tetra-mu3-sulfido-tetrairon(2+)

Three steps

• (17Z)-hexacosenoyl-CoAReach from here →
  1. lipoyl synthase
  2. N-acetylglutamate synthase (N-acetylmethionine)
  3. long-chain-fatty-acid-CoA ligase (ximenic acid)

  Catalysed by LIAS, FDX1, FDXR, GCSH and 12 moremitochondrial matrix, cytosolOne of 4 routes

• (8Z,11Z,14Z)-eicosatrienoyl-CoAReach from here →
  1. lipoyl synthase
  2. N-acetylglutamate synthase (N-acetylmethionine)
  3. long-chain-fatty-acid-CoA ligase (dihomo-gamma-linolenate)

  Catalysed by LIAS, FDX1, FDXR, GCSH and 12 moremitochondrial matrix, cytosolOne of 5 routes

• (8Z,11Z,14Z,17Z)-eicosatetraenoyl-CoAReach from here →
  1. lipoyl synthase
  2. N-acetylglutamate synthase (N-acetylmethionine)
  3. long-chain-fatty-acid-CoA ligase (omega-3-arachidonic acid)

  Catalysed by LIAS, FDX1, FDXR, GCSH and 12 moremitochondrial matrix, cytosolOne of 5 routes

• (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoAReach from here →
  1. lipoyl synthase
  2. N-acetylglutamate synthase (N-acetylmethionine)
  3. long-chain-fatty-acid-CoA ligase (DHA)

  Catalysed by LIAS, FDX1, FDXR, GCSH and 12 moremitochondrial matrix, cytosolOne of 7 routes

• heptadecanoyl-CoAReach from here →
  1. lipoyl synthase
  2. N-acetylglutamate synthase (N-acetylmethionine)
  3. long-chain-fatty-acid-CoA ligase (margaric acid)

  Catalysed by LIAS, FDX1, FDXR, GCSH and 12 moremitochondrial matrix, cytosolOne of 6 routes

• (9Z)-heptadecenoyl-CoAReach from here →
  1. lipoyl synthase
  2. N-acetylglutamate synthase (N-acetylmethionine)
  3. long-chain-fatty-acid-CoA ligase (9-heptadecylenic acid)

  Catalysed by LIAS, FDX1, FDXR, GCSH and 12 moremitochondrial matrix, cytosolOne of 5 routes

• (11Z,14Z,17Z)-eicosatrienoyl-CoAReach from here →
  1. lipoyl synthase
  2. N-acetylglutamate synthase (N-acetylmethionine)
  3. long-chain-fatty-acid-CoA ligase ((11Z,14Z,17Z)-eicosatrienoic acid)

  Catalysed by LIAS, FDX1, FDXR, GCSH and 12 moremitochondrial matrix, cytosolOne of 5 routes

• (2S)-2-aminobutanoateReach from here →
  1. lipoyl synthase
  2. De novo synthesis of 2Fe2S
  3. 2-oxobutanoate + L-alanine = (2S)-2-aminobutanoate + pyruvate

  Catalysed by LIAS, FDX1, FDXR, GCSH and 10 moremitochondrial matrixOne of 2 routes

• nonadecanoyl-CoAReach from here →
  1. lipoyl synthase
  2. N-acetylglutamate synthase (N-acetylmethionine)
  3. long-chain-fatty-acid-CoA ligase (nonadecylic acid)

  Catalysed by LIAS, FDX1, FDXR, GCSH and 12 moremitochondrial matrix, cytosolOne of 6 routes

• (11Z)-octadecenoyl-CoAReach from here →
  1. lipoyl synthase
  2. N-acetylglutamate synthase (N-acetylmethionine)
  3. Transport of 11-Octadecenoyl Carnitine into the Mitochondrial Matrix

  Catalysed by LIAS, FDX1, FDXR, GCSH and 7 moremitochondrial matrix, cytosolOne of 3 routes

• dodecanedioyl-CoAReach from here →
  1. lipoyl synthase
  2. N-acetylglutamate synthase (N-acetylmethionine)
  3. Activation of dodecanedioic acid

  Catalysed by LIAS, FDX1, FDXR, GCSH and 4 moremitochondrial matrix, cytosolOne of 4 routes

• decanedioyl-CoAReach from here →
  1. lipoyl synthase
  2. N-acetylglutamate synthase (N-acetylmethionine)
  3. Production of Sebacoylcarnitine

  Catalysed by LIAS, FDX1, FDXR, GCSH and 7 moremitochondrial matrix, cytosolOne of 4 routes

• octanedioyl-CoAReach from here →
  1. lipoyl synthase
  2. N-acetylglutamate synthase (N-acetylmethionine)
  3. Production of Suberylcarnitine

  Catalysed by LIAS, FDX1, FDXR, GCSH and 7 moremitochondrial matrix, cytosolOne of 4 routes

• hexanedioyl-CoAReach from here →
  1. lipoyl synthase
  2. N-acetylglutamate synthase (N-acetylmethionine)
  3. Activation of adipic acid for Formation of Adipoyl Carnitine

  Catalysed by LIAS, FDX1, FDXR, GCSH and 4 moremitochondrial matrix, cytosolOne of 4 routes

• (4Z,7Z,10Z,13Z,16Z)-docosapentaenoyl-CoAReach from here →
  1. lipoyl synthase
  2. N-acetylglutamate synthase (N-acetylmethionine)
  3. long-chain-fatty-acid-CoA ligase ((4Z,7Z,10Z,13Z,16Z)-DPA)

  Catalysed by LIAS, FDX1, FDXR, GCSH and 12 moremitochondrial matrix, cytosolOne of 7 routes

• (11Z,14Z)-eicosadienoyl-CoAReach from here →
  1. lipoyl synthase
  2. N-acetylglutamate synthase (N-acetylmethionine)
  3. long-chain-fatty-acid-CoA ligase ((11Z,14Z)-eicosadienoic acid)

  Catalysed by LIAS, FDX1, FDXR, GCSH and 12 moremitochondrial matrix, cytosolOne of 5 routes

• (R)-3-hydroxy-(11Z)-octadecenoyl-CoAReach from here →
  1. lipoyl synthase
  2. N-acetylglutamate synthase (N-acetylmethionine)
  3. Production of 3-Hydroxyoctadecenoylcarnitinec

  Catalysed by LIAS, FDX1, FDXR, GCSH and 7 moremitochondrial matrix, cytosol

• (13Z)-eicosenoyl-CoAReach from here →
  1. lipoyl synthase
  2. N-acetylglutamate synthase (N-acetylmethionine)
  3. long-chain-fatty-acid-CoA ligase ((13Z)-eicosenoic acid)

  Catalysed by LIAS, FDX1, FDXR, GCSH and 12 moremitochondrial matrix, cytosolOne of 5 routes

• 4,8-dimethylnonanoyl-CoAReach from here →
  1. lipoyl synthase
  2. N-acetylglutamate synthase (N-acetylmethionine)
  3. Carnitine Dimethyl Nonanoyl Transferase, Revsible, Peroxisomal

  Catalysed by LIAS, FDX1, FDXR, GCSH and 6 moremitochondrial matrix, peroxisomeOne of 3 routes

• tetradecanedioyl-CoAReach from here →
  1. lipoyl synthase
  2. N-acetylglutamate synthase (N-acetylmethionine)
  3. Fatty Acid Beta Oxidation (C16Dc->C14Dc), Peroxisomal

  Catalysed by LIAS, FDX1, FDXR, GCSH and 8 moremitochondrial matrix, peroxisome

• hexadecanedioyl-CoAReach from here →
  1. lipoyl synthase
  2. N-acetylglutamate synthase (N-acetylmethionine)
  3. Production of Hexadecanedioylcarnitine

  Catalysed by LIAS, FDX1, FDXR, GCSH and 7 moremitochondrial matrix, cytosolOne of 2 routes

• pristanoyl-CoAReach from here →
  1. lipoyl synthase
  2. N-acetylglutamate synthase (N-acetylmethionine)
  3. fatty-acid-CoA ligase

  Catalysed by LIAS, FDX1, FDXR, GCSH and 5 moremitochondrial matrix, cytosolOne of 2 routes

• undecanoyl-CoAReach from here →
  1. lipoyl synthase
  2. N-acetylglutamate synthase (N-acetylmethionine)
  3. medium-chain acyl-CoA ligase (undecylic acid)

  Catalysed by LIAS, FDX1, FDXR, GCSH and 10 moremitochondrial matrix, cytosolOne of 3 routes

• (9S)-hydroxy-(10E,12Z)-octadecadienoateReach from here →
  1. lipoyl synthase
  2. thiosulfate + 2 glutathione = glutathione disulfide + hydrogen sulfide + sulfite + 2 H(+)
  3. (9S)-hydroperoxy-(10E,12Z)-octadecadienoate + 2 glutathione = (9S)-hydroxy-(10E,12Z)-octadecadienoate + glutathione disulfide + H2O

  Catalysed by LIAS, FDX1, FDXR, GCSH and 6 moremitochondrial matrixOne of 2 routes

• (9R)-hydroxy-(10E,12Z)-octadecadienoateReach from here →
  1. lipoyl synthase
  2. N(6)-L-threonylcarbamoyladenosine(37) in tRNA + (sulfur carrier)-SH + AH2 + 2 S-adenosyl-L-methionine = 2-methylsulfanyl-N(6)-L-threonylcarbamoyladenosine(37) in tRNA + (sulfur carrier)-H + 5'-deoxyadenosine + L-methionine + A + S-adenosyl-L-homocysteine + 2 H(+)
  3. (9Z,12Z)-octadecadienoate + AH2 + O2 = (9R)-hydroxy-(10E,12Z)-octadecadienoate + A + H2O

  Catalysed by LIAS, FDX1, FDXR, GCSH and 6 moremitochondrial matrix

• (11R)-hydroxy-(5Z,8Z,12E,14Z)-eicosatetraenoateReach from here →
  1. lipoyl synthase
  2. N(6)-L-threonylcarbamoyladenosine(37) in tRNA + (sulfur carrier)-SH + AH2 + 2 S-adenosyl-L-methionine = 2-methylsulfanyl-N(6)-L-threonylcarbamoyladenosine(37) in tRNA + (sulfur carrier)-H + 5'-deoxyadenosine + L-methionine + A + S-adenosyl-L-homocysteine + 2 H(+)
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + AH2 + O2 = (11R)-hydroxy-(5Z,8Z,12E,14Z)-eicosatetraenoate + A + H2O

  Catalysed by LIAS, FDX1, FDXR, GCSH and 5 moremitochondrial matrix

• (15R)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoateReach from here →
  1. lipoyl synthase
  2. N(6)-L-threonylcarbamoyladenosine(37) in tRNA + (sulfur carrier)-SH + AH2 + 2 S-adenosyl-L-methionine = 2-methylsulfanyl-N(6)-L-threonylcarbamoyladenosine(37) in tRNA + (sulfur carrier)-H + 5'-deoxyadenosine + L-methionine + A + S-adenosyl-L-homocysteine + 2 H(+)
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + AH2 + O2 = (15R)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + A + H2O

  Catalysed by LIAS, FDX1, FDXR, GCSH and 5 moremitochondrial matrix

• thio-Mo-molybdopterinReach from here →
  1. lipoyl synthase
  2. L-serine hydro-lyase (adding hydrogen sulfide, L-cysteine-forming)
  3. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O

  Catalysed by LIAS, FDX1, FDXR, GCSH and 5 moremitochondrial matrix, cytosolOne of 2 routes

• glycodeoxycholateReach from here →
  1. lipoyl synthase
  2. thiosulfate + 2 glutathione = glutathione disulfide + hydrogen sulfide + sulfite + 2 H(+)
  3. glycodeoxycholate(in) + glutathione(in) + ATP + H2O = glycodeoxycholate(out) + glutathione(out) + ADP + phosphate + H(+)

  Catalysed by LIAS, FDX1, FDXR, GCSH and 5 moremitochondrial matrix, inner side of the membrane, outer side of the membraneOne of 3 routes

• (12R)-hydroxy-(5Z,8Z,10E,14Z)-eicosatetraenoateReach from here →
  1. lipoyl synthase
  2. thiosulfate + 2 glutathione = glutathione disulfide + hydrogen sulfide + sulfite + 2 H(+)
  3. (12R)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoate + 2 glutathione = (12R)-hydroxy-(5Z,8Z,10E,14Z)-eicosatetraenoate + glutathione disulfide + H2O

  Catalysed by LIAS, FDX1, FDXR, GCSH and 7 moremitochondrial matrix

• ferroheme c di-L-cysteine(2-) residueReach from here →
  1. lipoyl synthase
  2. Ferrochelatase, Mitochondrial
  3. Cytochrome c apocytochrome-c-lyase

  Catalysed by LIAS, FDX1, FDXR, GCSH and 5 moremitochondrial matrix

• (5Z)-tetradecenoyl-CoAReach from here →
  1. lipoyl synthase
  2. N-acetylglutamate synthase (N-acetylmethionine)
  3. long-chain-fatty-acid-CoA ligase (physeteric acid)

  Catalysed by LIAS, FDX1, FDXR, GCSH and 12 moremitochondrial matrix, cytosolOne of 8 routes

• (3E)-decenoyl-CoAReach from here →
  1. lipoyl synthase
  2. N-acetylglutamate synthase (N-acetylmethionine)
  3. Fatty Acid Beta Oxidation (C12:1->C10:1), Mitochondrial

  Catalysed by LIAS, FDX1, FDXR, GCSH and 8 moremitochondrial matrix

• 2-glyceryl-prostaglandin H2Reach from here →
  1. lipoyl synthase
  2. N(6)-L-threonylcarbamoyladenosine(37) in tRNA + (sulfur carrier)-SH + AH2 + 2 S-adenosyl-L-methionine = 2-methylsulfanyl-N(6)-L-threonylcarbamoyladenosine(37) in tRNA + (sulfur carrier)-H + 5'-deoxyadenosine + L-methionine + A + S-adenosyl-L-homocysteine + 2 H(+)
  3. 2-glyceryl-prostaglandin G2 + AH2 = 2-glyceryl-prostaglandin H2 + A + H2O

  Catalysed by LIAS, FDX1, FDXR, GCSH and 5 moremitochondrial matrix

• a methyl thioetherReach from here →
  1. lipoyl synthase
  2. L-cysteinyl-[sulfatase] + 2 a thiol + O2 = an organic disulfide + 3-oxo-L-alanyl-[sulfatase] + hydrogen sulfide + H2O + H(+)
  3. a thiol + S-adenosyl-L-methionine = a methyl thioether + S-adenosyl-L-homocysteine + H(+)

  Catalysed by LIAS, FDX1, FDXR, GCSH and 6 moremitochondrial matrix

• N-tetradecanoylglycineReach from here →
  1. lipoyl synthase
  2. transport of glycine and methionine (cytosol to extracellular)
  3. tetradecanoyl-CoA + glycine = N-tetradecanoylglycine + CoA + H(+)

  Catalysed by LIAS, FDX1, FDXR, GCSH and 5 moremitochondrial matrix, extracellular space, cytosol

• (2R,6)-dimethylheptanoyl-CoAReach from here →
  1. lipoyl synthase
  2. N-acetylglutamate synthase (N-acetylmethionine)
  3. acetyl-CoA C-acyltransferase (3-oxo-4(R),8-dimethyl-nonanoyl-CoA)

  Catalysed by LIAS, FDX1, FDXR, GCSH and 7 moremitochondrial matrix

• N-eicosanoylglycinateReach from here →
  1. lipoyl synthase
  2. transport of glycine and methionine (cytosol to extracellular)
  3. eicosanoyl-CoA + glycine = N-eicosanoylglycinate + CoA + H(+)

  Catalysed by LIAS, FDX1, FDXR, GCSH and 5 moremitochondrial matrix, extracellular space, cytosol

• N-docosanoylglycineReach from here →
  1. lipoyl synthase
  2. transport of glycine and methionine (cytosol to extracellular)
  3. docosanoyl-CoA + glycine = N-docosanoylglycine + CoA + H(+)

  Catalysed by LIAS, FDX1, FDXR, GCSH and 5 moremitochondrial matrix, extracellular space, cytosol

• N-hexacosanoylglycineReach from here →
  1. lipoyl synthase
  2. transport of glycine and methionine (cytosol to extracellular)
  3. hexacosanoyl-CoA + glycine = N-hexacosanoylglycine + CoA + H(+)

  Catalysed by LIAS, FDX1, FDXR, GCSH and 5 moremitochondrial matrix, extracellular space, cytosol

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

  Catalysed by LIAS, FDX1, FDXR, GCSH and 6 moremitochondrial matrix, extracellular space, cytosol

• (7Z)-hexadecenoyl-CoAReach from here →
  1. lipoyl synthase
  2. N-acetylglutamate synthase (N-acetylmethionine)
  3. long-chain-fatty-acid-CoA ligase (7-palmitoleic acid)

  Catalysed by LIAS, FDX1, FDXR, GCSH and 12 moremitochondrial matrix, cytosolOne of 8 routes

• tricosanoyl-CoAReach from here →
  1. lipoyl synthase
  2. N-acetylglutamate synthase (N-acetylmethionine)
  3. long-chain-fatty-acid-CoA ligase (tricosanoic acid)

  Catalysed by LIAS, FDX1, FDXR, GCSH and 12 moremitochondrial matrix, cytosolOne of 4 routes

• (5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. lipoyl synthase
  2. thiosulfate + 2 glutathione = glutathione disulfide + hydrogen sulfide + sulfite + 2 H(+)
  3. (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + 2 glutathione = (5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + glutathione disulfide + H2O

  Catalysed by LIAS, FDX1, FDXR, GCSH and 10 moremitochondrial matrix

• (12S)-hydroxy-(5Z,8Z,10E,14Z)-eicosatetraenoateReach from here →
  1. lipoyl synthase
  2. thiosulfate + 2 glutathione = glutathione disulfide + hydrogen sulfide + sulfite + 2 H(+)
  3. (12S)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoate + 2 glutathione = (12S)-hydroxy-(5Z,8Z,10E,14Z)-eicosatetraenoate + glutathione disulfide + H2O

  Catalysed by LIAS, FDX1, FDXR, GCSH and 6 moremitochondrial matrix

• an S-substituted glutathioneReach from here →
  1. lipoyl synthase
  2. thiosulfate + 2 glutathione = glutathione disulfide + hydrogen sulfide + sulfite + 2 H(+)
  3. RX + glutathione = an S-substituted glutathione + a halide anion + H(+)

  Catalysed by LIAS, FDX1, FDXR, GCSH and 27 moremitochondrial matrixOne of 2 routes

• prostaglandin H1Reach from here →
  1. lipoyl synthase
  2. N(6)-L-threonylcarbamoyladenosine(37) in tRNA + (sulfur carrier)-SH + AH2 + 2 S-adenosyl-L-methionine = 2-methylsulfanyl-N(6)-L-threonylcarbamoyladenosine(37) in tRNA + (sulfur carrier)-H + 5'-deoxyadenosine + L-methionine + A + S-adenosyl-L-homocysteine + 2 H(+)
  3. prostaglandin G1 + AH2 = prostaglandin H1 + A + H2O

  Catalysed by LIAS, FDX1, FDXR, GCSH and 5 moremitochondrial matrix

• (5S,11R)-dihydroxy-(6E,8Z,12E,14Z)-eicosatetraenoateReach from here →
  1. lipoyl synthase
  2. N(6)-L-threonylcarbamoyladenosine(37) in tRNA + (sulfur carrier)-SH + AH2 + 2 S-adenosyl-L-methionine = 2-methylsulfanyl-N(6)-L-threonylcarbamoyladenosine(37) in tRNA + (sulfur carrier)-H + 5'-deoxyadenosine + L-methionine + A + S-adenosyl-L-homocysteine + 2 H(+)
  3. (5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + AH2 + O2 = (5S,11R)-dihydroxy-(6E,8Z,12E,14Z)-eicosatetraenoate + A + H2O

  Catalysed by LIAS, FDX1, FDXR, GCSH and 5 moremitochondrial matrix

• (5S,15R)-dihydroxy-(6E,8Z,11Z,13E)-eicosatetraenoateReach from here →
  1. lipoyl synthase
  2. N(6)-L-threonylcarbamoyladenosine(37) in tRNA + (sulfur carrier)-SH + AH2 + 2 S-adenosyl-L-methionine = 2-methylsulfanyl-N(6)-L-threonylcarbamoyladenosine(37) in tRNA + (sulfur carrier)-H + 5'-deoxyadenosine + L-methionine + A + S-adenosyl-L-homocysteine + 2 H(+)
  3. (5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + AH2 + O2 = (5S,15R)-dihydroxy-(6E,8Z,11Z,13E)-eicosatetraenoate + A + H2O

  Catalysed by LIAS, FDX1, FDXR, GCSH and 5 moremitochondrial matrix

• (5S,15S)-dihydroxy-(6E,8Z,11Z,13E)-eicosatetraenoateReach from here →
  1. lipoyl synthase
  2. N(6)-L-threonylcarbamoyladenosine(37) in tRNA + (sulfur carrier)-SH + AH2 + 2 S-adenosyl-L-methionine = 2-methylsulfanyl-N(6)-L-threonylcarbamoyladenosine(37) in tRNA + (sulfur carrier)-H + 5'-deoxyadenosine + L-methionine + A + S-adenosyl-L-homocysteine + 2 H(+)
  3. (5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + AH2 + O2 = (5S,15S)-dihydroxy-(6E,8Z,11Z,13E)-eicosatetraenoate + A + H2O

  Catalysed by LIAS, FDX1, FDXR, GCSH and 5 moremitochondrial matrix