CHEBI:18019

Three steps

• N-(4-oxoglutaryl)-L-cysteinylglycineReach from here →
  1. transport of alanine and lysine (cytosol to extracellular)
  2. gamma-glutamyltransferase (alanine)
  3. N-(4-oxoglutaryl)-L-cysteinylglycine + H2O = L-cysteinylglycine + 2-oxoglutarate

  Catalysed by SLC7A6, GGTLC3, GGT1, GGT5 and 4 moreextracellular space, cytosol

• 2-hydroxyoctanoyl-CoAReach from here →
  1. Acetylation of Lysine
  2. Octanoyl-CoA:L-carnitine O-octanoyltransferase
  3. octanoyl-CoA + 2-oxoglutarate + O2 = 2-hydroxyoctanoyl-CoA + succinate + CO2

  Catalysed by CROT, PHYHmitochondrial matrix

• 2-hydroxydecanoyl-CoAReach from here →
  1. Acetylation of Lysine
  2. medium-chain acyl-CoA ligase (decanoic acid)
  3. decanoyl-CoA + 2-oxoglutarate + O2 = 2-hydroxydecanoyl-CoA + succinate + CO2

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 3 moremitochondrial matrix, cytosol

• 2-hydroxyeicosanoyl-CoAReach from here →
  1. Acetylation of Lysine
  2. long-chain-fatty-acid-CoA ligase (eicosanoate)
  3. eicosanoyl-CoA + 2-oxoglutarate + O2 = 2-hydroxyeicosanoyl-CoA + succinate + CO2

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 moremitochondrial matrix, cytosol

• 2-hydroxydodecanoyl-CoAReach from here →
  1. Acetylation of Lysine
  2. long-chain-fatty-acid-CoA ligase (lauric acid)
  3. dodecanoyl-CoA + 2-oxoglutarate + O2 = 2-hydroxydodecanoyl-CoA + succinate + CO2

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 moremitochondrial matrix, cytosol

• 2-hydroxytetradecanoyl-CoAReach from here →
  1. Acetylation of Lysine
  2. long-chain-fatty-acid-CoA ligase (myristic acid)
  3. tetradecanoyl-CoA + 2-oxoglutarate + O2 = 2-hydroxytetradecanoyl-CoA + succinate + CO2

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 moremitochondrial matrix, cytosol

• 11-cis-retinyl tetradecanoateReach from here →
  1. Acetylation of Lysine
  2. long-chain-fatty-acid-CoA ligase (myristic acid)
  3. 11-cis-retinol + tetradecanoyl-CoA = 11-cis-retinyl tetradecanoate + CoA

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 moremitochondrial matrix, cytosolOne of 2 routes

• 9-cis-retinyl tetradecanoateReach from here →
  1. Acetylation of Lysine
  2. long-chain-fatty-acid-CoA ligase (myristic acid)
  3. 9-cis-retinol + tetradecanoyl-CoA = 9-cis-retinyl tetradecanoate + CoA

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 moremitochondrial matrix, cytosol

• 13-cis-retinyl tetradecanoateReach from here →
  1. Acetylation of Lysine
  2. long-chain-fatty-acid-CoA ligase (myristic acid)
  3. 13-cis-retinol + tetradecanoyl-CoA = 13-cis-retinyl tetradecanoate + CoA

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 moremitochondrial matrix, cytosol

• all-trans-retinyl tetradecanoateReach from here →
  1. Acetylation of Lysine
  2. long-chain-fatty-acid-CoA ligase (myristic acid)
  3. all-trans-retinol + tetradecanoyl-CoA = all-trans-retinyl tetradecanoate + CoA

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 moremitochondrial matrix, cytosol

• tetradecyl tetradecanoateReach from here →
  1. Acetylation of Lysine
  2. long-chain-fatty-acid-CoA ligase (myristic acid)
  3. tetradecan-1-ol + tetradecanoyl-CoA = tetradecyl tetradecanoate + CoA

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 moremitochondrial matrix, cytosol

• 1-(9Z-octadecenoyl)-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphateReach from here →
  1. Acetylation of Lysine
  2. long-chain-fatty-acid-CoA ligase (DHA)
  3. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA + 1-(9Z-octadecenoyl)-sn-glycero-3-phosphate = 1-(9Z-octadecenoyl)-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphate + CoA

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 moremitochondrial matrix, cytosol

• an aryl sulfateReach from here →
  1. transport of chloride and lysine (cytosol to extracellular)
  2. transport of chloride and sulfate (cytosol to extracellular)
  3. an aryl sulfate + H2O = a phenol + sulfate + H(+)

  Catalysed by SLC6A14, SLC26A6, ARSL, ARSF and 4 moreextracellular space, cytosol

• 3-sulfinopyruvateReach from here →
  1. transport of cysteine and lysine (cytosol to extracellular)
  2. L-Cysteine:oxygen oxidoreductase
  3. 3-sulfino-L-alanine:2-oxoglutarate aminotransferase

  Catalysed by SLC7A6, CDO1, GOT1extracellular space, cytosolOne of 2 routes

• S-methyl glutathioneReach from here →
  1. transport of glycine and lysine (cytosol to extracellular)
  2. gamma-L-glutamyl-L-cysteine + glycine + ATP = glutathione + ADP + phosphate + H(+)
  3. apo-[alkylcobalamin reductase] + methylcob(III)alamin + glutathione = S-methyl glutathione + cob(I)alamin-[alkylcobalamin reductase] + H(+)

  Catalysed by SLC7A6, GSS, MMACHCextracellular space, cytosol

• N-octanoyl-(2S)-hydroxyglycineReach from here →
  1. transport of glycine and lysine (cytosol to extracellular)
  2. glycine + 2-oxoglutarate = glyoxylate + L-glutamate
  3. N-octanoyl-(2S)-hydroxyglycine = octanamide + glyoxylate

  Catalysed by SLC7A6, AADAT, PAMextracellular space, cytosolOne of 2 routes

• N-decanoyl-(2S)-hydroxyglycineReach from here →
  1. transport of glycine and lysine (cytosol to extracellular)
  2. glycine + 2-oxoglutarate = glyoxylate + L-glutamate
  3. N-decanoyl-(2S)-hydroxyglycine = decanamide + glyoxylate

  Catalysed by SLC7A6, AADAT, PAMextracellular space, cytosolOne of 2 routes

• N-dodecanoyl-(2S)-hydroxyglycineReach from here →
  1. transport of glycine and lysine (cytosol to extracellular)
  2. glycine + 2-oxoglutarate = glyoxylate + L-glutamate
  3. N-dodecanoyl-(2S)-hydroxyglycine = dodecanamide + glyoxylate

  Catalysed by SLC7A6, AADAT, PAMextracellular space, cytosolOne of 2 routes

• N-tetradecanoyl-(2S)-hydroxyglycineReach from here →
  1. transport of glycine and lysine (cytosol to extracellular)
  2. glycine + 2-oxoglutarate = glyoxylate + L-glutamate
  3. N-tetradecanoyl-(2S)-hydroxyglycine = tetradecamide + glyoxylate

  Catalysed by SLC7A6, AADAT, PAMextracellular space, cytosolOne of 2 routes

• N-(9Z-octadecenoyl)-(2S)-hydroxyglycineReach from here →
  1. transport of glycine and lysine (cytosol to extracellular)
  2. glycine + 2-oxoglutarate = glyoxylate + L-glutamate
  3. N-(9Z-octadecenoyl)-(2S)-hydroxyglycine = (9Z)-octadecenamide + glyoxylate

  Catalysed by SLC7A6, AADAT, PAMextracellular space, cytosolOne of 2 routes

• N-(9Z,12Z,15Z)-octadecatrienoyl-(2S)-hydroxyglycineReach from here →
  1. transport of glycine and lysine (cytosol to extracellular)
  2. glycine + 2-oxoglutarate = glyoxylate + L-glutamate
  3. N-(9Z,12Z,15Z)-octadecatrienoyl-(2S)-hydroxyglycine = (9Z,12Z,15Z)-octadecatrienamide + glyoxylate

  Catalysed by SLC7A6, AADAT, PAMextracellular space, cytosol

• an N-octadecanoyl-sphingoid baseReach from here →
  1. Acetylation of Lysine
  2. long-chain-fatty-acid-CoA ligase (stearate)
  3. a sphingoid base + octadecanoyl-CoA = an N-octadecanoyl-sphingoid base + CoA + H(+)

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 4 moremitochondrial matrix, cytosol

• 2-amino-2-deoxy-6-phospho-D-glucono-1,5-lactoneReach from here →
  1. transport of glutamine and lysine (cytosol to extracellular)
  2. D-fructose 6-phosphate + L-glutamine = D-glucosamine 6-phosphate + L-glutamate
  3. D-glucosamine 6-phosphate + NADP(+) = 2-amino-2-deoxy-6-phospho-D-glucono-1,5-lactone + NADPH + 2 H(+)

  Catalysed by SLC7A6, GFPT2, GFPT1, H6PDextracellular space, cytosol

• 2,3-didehydrophenylalanineReach from here →
  1. transport of glycine and lysine (cytosol to extracellular)
  2. glycyldehydrophenylalanine + H2O = 2,3-didehydrophenylalanine + glycine
  3. glycyldehydrophenylalanine + H2O = 2,3-didehydrophenylalanine + glycine

  Catalysed by SLC7A6, DPEP1extracellular space, cytosol

• S-adenosylglutathioneReach from here →
  1. transport of glycine and lysine (cytosol to extracellular)
  2. gamma-L-glutamyl-L-cysteine + glycine + ATP = glutathione + ADP + phosphate + H(+)
  3. apo-[alkylcobalamin reductase] + adenosylcob(III)alamin + glutathione = S-adenosylglutathione + cob(I)alamin-[alkylcobalamin reductase] + H(+)

  Catalysed by SLC7A6, GSS, MMACHCextracellular space, cytosol

• N(2)-formyl-N(1)-(5-phospho-beta-D-ribosyl)glycinamideReach from here →
  1. transport of glycine and lysine (cytosol to extracellular)
  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 SLC7A6, GARTextracellular space, cytosol

• kinetensin-(1-8)Reach from here →
  1. transport of lysine and phenylalanine (cytosol to extracellular)
  2. Chymase
  3. kinetensin + H2O = kinetensin-(1-8) + L-leucine

  Catalysed by SLC7A6, CMA1, ACE2extracellular space, cytosol

• 1-(10Z-heptadecenoyl)-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphoethanolamineReach from here →
  1. Acetylation of Lysine
  2. long-chain-fatty-acid-CoA ligase ((6Z,9Z)-octadecadienoic acid)
  3. 1-(10Z-heptadecenoyl)-sn-glycero-3-phosphoethanolamine + (9Z,12Z)-octadecadienoyl-CoA = 1-(10Z-heptadecenoyl)-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphoethanolamine + CoA

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 moremitochondrial matrix, cytosol

• cholesteryl (7Z)-octadecenoateReach from here →
  1. Acetylation of Lysine
  2. carnitine O-palmitoyltransferase ((7Z)-octadecenoyl-CoA)
  3. (7Z)-octadecenoyl-CoA + cholesterol = cholesteryl (7Z)-octadecenoate + CoA

  Catalysed by CPT1A, CPT1C, CPT1B, SOAT1mitochondrial matrix, cytosol

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

  Catalysed by SLC7A6, GSS, SLCO1A2, SLCO1B3extracellular space, cytosolOne of 5 routes

• acetylpyruvateReach from here →
  1. transport of alanine and lysine (cytosol to extracellular)
  2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
  3. acetylpyruvate + H2O = acetate + pyruvate + H(+)

  Catalysed by SLC7A6, AGXT2, FAHD1extracellular space, cytosol, mitochondrial matrix

• all-trans-retinoic acidReach from here →
  1. transport of alanine and lysine (cytosol to extracellular)
  2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
  3. transport of pyruvate and retinoate (cytosol to extracellular)

  Catalysed by SLC7A6, AGXT2, SLC16A4, SLC16A5 and 4 moreextracellular space, cytosol, mitochondrial matrixOne of 4 routes

• CHEBI:15467Reach from here →
  1. Acetylation of Lysine
  2. Acetoacetate:CoA ligase (AMP-forming)
  3. 3-hydroxy-3-methylglutaryl-CoA synthase (acetoacetyl-CoA)

  Catalysed by AACS, HMGCS1mitochondrial matrix, cytosolOne of 3 routes

• (S)-malateReach from here →
  1. transport of glycine and lysine (cytosol to extracellular)
  2. glycine:oxygen oxidoreductase (deaminating)
  3. acetyl-CoA[m] + glyoxalate[m] + H2O[m] = CoA[m] + H+[m] + malate[m]

  Catalysed by SLC7A6, DAO, CLYBLextracellular space, cytosol, peroxisome, mitochondrial matrixOne of 13 routes

• (6R)-5,10-methylene-5,6,7,8-tetrahydrofolateReach from here →
  1. transport of glycine and lysine (cytosol to extracellular)
  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 SLC7A6, SHMT1, SHMT2extracellular space, cytosolOne of 2 routes

• 10-formyltetrahydrofolic acidReach from here →
  1. transport of glycine and lysine (cytosol to extracellular)
  2. 5,10-Methylenetetrahydrofolate:glycine hydroxymethyltransferase
  3. Formate:tetrahydrofolate ligase (ADP-forming)

  Catalysed by SLC7A6, SHMT1, MTHFD1extracellular space, cytosolOne of 5 routes

• 5-methyltetrahydrofolic acidReach from here →
  1. transport of glycine and lysine (cytosol to extracellular)
  2. 5,10-Methylenetetrahydrofolate:glycine hydroxymethyltransferase
  3. histamine N-methyltransferase (SAM)

  Catalysed by SLC7A6, SHMT1, HNMTextracellular space, cytosol

• betaine aldehydeReach from here →
  1. transport of cysteine and lysine (cytosol to extracellular)
  2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
  3. choline + A = betaine aldehyde + AH2

  Catalysed by SLC7A6, MOCOS, CHDHextracellular space, cytosolOne of 4 routes

• formateReach from here →
  1. transport of lysine and tryptophan (cytosol to extracellular)
  2. L-tryptophan + O2 = N-formyl-L-kynurenine
  3. N-formyl-L-kynurenine + H2O = L-kynurenine + formate + H(+)

  Catalysed by SLC7A6, IDO1, TDO2, IDO2 and 1 moreextracellular space, cytosol

• hexadecanoic acidReach from here →
  1. transport of chloride and lysine (cytosol to extracellular)
  2. Carnitine Transport by Atb0
  3. Utilized Transport

  Catalysed by SLC6A14extracellular space, cytosol, endoplasmic reticulumOne of 4 routes

• 4-(2-amino-3-hydroxyphenyl)-2,4-dioxobutanoateReach from here →
  1. transport of lysine and tryptophan (cytosol to extracellular)
  2. Transport of 3-Hydroxy-L-Kynurenine
  3. 3-hydroxy-L-kynurenine:2-oxoglutarate aminotransferase

  Catalysed by SLC7A6, SLC7A5, KYAT1, KYAT3 and 1 moreextracellular space, cytosol

• malonateReach from here →
  1. transport of chloride and lysine (cytosol to extracellular)
  2. transport of chloride and sulfate (cytosol to extracellular)
  3. malonate(in) + sulfate(out) = malonate(out) + sulfate(in)

  Catalysed by SLC6A14, SLC26A6, SLC25A14, SLC25A30 and 1 moreextracellular space, cytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• 3-hydroxyanthranilic acidReach from here →
  1. transport of lysine and tryptophan (cytosol to extracellular)
  2. Transport of 3-Hydroxy-L-Kynurenine
  3. 3-Hydroxy-L-kynurenine hydrolase

  Catalysed by SLC7A6, SLC7A5, KYNUextracellular space, cytosol

• 1-acylglycerone 3-phosphateReach from here →
  1. Acetylation of Lysine
  2. acyl-CoA:sphingosine N-acyltransferase
  3. Acyl-CoA:glycerone-phosphate O-acyltransferase

  Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 1 moremitochondrial matrix, Golgi apparatus, cytosol

• bromideReach from here →
  1. transport of glycine and lysine (cytosol to extracellular)
  2. gamma-L-glutamyl-L-cysteine:glycine ligase (ADP-forming)
  3. 2-bromoacetaldehyde:glutathione S-(formylmethyl)transferase

  Catalysed by SLC7A6, GSS, MGST3, GSTA4 and 15 moreextracellular space, cytosolOne of 2 routes

• N-carbamoyl-L-aspartic acidReach from here →
  1. transport of citrulline and lysine (cytosol to extracellular)
  2. Carbamoyl-phosphate:L-ornithine carbamoyltransferase
  3. carbamoyl-phosphate:L-aspartate carbamoyltransferase

  Catalysed by SLC7A5, SLC7A6, OTC, CADextracellular space, cytosol, mitochondrial matrixOne of 2 routes

• keto-D-fructose 6-phosphateReach from here →
  1. transport of glutamine and lysine (cytosol to extracellular)
  2. L-glutamine:D-fructose-6-phosphate isomerase (deaminating)
  3. D-glucosamine-6-phosphate aminohydrolase (ketol isomerizing)

  Catalysed by SLC7A6, GFPT2, GFPT1, GNPDA1 and 1 moreextracellular space, cytosol

• thioredoxin dithiolReach from here →
  1. transport of glycine and lysine (cytosol to extracellular)
  2. glycine:tRNA(Gly) ligase (AMP-forming)
  3. glycyl-tRNA(gly) phosphorylation

  Catalysed by SLC7A6, GARS1extracellular space, cytosolOne of 18 routes

• methanethiolReach from here →
  1. transport of cysteine and lysine (cytosol to extracellular)
  2. L-cysteine hydrogen-sulfide-lyase (deaminating
  3. methanethiol + O2 + H2O = hydrogen sulfide + formaldehyde + H2O2 + H(+)

  Catalysed by SLC7A6, CTH, SELENBP1extracellular space, cytosol

• phosphatidylethanolamineReach from here →
  1. Acetylation of Lysine
  2. acyl-CoA:sphingosine N-acyltransferase
  3. Acyl-CoA:1-acyl-sn-glycero-3-phosphoethanolamine O-acyltransferase

  Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 5 moremitochondrial matrix, Golgi apparatus, cytosol