N-hexadecanoylglycine

Three steps

• (11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoateReach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. gamma-L-glutamyl-L-cysteine:glycine ligase (ADP-forming)
  3. glutathione transferase (GSH)

  Catalysed by GLYATL3, GSS, PTGES, MGST3 and 19 morecytosolOne of 5 routes

• prostaglandin E3Reach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. gamma-L-glutamyl-L-cysteine:glycine ligase (ADP-forming)
  3. transport of GSH and prostaglandin E3 (cytosol to extracellular)

  Catalysed by GLYATL3, GSS, SLCO2A1cytosol, extracellular spaceOne of 2 routes

• prostaglandin A2Reach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. gamma-L-glutamyl-L-cysteine:glycine ligase (ADP-forming)
  3. transport of GSH and prostaglandin A2 (cytosol to extracellular)

  Catalysed by GLYATL3, GSS, SLCO2A1cytosol, extracellular spaceOne of 2 routes

• prostaglandin B1Reach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. gamma-L-glutamyl-L-cysteine:glycine ligase (ADP-forming)
  3. transport of GSH and prostaglandin B1 (cytosol to extracellular)

  Catalysed by GLYATL3, GSS, SLCO2A1cytosol, extracellular spaceOne of 2 routes

• leukotriene F4Reach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. gamma-L-glutamyl-L-cysteine:glycine ligase (ADP-forming)
  3. transport of GSH and leukotriene F4 (cytosol to extracellular)

  Catalysed by GLYATL3, GSScytosol, extracellular spaceOne of 4 routes

• prostaglandin A2-S-(R)-glutathioneReach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. gamma-L-glutamyl-L-cysteine + glycine + ATP = glutathione + ADP + phosphate + H(+)
  3. prostaglandin A2 + glutathione = prostaglandin A2-S-(R)-glutathione

  Catalysed by GLYATL3, GSS, GSTA1, GSTM1

• prostaglandin A2-S-(S)-glutathioneReach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. gamma-L-glutamyl-L-cysteine + glycine + ATP = glutathione + ADP + phosphate + H(+)
  3. prostaglandin A2 + glutathione = prostaglandin A2-S-(S)-glutathione

  Catalysed by GLYATL3, GSS, GSTP1, GSTM1

• prostaglandin J2-S-(R)-glutathioneReach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. gamma-L-glutamyl-L-cysteine + glycine + ATP = glutathione + ADP + phosphate + H(+)
  3. prostaglandin J2 + glutathione = prostaglandin J2-S-(R)-glutathione

  Catalysed by GLYATL3, GSS, GSTA1, GSTP1 and 1 more

• prostaglandin J2-S-(S)-glutathioneReach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. gamma-L-glutamyl-L-cysteine + glycine + ATP = glutathione + ADP + phosphate + H(+)
  3. prostaglandin J2 + glutathione = prostaglandin J2-S-(S)-glutathione

  Catalysed by GLYATL3, GSS, GSTP1, GSTM1

• 2,4-dinitrophenyl-S-glutathioneReach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. solute carrier organic anion transporter (glycocholate)

  Catalysed by GLYATL3, BAAT, SLCO1A2, SLCO1B3peroxisome, extracellular space, cytosolOne of 11 routes

• N-(9Z-octadecenoyl)-L-phenylalanineReach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. transport of glycine and phenylalanine (cytosol to extracellular)
  3. L-phenylalanine + (9Z)-octadecenoate = N-(9Z-octadecenoyl)-L-phenylalanine + H2O

  Catalysed by GLYATL3, SLC7A5, PM20D1extracellular space, cytosol

• N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanineReach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. transport of glycine and phenylalanine (cytosol to extracellular)
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O

  Catalysed by GLYATL3, SLC7A5, PM20D1extracellular space, cytosol

• N-(9Z-octadecenoyl)-L-leucineReach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. transport of glycine and leucine (cytosol to extracellular)
  3. N-(9Z-octadecenoyl)-L-leucine + H2O = L-leucine + (9Z)-octadecenoate

  Catalysed by GLYATL3, SLC7A5, PM20D1extracellular space, cytosol

• (13R)-S-glutathionyl-(14S)-hydroxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoateReach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. gamma-L-glutamyl-L-cysteine + glycine + ATP = glutathione + ADP + phosphate + H(+)
  3. (13S,14S)-epoxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoate + glutathione = (13R)-S-glutathionyl-(14S)-hydroxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoate

  Catalysed by GLYATL3, GSS, GSTM4, LTC4S

• 1-hexadecanoyl-2-heptanoyl-sn-glycero-3-phosphocholineReach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. 1-hexadecanoyl-sn-glycero-3-phosphocholine + hexadecanoyl-CoA = 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine + CoA
  3. 1,2-diheptanoyl-sn-glycero-3-phosphocholine + 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-heptanoyl-sn-glycero-3-phosphocholine + 1-heptanoyl-2-hexadecanoyl-sn-glycero-3-phosphocholine

  Catalysed by GLYATL3, PRDX6, LPCAT3, LPCAT1 and 1 more

• 1-heptanoyl-2-hexadecanoyl-sn-glycero-3-phosphocholineReach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. 1-hexadecanoyl-sn-glycero-3-phosphocholine + hexadecanoyl-CoA = 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine + CoA
  3. 1,2-diheptanoyl-sn-glycero-3-phosphocholine + 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-heptanoyl-sn-glycero-3-phosphocholine + 1-heptanoyl-2-hexadecanoyl-sn-glycero-3-phosphocholine

  Catalysed by GLYATL3, PRDX6, LPCAT3, LPCAT1 and 1 more

• 1,2-diheptadecanoyl-sn-glycero-3-phospho-N-hexadecanoyl-ethanolamineReach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. 1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + hexadecanoyl-CoA = 1-(9Z-octadecenoyl)-2-hexadecanoyl-sn-glycero-3-phosphocholine + CoA
  3. 1,2-diheptadecanoyl-sn-glycero-3-phosphoethanolamine + 1-(9Z-octadecenoyl)-2-hexadecanoyl-sn-glycero-3-phosphocholine = 1,2-diheptadecanoyl-sn-glycero-3-phospho-N-hexadecanoyl-ethanolamine + 1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + H(+)

  Catalysed by GLYATL3, LPCAT3, LPCAT1, PLAAT3 and 2 more

• 1,2-diheptadecanoyl-sn-glycero-3-phospho-N-(9Z-octadecenoyl)-ethanolamineReach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. 1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + hexadecanoyl-CoA = 1-(9Z-octadecenoyl)-2-hexadecanoyl-sn-glycero-3-phosphocholine + CoA
  3. 1,2-diheptadecanoyl-sn-glycero-3-phosphoethanolamine + 1-(9Z-octadecenoyl)-2-hexadecanoyl-sn-glycero-3-phosphocholine = 1,2-diheptadecanoyl-sn-glycero-3-phospho-N-(9Z-octadecenoyl)-ethanolamine + 2-hexadecanoyl-sn-glycero-3-phosphocholine + H(+)

  Catalysed by GLYATL3, LPCAT3, LPCAT1, PLAAT3 and 2 more

• 1-O-(1Z-octadecenoyl)-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-N-hexadecanoyl-ethanolamineReach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. 1-hexadecanoyl-sn-glycero-3-phosphocholine + hexadecanoyl-CoA = 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine + CoA
  3. 1-(1Z-octadecenyl)-2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine = 1-O-(1Z-octadecenoyl)-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-N-hexadecanoyl-ethanolamine + 2-hexadecanoyl-sn-glycero-3-phosphocholine + H(+)

  Catalysed by GLYATL3, PRDX6, LPCAT3, LPCAT1 and 1 more

• S-methyl glutathioneReach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  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 GLYATL3, GSS, MMACHC

• N-octanoyl-(2S)-hydroxyglycineReach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. glycine + 2-oxoglutarate = glyoxylate + L-glutamate
  3. N-octanoyl-(2S)-hydroxyglycine = octanamide + glyoxylate

  Catalysed by GLYATL3, AADAT, PAMOne of 2 routes

• N-decanoyl-(2S)-hydroxyglycineReach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. glycine + 2-oxoglutarate = glyoxylate + L-glutamate
  3. N-decanoyl-(2S)-hydroxyglycine = decanamide + glyoxylate

  Catalysed by GLYATL3, AADAT, PAMOne of 2 routes

• N-dodecanoyl-(2S)-hydroxyglycineReach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. glycine + 2-oxoglutarate = glyoxylate + L-glutamate
  3. N-dodecanoyl-(2S)-hydroxyglycine = dodecanamide + glyoxylate

  Catalysed by GLYATL3, AADAT, PAMOne of 2 routes

• N-tetradecanoyl-(2S)-hydroxyglycineReach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. glycine + 2-oxoglutarate = glyoxylate + L-glutamate
  3. N-tetradecanoyl-(2S)-hydroxyglycine = tetradecamide + glyoxylate

  Catalysed by GLYATL3, AADAT, PAMOne of 2 routes

• N-(9Z-octadecenoyl)-(2S)-hydroxyglycineReach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. glycine + 2-oxoglutarate = glyoxylate + L-glutamate
  3. N-(9Z-octadecenoyl)-(2S)-hydroxyglycine = (9Z)-octadecenamide + glyoxylate

  Catalysed by GLYATL3, AADAT, PAMOne of 2 routes

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

  Catalysed by GLYATL3, AADAT, PAM

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

  Catalysed by GLYATL3, GATM, SLC25A2cytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• L-homoarginineReach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. L-Arginine:glycine amidinotransferase
  3. L-homoarginine(in) + L-ornithine(out) = L-homoarginine(out) + L-ornithine(in)

  Catalysed by GLYATL3, GATM, SLC25A2cytosol, inner side of the membrane, outer side of the membraneOne of 4 routes

• L-homocarnosineReach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. transport of glycine and histidine (cytosol to extracellular)
  3. Formation of homocarnosine

  Catalysed by GLYATL3, SLC7A6, CARNS1extracellular space, cytosol

• 2,3-didehydrophenylalanineReach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. glycyldehydrophenylalanine + H2O = 2,3-didehydrophenylalanine + glycine
  3. glycyldehydrophenylalanine + H2O = 2,3-didehydrophenylalanine + glycine

  Catalysed by GLYATL3, DPEP1

• S-adenosylglutathioneReach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  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 GLYATL3, GSS, MMACHC

• N(2)-formyl-N(1)-(5-phospho-beta-D-ribosyl)glycinamideReach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  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 GLYATL3, GART

• 2-formamido-N(1)-(5-O-phospho-beta-D-ribosyl)acetamidineReach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  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 GLYATL3, SLC7A5, PFASextracellular space, cytosol

• kinetensinReach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. transport of glycine and phenylalanine (cytosol to extracellular)
  3. Chymase

  Catalysed by GLYATL3, SLC7A5, CMA1extracellular space, cytosolOne of 3 routes

• (7Z)-octadecenoyl-CoAReach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. carnitine O-palmitoyltransferase ((7Z)-octadecenoyl-CoA)

  Catalysed by GLYATL3, BAAT, CPT1A, CPT1C and 1 moreperoxisome, cytosolOne of 3 routes

• acetaldehydeReach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. transport of glycine and threonine (cytosol to extracellular)
  3. L-threonine acetaldehyde-lyase (glycine-forming)

  Catalysed by GLYATL3, SLC3A2, SLC7A5, SLC7A10extracellular space, cytosol

• CHEBI:15345Reach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. Acetoacetate:CoA ligase (AMP-forming)

  Catalysed by GLYATL3, BAAT, AACSperoxisome, cytosolOne of 2 routes

• cholineReach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. Acetyl-CoA:choline O-acetyltransferase

  Catalysed by GLYATL3, BAAT, CHATperoxisome, nucleusOne of 3 routes

• acetylcholineReach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. gamma-L-glutamyl-L-cysteine:glycine ligase (ADP-forming)
  3. transport of acetylcholine and GSH (cytosol to extracellular)

  Catalysed by GLYATL3, GSS, SLCO1A2, SLCO1B3cytosol, extracellular spaceOne of 2 routes

• pyruvateReach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. glycine:oxygen oxidoreductase (deaminating)
  3. L-Alanine:glyoxylate aminotransferase

  Catalysed by GLYATL3, DAO, AGXT, AGXT2peroxisome, mitochondrial matrixOne of 20 routes

• 4a-hydroxytetrahydrobiopterinReach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. transport of glycine and tryptophan (cytosol to extracellular)
  3. L-tryptophan,tetrahydrobiopterin:oxygen oxidoreductase(5-hydroxylating)

  Catalysed by GLYATL3, SLC7A5, TPH1, TPH2extracellular space, cytosolOne of 3 routes

• CHEBI:15380Reach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. 5-aminolevulinate synthase (2-amino-3-oxoadipate)

  Catalysed by GLYATL3, BAAT, ALAS1, CPNE7peroxisome, mitochondrial matrixOne of 8 routes

• CHEBI:15477Reach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. glycine N-acyltransferase (2-methylbutyryl-CoA)

  Catalysed by GLYATL3, BAAT, GLYAT, GLYATL2 and 1 moreperoxisome, mitochondrial matrixOne of 3 routes

• 2-methylcrotonoyl-CoAReach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. Production of Tiglylcarnitine

  Catalysed by GLYATL3, BAAT, CPT1A, CPT1Bperoxisome, cytosolOne of 2 routes

• isobutyryl-CoAReach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. acetyl-CoA C-acyltransferase (3-oxo-4-methyl-pentanoyl-CoA)

  Catalysed by GLYATL3, BAAT, HADHA, ACAA2 and 1 moreperoxisome, mitochondrial matrixOne of 3 routes

• 3-methylbut-2-enoyl-CoAReach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. glycine-N-acyltransferase (3-methylcrotonoylglycine)

  Catalysed by GLYATL3, BAAT, GLYATperoxisome, mitochondrial matrix

• isovaleryl-CoAReach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. glycine N-acyltransferase (isovalerylglycine)

  Catalysed by GLYATL3, BAAT, GLYAT, GLYATL2 and 1 moreperoxisome, mitochondrial matrixOne of 3 routes

• arachidonoyl-CoAReach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. Arachidonate:CoA ligase (AMP-forming)

  Catalysed by GLYATL3, BAAT, SLC27A2, ACSL4 and 6 moreperoxisome, cytosolOne of 11 routes

• CHEBI:15519Reach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. propanoyl-CoA C-acyltransferase

  Catalysed by GLYATL3, BAAT, ACAA1, SCP2 and 1 moreperoxisomeOne of 2 routes

• palmitoyl-CoAReach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. Palmitate:CoA ligase (AMP-forming)

  Catalysed by GLYATL3, BAAT, SLC27A2, ACSL4 and 6 moreperoxisome, cytosolOne of 19 routes