholate(in) + glutathione(in) + ATP + H2O = glycodeoxycholate(out) + glutathione(out) + ADP + phosphate + H(+)
  2. (R)-S-lactoylglutathione = methylglyoxal + glutathione
  3. (R)-S-lactoylglutathione + H2O = (R)-lactate + glutathione + H(+)

  Catalysed by ABCC4, GLO1, HAGHinner side of the membrane, outer side of the membrane

• methanethiolReach from here →
  1. glycodeoxycholate(in) + glutathione(in) + ATP + H2O = glycodeoxycholate(out) + glutathione(out) + ADP + phosphate + H(+)
  2. thiosulfate + 2 glutathione = glutathione disulfide + hydrogen sulfide + sulfite + 2 H(+)
  3. methanethiol + O2 + H2O = hydrogen sulfide + formaldehyde + H2O2 + H(+)

  Catalysed by ABCC4, TSTD1, SELENBP1inner side of the membrane, outer side of the membrane

• sulfateReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. transport of chloride and glycine (cytosol to extracellular)
  3. transport of chloride and sulfate (cytosol to extracellular)

  Catalysed by SLC6A9, SLC6A14, SLC26A6cytosol, extracellular spaceOne of 7 routes

• ureaReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. transport of arginine and glycine (cytosol to extracellular)
  3. L-Arginine amidinohydrolase

  Catalysed by SLC7A6, ARG1cytosol, extracellular spaceOne of 6 routes

• dimethylarsinateReach from here →
  1. glycodeoxycholate(in) + glutathione(in) + ATP + H2O = glycodeoxycholate(out) + glutathione(out) + ADP + phosphate + H(+)
  2. methylarsonate + 2 glutathione + H(+) = methylarsonous acid + glutathione disulfide + H2O
  3. methylarsonous acid + S-adenosyl-L-methionine = dimethylarsinate + S-adenosyl-L-homocysteine + 2 H(+)

  Catalysed by ABCC4, GSTO1, GSTO2, HEMK2inner side of the membrane, outer side of the membrane

• L-cystineReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. transport of alanine and glycine (cytosol to extracellular)
  3. Transport of L-Cystine (L-Alanine antiport) by B0, +At Transporter

  Catalysed by SLC3A2, SLC7A5, SLC7A10, SLC7A9 and 1 morecytosol, extracellular spaceOne of 9 routes