glycodeoxycholate

Three steps

• 2-phenylethylamineReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. transport of glycine and phenylalanine (cytosol to extracellular)
  3. L-phenylalanine carboxy-lyase (phenylethylamine-forming)

  Catalysed by SLC7A5, DDCcytosol, extracellular space

• hydrogen cyanideReach 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. thiosulfate:cyanide sulfurtranserase

  Catalysed by ABCC4, TSTD1, MPST, TSTinner side of the membrane, outer side of the membrane, mitochondrial matrixOne of 2 routes

• 2-formamido-N(1)-(5-phospho-D-ribosyl)acetamidineReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. transport of glutamine and glycine (cytosol to extracellular)
  3. 5'-Phosphoribosylformylglycinamide:L-glutamine amido-ligase (ADP-forming)

  Catalysed by SLC7A5, PFAScytosol, extracellular space

• gamma-L-glutamyl-(2S)-2-aminobutanoateReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. (2S)-2-aminobutanoate + glyoxylate = 2-oxobutanoate + glycine
  3. (2S)-2-aminobutanoate + L-glutamate + ATP = gamma-L-glutamyl-(2S)-2-aminobutanoate + ADP + phosphate + H(+)

  Catalysed by AGXT2, GCLCcytosol

• S-methylmercury-L-cysteineReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. transport of glycine and methionine (cytosol to extracellular)
  3. S-methylmercury-L-cysteine(out) + L-methionine(in) = S-methylmercury-L-cysteine(in) + L-methionine(out)

  Catalysed by SLC7A5, SLC7A8cytosol, extracellular space, inner side of the membrane, outer side of the membraneOne of 6 routes

• 2-aminoisobutanoateReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. transport of alanine and glycine (cytosol to extracellular)
  3. 2-aminoisobutanoate(out) + L-alanine(in) = 2-aminoisobutanoate(in) + L-alanine(out)

  Catalysed by SLC3A2, SLC7A5, SLC7A10cytosol, extracellular space, inner side of the membrane, outer side of the membraneOne of 2 routes

• (6R)-10-formyltetrahydrofolateReach 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. (6S)-5,6,7,8-tetrahydrofolate + formate + ATP = (6R)-10-formyltetrahydrofolate + ADP + phosphate

  Catalysed by SHMT1, SHMT2, MTHFD1, MTHFD1Lcytosol

• 5-(3,3-dimethylguanidino)-2-oxopentanoateReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. glycine + 2-oxoglutarate = glyoxylate + L-glutamate
  3. N(omega),N(omega)-dimethyl-L-arginine + glyoxylate = 5-(3,3-dimethylguanidino)-2-oxopentanoate + glycine

  Catalysed by AADAT, AGXT2cytosolOne of 7 routes

• 5-(3,3'-dimethylguanidino)-2-oxopentanoateReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. glycine + 2-oxoglutarate = glyoxylate + L-glutamate
  3. N(omega),N('omega)-dimethyl-L-arginine + glyoxylate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + glycine

  Catalysed by AADAT, AGXT2cytosolOne of 3 routes

• 5-(3-methylguanidino)-2-oxopentanoateReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. glycine + 2-oxoglutarate = glyoxylate + L-glutamate
  3. N(omega)-methyl-L-arginine + glyoxylate = 5-(3-methylguanidino)-2-oxopentanoate + glycine

  Catalysed by AADAT, AGXT2cytosolOne of 3 routes

• (6R)-5,10-methylenetetrahydrofolic acidReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. 5,10-Methylenetetrahydrofolate:glycine hydroxymethyltransferase
  3. 5,10-Methylenetetrahydrofolate:glycine hydroxymethyltransferase

  Catalysed by SHMT1cytosolOne of 7 routes

• S-disulfanyl-L-cysteineReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. transport of cysteine and glycine (cytosol to extracellular)
  3. S-sulfanyl-L-cysteine + L-cysteine = S-disulfanyl-L-cysteine + L-alanine

  Catalysed by SLC3A2, SLC7A5, SLC7A8, CARS2cytosol, extracellular space

• (5Z)-dodecenoyl-CoAReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. bile acid-CoA: amino acid N-acyltransferase
  3. acetyl-CoA C-acyltransferase (3-oxomyrist-7-enoyl-CoA)

  Catalysed by BAAT, HADHA, ACAA2, HADHBcytosol, peroxisome, mitochondrial matrixOne of 2 routes

• (11Z)-docosenoyl-CoA(4-)Reach from here →
  1. Glycodeoxycholate amidohydrolase
  2. bile acid-CoA: amino acid N-acyltransferase
  3. long-chain-fatty-acid-CoA ligase (cis-cetoleic acid)

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

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

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

• (4Z,7Z,10Z,13Z)-hexadecatetraenoyl-CoAReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. bile acid-CoA: amino acid N-acyltransferase
  3. Fatty Acid Beta Oxidation (C18:4->C16:4), Mitochondrial

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

• (7Z,10Z)-hexadecadienoyl-CoAReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. bile acid-CoA: amino acid N-acyltransferase
  3. Fatty Acid Beta Oxidation Trans (C18:2->C16:2), Mitochondrial

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

• (4Z,7Z)-decadienoyl-CoAReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. bile acid-CoA: amino acid N-acyltransferase
  3. Fatty Acid Beta Oxidation (C12:3->C10:2), Mitochondrial

  Catalysed by BAAT, ECHS1, ACAA2, HADHcytosol, peroxisome, mitochondrial matrixOne of 2 routes

• (5Z)-octenoyl-CoAReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. bile acid-CoA: amino acid N-acyltransferase
  3. Fatty Acid Beta Oxidation (C10:2->C8:1), Mitochondrial

  Catalysed by BAAT, ECHS1, ACAA2, HADHcytosol, peroxisome, mitochondrial matrixOne of 2 routes

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

  Catalysed by ABCC4, SULT2A1inner side of the membrane, outer side of the membrane

• glycoursodeoxycholate 3-sulfateReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. glycine to glycoursodeoxycholate conversion
  3. glycoursodeoxycholate + 3'-phosphoadenylyl sulfate = glycoursodeoxycholate 3-sulfate + adenosine 3',5'-bisphosphate + H(+)

  Catalysed by SULT2A1cytosol

• glycochenodeoxycholate 3-sulfateReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. chenodeoxycholoyl-CoA + glycine = glycochenodeoxycholate + CoA + H(+)
  3. glycochenodeoxycholate + 3'-phosphoadenylyl sulfate = glycochenodeoxycholate 3-sulfate + adenosine 3',5'-bisphosphate + H(+)

  Catalysed by BAAT, SULT2A1cytosol

• dimethylarsinous acidReach from here →
  1. glycodeoxycholate(in) + glutathione(in) + ATP + H2O = glycodeoxycholate(out) + glutathione(out) + ADP + phosphate + H(+)
  2. arsenic triglutathione + 3 [thioredoxin]-dithiol + 3 S-adenosyl-L-methionine = trimethylarsine + 3 [thioredoxin]-disulfide + 3 glutathione + 3 S-adenosyl-L-homocysteine + 3 H(+)
  3. arsenic triglutathione + 2 [thioredoxin]-dithiol + 2 S-adenosyl-L-methionine + H2O = dimethylarsinous acid + 2 [thioredoxin]-disulfide + 3 glutathione + 2 S-adenosyl-L-homocysteine + 2 H(+)

  Catalysed by ABCC4, AS3MTinner side of the membrane, outer side of the membrane

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

  Catalysed by SLC6A9, SLC6A14, LPOcytosol, extracellular spaceOne of 4 routes

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

  Catalysed by SLC6A9, SLC6A14, SLC12A2, SLC12A1cytosol, extracellular spaceOne of 2 routes

• trimethylarsineReach from here →
  1. glycodeoxycholate(in) + glutathione(in) + ATP + H2O = glycodeoxycholate(out) + glutathione(out) + ADP + phosphate + H(+)
  2. arsenic triglutathione + 3 [thioredoxin]-dithiol + 3 S-adenosyl-L-methionine = trimethylarsine + 3 [thioredoxin]-disulfide + 3 glutathione + 3 S-adenosyl-L-homocysteine + 3 H(+)
  3. arsenic triglutathione + 3 [thioredoxin]-dithiol + 3 S-adenosyl-L-methionine = trimethylarsine + 3 [thioredoxin]-disulfide + 3 glutathione + 3 S-adenosyl-L-homocysteine + 3 H(+)

  Catalysed by ABCC4, AS3MTinner side of the membrane, outer side of the membrane

• CHEBI:27540Reach from here →
  1. Glycodeoxycholate amidohydrolase
  2. bile acid-CoA: amino acid N-acyltransferase
  3. medium-chain acyl-CoA ligase (hexanoic acid)

  Catalysed by BAAT, ACSM4, ACSM1, ACSM2A and 3 morecytosol, peroxisomeOne of 6 routes

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

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

• 5-hydroxytryptophanReach 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 2 routes

• 5(S)-HETEReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. gamma-L-glutamyl-L-cysteine:glycine ligase (ADP-forming)
  3. Glutathione: 5-HPETE oxidoreductase

  Catalysed by GSS, GPX5, GPX1, GPX2 and 6 morecytosolOne of 2 routes

• CHEBI:28701Reach from here →
  1. Glycodeoxycholate amidohydrolase
  2. bile acid-CoA: amino acid N-acyltransferase
  3. Propanoyl-CoA:acetyl-CoA C-acyltransferase

  Catalysed by BAAT, ACAA1, SCP2, MYO5Bcytosol, peroxisomeOne of 7 routes

• pyridoxine 5'-phosphateReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. transport of alanine and glycine (cytosol to extracellular)
  3. L-selenocysteine selenide-lyase (L-alanine-forming)

  Catalysed by SLC3A2, SLC7A5, SLC7A10, SCLYcytosol, extracellular space

• N-acetyl-L-cysteineReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. transport of cysteine and glycine (cytosol to extracellular)
  3. N-acetylglutamate synthase (N-acetyl-L-cysteine)

  Catalysed by SLC3A2, SLC7A5, SLC7A8, NAGScytosol, extracellular space, mitochondrial matrix

• a dicarboxylateReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. Hippurate (Benzoylglycinate) Formation
  3. N-benzoylglycine(out) + a dicarboxylate(in) = N-benzoylglycine(in) + a dicarboxylate(out)

  Catalysed by SLC22A6, SLC22A8cytosol, mitochondrial matrix, inner side of the membrane, outer side of the membraneOne of 4 routes

• iron(2+)Reach from here →
  1. glycodeoxycholate(in) + glutathione(in) + ATP + H2O = glycodeoxycholate(out) + glutathione(out) + ADP + phosphate + H(+)
  2. L-dehydroascorbate + 2 glutathione = glutathione disulfide + L-ascorbate
  3. Fe(3+)(out) + L-ascorbate(in) = monodehydro-L-ascorbate radical(in) + Fe(2+)(out) + H(+)

  Catalysed by ABCC4, CLIC1, GSTO1, GSTO2 and 5 moreinner side of the membrane, outer side of the membrane

• K(+)Reach from here →
  1. Glycodeoxycholate amidohydrolase
  2. transport of cysteine and glycine (cytosol to extracellular)
  3. K(+)(in) + L-cysteine(out) + 3 Na(+)(out) + H(+)(out) = K(+)(out) + L-cysteine(in) + 3 Na(+)(in) + H(+)(in)

  Catalysed by SLC3A2, SLC7A5, SLC7A8, SLC1A1cytosol, extracellular space, inner side of the membrane, outer side of the membraneOne of 2 routes

• Cys-tRNA(Cys)Reach from here →
  1. Glycodeoxycholate amidohydrolase
  2. transport of cysteine and glycine (cytosol to extracellular)
  3. L-Cysteine:tRNA(Cys) ligase (AMP-forming)

  Catalysed by SLC3A2, SLC7A5, SLC7A8, CARS1cytosol, extracellular space

• Phe-tRNA(Phe)Reach from here →
  1. Glycodeoxycholate amidohydrolase
  2. transport of glycine and phenylalanine (cytosol to extracellular)
  3. L-Phenylalanine:tRNA(Ala) ligase (AMP-forming)

  Catalysed by SLC7A5, FARSB, FARSAcytosol, extracellular space

• Trp-tRNA(Trp)Reach from here →
  1. Glycodeoxycholate amidohydrolase
  2. transport of glycine and tryptophan (cytosol to extracellular)
  3. L-Tryptophan -tRNA(Trp) ligase (AMP-forming)

  Catalysed by SLC7A5, WARS1cytosol, extracellular space

• Ile-tRNA(Ile)Reach from here →
  1. Glycodeoxycholate amidohydrolase
  2. transport of glycine and isoleucine (cytosol to extracellular)
  3. L-Isoleucine:tRNA(Ile) ligase (AMP-forming)

  Catalysed by SLC7A5, IARS1cytosol, extracellular space

• Gln-tRNA(Gln)Reach from here →
  1. Glycodeoxycholate amidohydrolase
  2. transport of glutamine and glycine (cytosol to extracellular)
  3. L-Glutamine:tRNA(Gln) ligase (AMP-forming)

  Catalysed by SLC7A5, QARS1cytosol, extracellular space

• isocyanateReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. transport of citrulline and glycine (cytosol to extracellular)
  3. L-citrulline + H(+) = isocyanate + L-ornithine

  Catalysed by SLC7A9, SLC3A1, SLC7A6, LACC1cytosol, extracellular space

• a thiolReach 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. L-cysteinyl-[sulfatase] + 2 a thiol + O2 = an organic disulfide + 3-oxo-L-alanyl-[sulfatase] + hydrogen sulfide + H2O + H(+)

  Catalysed by ABCC4, TSTD1, SUMF1inner side of the membrane, outer side of the membrane

• Asn-tRNA(Asn)Reach from here →
  1. Glycodeoxycholate amidohydrolase
  2. transport of asparagine and glycine (cytosol to extracellular)
  3. L-Asparagine:tRNA(Asn) ligase (AMP-forming)

  Catalysed by NARS1cytosol, extracellular space

• glycolateReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. glycine:oxygen oxidoreductase (deaminating)
  3. glycolate:NADP+ oxidoreductase

  Catalysed by DAO, GRHPRcytosol, peroxisomeOne of 3 routes

• L-aspartateReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. transport of alanine and glycine (cytosol to extracellular)
  3. oxaloacetate + L-alanine = L-aspartate + pyruvate

  Catalysed by SLC3A2, SLC7A5, SLC7A10, AGXT2cytosol, extracellular spaceOne of 21 routes

• CHEBI:30249Reach from here →
  1. Glycodeoxycholate amidohydrolase
  2. transport of glycine and tryptophan (cytosol to extracellular)
  3. L-tryptophan:oxygen 2,3-oxidoreductase (decyclizing)

  Catalysed by SLC7A5, IDO1, TDO2, IDO2cytosol, extracellular space

• oxalateReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. glycine + 2-oxoglutarate = glyoxylate + L-glutamate
  3. glyoxylate + O2 + H2O = oxalate + H2O2 + H(+)

  Catalysed by AADAT, HAO1cytosol

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

  Catalysed by SLC6A9, SLC6A14, SLC26A4cytosol, extracellular spaceOne of 3 routes

• malonic acidReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. transport of chloride and glycine (cytosol to extracellular)
  3. Malonate Transport, Antiport with Chloride

  Catalysed by SLC6A9, SLC6A14cytosol, extracellular spaceOne of 4 routes