hydrogen sulfide

Three steps

• N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanineReach from here →
  1. L-serine hydro-lyase (adding hydrogen sulfide, L-cysteine-forming)
  2. transport of cysteine and phenylalanine (cytosol to extracellular)
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O

  Catalysed by CBS, SLC7A5, PM20D1cytosol, extracellular space

• N-(9Z-octadecenoyl)-L-leucineReach from here →
  1. L-serine hydro-lyase (adding hydrogen sulfide, L-cysteine-forming)
  2. transport of cysteine and leucine (cytosol to extracellular)
  3. N-(9Z-octadecenoyl)-L-leucine + H2O = L-leucine + (9Z)-octadecenoate

  Catalysed by CBS, SLC7A9, SLC3A1, PM20D1cytosol, extracellular space

• N-octadecanoylglycineReach from here →
  1. L-serine hydro-lyase (adding hydrogen sulfide, L-cysteine-forming)
  2. transport of cysteine and glycine (cytosol to extracellular)
  3. octadecanoyl-CoA + glycine = N-octadecanoylglycine + CoA + H(+)

  Catalysed by CBS, SLC3A2, SLC7A5, SLC7A8 and 1 morecytosol, extracellular space

• N-(9Z-hexadecenoyl)-glycineReach from here →
  1. L-serine hydro-lyase (adding hydrogen sulfide, L-cysteine-forming)
  2. transport of cysteine and glycine (cytosol to extracellular)
  3. (9Z)-hexadecenoyl-CoA + glycine = N-(9Z-hexadecenoyl)-glycine + CoA + H(+)

  Catalysed by CBS, SLC3A2, SLC7A5, SLC7A8 and 1 morecytosol, extracellular space

• a 1,4-benzosemiquinoneReach from here →
  1. a quinone + hydrogen sulfide + glutathione + H(+) = S-sulfanylglutathione + a quinol
  2. a quinol + 2 Fe(III)-[cytochrome c](out) = a quinone + 2 Fe(II)-[cytochrome c](out) + 2 H(+)(out)
  3. 2 a quinone + NADPH + H(+) = 2 a 1,4-benzosemiquinone + NADP(+)

  Catalysed by SQOR, CYC1, UQCRFS1, CRYZ and 3 moreouter side of the membrane

• acetoacetateReach from here →
  1. L-serine hydro-lyase (adding hydrogen sulfide, L-cysteine-forming)
  2. L-cysteine hydrogen-sulfide-lyase (deaminating
  3. transport of acetoacetate and pyruvate (cytosol to mitochondria)

  Catalysed by CBS, CTHcytosol, mitochondrial matrixOne of 4 routes

• (5S)-hydroxy-(15S)-hydroperoxy-(6E,8Z,11Z,13E)-eicosatetraenoateReach from here →
  1. thiosulfate + 2 glutathione = glutathione disulfide + hydrogen sulfide + sulfite + 2 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 + O2 = (5S)-hydroxy-(15S)-hydroperoxy-(6E,8Z,11Z,13E)-eicosatetraenoate

  Catalysed by TSTD1, PTGES, MGST3, GPX1 and 4 more

• N-(4-oxoglutaryl)-L-cysteinylglycineReach from here →
  1. thiosulfate + 2 glutathione = glutathione disulfide + hydrogen sulfide + sulfite + 2 H(+)
  2. glutathione + H2O = L-cysteinylglycine + L-glutamate
  3. N-(4-oxoglutaryl)-L-cysteinylglycine + H2O = L-cysteinylglycine + 2-oxoglutarate

  Catalysed by TSTD1, GGT3P, GGT1, GGT5 and 3 more

• 3-sulfinopyruvateReach from here →
  1. L-serine hydro-lyase (adding hydrogen sulfide, L-cysteine-forming)
  2. L-Cysteine:oxygen oxidoreductase
  3. 3-sulfino-L-alanine:2-oxoglutarate aminotransferase

  Catalysed by CBS, CDO1, GOT1cytosolOne of 2 routes

• an organic moleculeReach from here →
  1. thiosulfate + 2 glutathione = glutathione disulfide + hydrogen sulfide + sulfite + 2 H(+)
  2. a hydroperoxide + 2 glutathione = an alcohol + glutathione disulfide + H2O
  3. an organic molecule + reduced [NADPH--hemoprotein reductase] + O2 = an alcohol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by TSTD1, CP, PRDX6, CYP2D7 and 24 more

• N-hexadecanoylglycineReach from here →
  1. L-serine hydro-lyase (adding hydrogen sulfide, L-cysteine-forming)
  2. transport of cysteine and glycine (cytosol to extracellular)
  3. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)

  Catalysed by CBS, SLC3A2, SLC7A5, SLC7A8 and 1 morecytosol, extracellular space

• N-dodecanoylglycineReach from here →
  1. L-serine hydro-lyase (adding hydrogen sulfide, L-cysteine-forming)
  2. transport of cysteine and glycine (cytosol to extracellular)
  3. dodecanoyl-CoA + glycine = N-dodecanoylglycine + CoA + H(+)

  Catalysed by CBS, SLC3A2, SLC7A5, SLC7A8 and 1 morecytosol, extracellular space

• N-decanoylglycineReach from here →
  1. L-serine hydro-lyase (adding hydrogen sulfide, L-cysteine-forming)
  2. transport of cysteine and glycine (cytosol to extracellular)
  3. decanoyl-CoA + glycine = N-decanoylglycine + CoA + H(+)

  Catalysed by CBS, SLC3A2, SLC7A5, SLC7A8 and 1 morecytosol, extracellular space

• N-octanoylglycineReach from here →
  1. L-serine hydro-lyase (adding hydrogen sulfide, L-cysteine-forming)
  2. transport of cysteine and glycine (cytosol to extracellular)
  3. octanoyl-CoA + glycine = N-octanoylglycine + CoA + H(+)

  Catalysed by CBS, SLC3A2, SLC7A5, SLC7A8 and 1 morecytosol, extracellular space

• N-octanoyl-(2S)-hydroxyglycineReach from here →
  1. thiosulfate + 2 glutathione = glutathione disulfide + hydrogen sulfide + sulfite + 2 H(+)
  2. L-dehydroascorbate + 2 glutathione = glutathione disulfide + L-ascorbate
  3. N-octanoylglycine + 2 L-ascorbate + O2 = N-octanoyl-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O

  Catalysed by TSTD1, CLIC1, GSTO1, GSTO2 and 1 more

• N-decanoyl-(2S)-hydroxyglycineReach from here →
  1. thiosulfate + 2 glutathione = glutathione disulfide + hydrogen sulfide + sulfite + 2 H(+)
  2. L-dehydroascorbate + 2 glutathione = glutathione disulfide + L-ascorbate
  3. N-decanoylglycine + 2 L-ascorbate + O2 = N-decanoyl-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O

  Catalysed by TSTD1, CLIC1, GSTO1, GSTO2 and 1 more

• N-dodecanoyl-(2S)-hydroxyglycineReach from here →
  1. thiosulfate + 2 glutathione = glutathione disulfide + hydrogen sulfide + sulfite + 2 H(+)
  2. L-dehydroascorbate + 2 glutathione = glutathione disulfide + L-ascorbate
  3. N-dodecanoylglycine + 2 L-ascorbate + O2 = N-dodecanoyl-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O

  Catalysed by TSTD1, CLIC1, GSTO1, GSTO2 and 1 more

• N-tetradecanoyl-(2S)-hydroxyglycineReach from here →
  1. thiosulfate + 2 glutathione = glutathione disulfide + hydrogen sulfide + sulfite + 2 H(+)
  2. L-dehydroascorbate + 2 glutathione = glutathione disulfide + L-ascorbate
  3. N-tetradecanoylglycine + 2 L-ascorbate + O2 = N-tetradecanoyl-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O

  Catalysed by TSTD1, CLIC1, GSTO1, GSTO2 and 1 more

• N-(9Z-octadecenoyl)-(2S)-hydroxyglycineReach from here →
  1. thiosulfate + 2 glutathione = glutathione disulfide + hydrogen sulfide + sulfite + 2 H(+)
  2. L-dehydroascorbate + 2 glutathione = glutathione disulfide + L-ascorbate
  3. N-(9Z-octadecenoyl)glycine + 2 L-ascorbate + O2 = N-(9Z-octadecenoyl)-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O

  Catalysed by TSTD1, CLIC1, GSTO1, GSTO2 and 1 more

• N-(9Z,12Z,15Z)-octadecatrienoyl-(2S)-hydroxyglycineReach from here →
  1. thiosulfate + 2 glutathione = glutathione disulfide + hydrogen sulfide + sulfite + 2 H(+)
  2. L-dehydroascorbate + 2 glutathione = glutathione disulfide + L-ascorbate
  3. N-(9Z,12Z,15Z)-octadecatrienoylglycine + 2 L-ascorbate + O2 = N-(9Z,12Z,15Z)-octadecatrienoyl-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O

  Catalysed by TSTD1, CLIC1, GSTO1, GSTO2 and 1 more

• D-histidineReach from here →
  1. L-serine hydro-lyase (adding hydrogen sulfide, L-cysteine-forming)
  2. transport of cysteine and ornithine (cytosol to extracellular)
  3. D-histidine(in) + L-ornithine(out) + H(+)(in) = D-histidine(out) + L-ornithine(in) + H(+)(out)

  Catalysed by CBS, SLC7A6, SLC25A2cytosol, extracellular space, inner side of the membrane, outer side of the membraneOne of 2 routes

• L-homoarginineReach from here →
  1. L-serine hydro-lyase (adding hydrogen sulfide, L-cysteine-forming)
  2. transport of arginine and cysteine (cytosol to extracellular)
  3. L-homoarginine(in) + L-arginine(out) = L-homoarginine(out) + L-arginine(in)

  Catalysed by CBS, SLC7A6, SLC25A29cytosol, extracellular space, inner side of the membrane, outer side of the membraneOne of 4 routes

• L-homocarnosineReach from here →
  1. L-serine hydro-lyase (adding hydrogen sulfide, L-cysteine-forming)
  2. transport of cysteine and histidine (cytosol to extracellular)
  3. Formation of homocarnosine

  Catalysed by CBS, SLC7A6, CARNS1cytosol, extracellular space

• an S-substituted L-cysteinylglycineReach from here →
  1. thiosulfate + 2 glutathione = glutathione disulfide + hydrogen sulfide + sulfite + 2 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 TSTD1, GSTT4, GSTA4, GSTZ1 and 25 more

• N(1)-(5-phospho-beta-D-ribosyl)glycinamideReach from here →
  1. L-serine hydro-lyase (adding hydrogen sulfide, L-cysteine-forming)
  2. transport of cysteine and glycine (cytosol to extracellular)
  3. 5-phospho-beta-D-ribosylamine + glycine + ATP = N(1)-(5-phospho-beta-D-ribosyl)glycinamide + ADP + phosphate + H(+)

  Catalysed by CBS, SLC3A2, SLC7A5, SLC7A8 and 1 morecytosol, extracellular space

• L-cystine-bis-glycineReach from here →
  1. L-serine hydro-lyase (adding hydrogen sulfide, L-cysteine-forming)
  2. thioredoxin-disulfide reductase (NADPH) (cystine)
  3. L-cystine-bis-glycine + 2 H2O = L-cystine + 2 glycine

  Catalysed by CBS, TXNRD1, TXNRD3, TXNRD2 and 2 morecytosolOne of 3 routes

• indoxyl sulfateReach from here →
  1. hydrogen sulfide + 2 O2 = sulfate + H(+)
  2. a dicarboxylate(in) + sulfate(out) = a dicarboxylate(out) + sulfate(in)
  3. indoxyl sulfate(out) + a dicarboxylate(in) = indoxyl sulfate(in) + a dicarboxylate(out)

  Catalysed by SOD1, SLC25A35, SLC25A34, SLC22A6 and 1 moreinner side of the membrane, outer side of the membraneOne of 2 routes

• (5S)-hydroperoxy-(12S)-hydroxy-(6E,8Z,10E,14Z)-eicosatetraenoateReach from here →
  1. thiosulfate + 2 glutathione = glutathione disulfide + hydrogen sulfide + sulfite + 2 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 TSTD1, GPX1, GPX4, ALOX5

• glycyldehydrophenylalanineReach from here →
  1. L-serine hydro-lyase (adding hydrogen sulfide, L-cysteine-forming)
  2. transport of cysteine and glycine (cytosol to extracellular)
  3. glycyldehydrophenylalanine + H2O = 2,3-didehydrophenylalanine + glycine

  Catalysed by CBS, SLC3A2, SLC7A5, SLC7A8 and 1 morecytosol, extracellular space

• 2-formamido-N(1)-(5-O-phospho-beta-D-ribosyl)acetamidineReach from here →
  1. L-serine hydro-lyase (adding hydrogen sulfide, L-cysteine-forming)
  2. transport of cysteine and glutamine (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 CBS, SLC3A2, SLC7A5, SLC7A10 and 1 morecytosol, extracellular space

• kinetensinReach from here →
  1. L-serine hydro-lyase (adding hydrogen sulfide, L-cysteine-forming)
  2. transport of cysteine and phenylalanine (cytosol to extracellular)
  3. Chymase

  Catalysed by CBS, SLC7A5, CMA1cytosol, extracellular spaceOne of 3 routes

• an N-(fatty acyl)-glycineReach from here →
  1. L-serine hydro-lyase (adding hydrogen sulfide, L-cysteine-forming)
  2. transport of cysteine and glycine (cytosol to extracellular)
  3. a fatty acyl-CoA + glycine = an N-(fatty acyl)-glycine + CoA + H(+)

  Catalysed by CBS, SLC3A2, SLC7A5, SLC7A8 and 1 morecytosol, extracellular space

• N-(9Z,12Z-octadecadienoyl)-glycineReach from here →
  1. L-serine hydro-lyase (adding hydrogen sulfide, L-cysteine-forming)
  2. transport of cysteine and glycine (cytosol to extracellular)
  3. (9Z,12Z)-octadecadienoyl-CoA + glycine = N-(9Z,12Z-octadecadienoyl)-glycine + CoA + H(+)

  Catalysed by CBS, SLC3A2, SLC7A5, SLC7A8 and 1 morecytosol, extracellular space

• (7Z)-octadecenoyl-CoAReach from here →
  1. L-serine hydro-lyase (adding hydrogen sulfide, L-cysteine-forming)
  2. N-acetylglutamate synthase (N-acetyl-L-cysteine)
  3. carnitine O-palmitoyltransferase ((7Z)-octadecenoyl-CoA)

  Catalysed by CBS, NAGS, CPT1A, CPT1C and 1 morecytosol, mitochondrial matrixOne of 3 routes

• acetaldehydeReach from here →
  1. L-serine hydro-lyase (adding hydrogen sulfide, L-cysteine-forming)
  2. transport of cysteine and threonine (cytosol to extracellular)
  3. L-threonine acetaldehyde-lyase (glycine-forming)

  Catalysed by CBS, SLC7A5cytosol, extracellular space

• CHEBI:15345Reach from here →
  1. L-serine hydro-lyase (adding hydrogen sulfide, L-cysteine-forming)
  2. N-acetylglutamate synthase (N-acetyl-L-cysteine)
  3. Acetoacetate:CoA ligase (AMP-forming)

  Catalysed by CBS, NAGS, AACScytosol, mitochondrial matrixOne of 2 routes

• cholineReach from here →
  1. L-serine hydro-lyase (adding hydrogen sulfide, L-cysteine-forming)
  2. N-acetylglutamate synthase (N-acetyl-L-cysteine)
  3. Acetyl-CoA:choline O-acetyltransferase

  Catalysed by CBS, NAGS, CHATcytosol, mitochondrial matrix, nucleusOne of 2 routes

• acetylcholineReach from here →
  1. L-serine hydro-lyase (adding hydrogen sulfide, L-cysteine-forming)
  2. cystine to cysteine conversion
  3. transport of acetylcholine and GSH (cytosol to extracellular)

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

• acetylpyruvateReach from here →
  1. L-serine hydro-lyase (adding hydrogen sulfide, L-cysteine-forming)
  2. L-cysteine hydrogen-sulfide-lyase (deaminating
  3. acetylpyruvate + H2O = acetate + pyruvate + H(+)

  Catalysed by CBS, CTH, FAHD1cytosol

• all-trans-retinoic acidReach from here →
  1. L-serine hydro-lyase (adding hydrogen sulfide, L-cysteine-forming)
  2. L-cysteine hydrogen-sulfide-lyase (deaminating
  3. transport of pyruvate and retinoate (cytosol to extracellular)

  Catalysed by CBS, CTH, SLC16A4, SLC16A5 and 4 morecytosol, extracellular spaceOne of 2 routes

• 4a-hydroxytetrahydrobiopterinReach from here →
  1. L-serine hydro-lyase (adding hydrogen sulfide, L-cysteine-forming)
  2. transport of cysteine and tryptophan (cytosol to extracellular)
  3. L-tryptophan,tetrahydrobiopterin:oxygen oxidoreductase(5-hydroxylating)

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

• CHEBI:15380Reach from here →
  1. L-serine hydro-lyase (adding hydrogen sulfide, L-cysteine-forming)
  2. N-acetylglutamate synthase (N-acetyl-L-cysteine)
  3. 5-aminolevulinate synthase (2-amino-3-oxoadipate)

  Catalysed by CBS, NAGS, ALAS1, CPNE7cytosol, mitochondrial matrixOne of 8 routes

• CHEBI:15477Reach from here →
  1. L-serine hydro-lyase (adding hydrogen sulfide, L-cysteine-forming)
  2. N-acetylglutamate synthase (N-acetyl-L-cysteine)
  3. glycine N-acyltransferase (2-methylbutyryl-CoA)

  Catalysed by CBS, NAGS, GLYAT, GLYATL2 and 1 morecytosol, mitochondrial matrixOne of 2 routes

• 2-methylcrotonoyl-CoAReach from here →
  1. L-serine hydro-lyase (adding hydrogen sulfide, L-cysteine-forming)
  2. N-acetylglutamate synthase (N-acetyl-L-cysteine)
  3. Production of Tiglylcarnitine

  Catalysed by CBS, NAGS, CPT1A, CPT1Bcytosol, mitochondrial matrixOne of 2 routes

• isobutyryl-CoAReach from here →
  1. L-serine hydro-lyase (adding hydrogen sulfide, L-cysteine-forming)
  2. N-acetylglutamate synthase (N-acetyl-L-cysteine)
  3. acetyl-CoA C-acyltransferase (3-oxo-4-methyl-pentanoyl-CoA)

  Catalysed by CBS, NAGS, HADHA, ACAA2 and 1 morecytosol, mitochondrial matrixOne of 3 routes

• 3-methylbut-2-enoyl-CoAReach from here →
  1. L-serine hydro-lyase (adding hydrogen sulfide, L-cysteine-forming)
  2. N-acetylglutamate synthase (N-acetyl-L-cysteine)
  3. glycine-N-acyltransferase (3-methylcrotonoylglycine)

  Catalysed by CBS, NAGS, GLYATcytosol, mitochondrial matrix

• isovaleryl-CoAReach from here →
  1. L-serine hydro-lyase (adding hydrogen sulfide, L-cysteine-forming)
  2. N-acetylglutamate synthase (N-acetyl-L-cysteine)
  3. glycine N-acyltransferase (isovalerylglycine)

  Catalysed by CBS, NAGS, GLYAT, GLYATL2 and 1 morecytosol, mitochondrial matrixOne of 3 routes

• arachidonoyl-CoAReach from here →
  1. L-serine hydro-lyase (adding hydrogen sulfide, L-cysteine-forming)
  2. N-acetylglutamate synthase (N-acetyl-L-cysteine)
  3. Arachidonate:CoA ligase (AMP-forming)

  Catalysed by CBS, NAGS, SLC27A2, ACSL4 and 6 morecytosol, mitochondrial matrixOne of 11 routes

• CHEBI:15519Reach from here →
  1. L-serine hydro-lyase (adding hydrogen sulfide, L-cysteine-forming)
  2. N-acetylglutamate synthase (N-acetyl-L-cysteine)
  3. propanoyl-CoA C-acyltransferase

  Catalysed by CBS, NAGS, ACAA1, SCP2 and 1 morecytosol, mitochondrial matrix, peroxisomeOne of 3 routes

• palmitoyl-CoAReach from here →
  1. L-serine hydro-lyase (adding hydrogen sulfide, L-cysteine-forming)
  2. N-acetylglutamate synthase (N-acetyl-L-cysteine)
  3. Palmitate:CoA ligase (AMP-forming)

  Catalysed by CBS, NAGS, SLC27A2, ACSL4 and 6 morecytosol, mitochondrial matrixOne of 11 routes