N-hexadecanoylglycine

Three steps

• N-hexadecanoyl-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamineReach 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-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine = hexadecanoyl-sn-glycero-3-phosphocholine + N-hexadecanoyl-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + H(+)

  Catalysed by GLYATL3, PRDX6, LPCAT3, LPCAT1 and 2 moreOne of 3 routes

• ursodeoxycholateReach 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 ursodeoxycholate (cytosol to extracellular)

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

• N-hexadecanoyl-sphinganine-1-phosphocholineReach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. sphinganine + hexadecanoyl-CoA = N-hexadecanoylsphinganine + CoA + H(+)
  3. N-hexadecanoylsphinganine + a 1,2-diacyl-sn-glycero-3-phosphocholine = N-hexadecanoyl-sphinganine-1-phosphocholine + a 1,2-diacyl-sn-glycerol

  Catalysed by GLYATL3, CERS6, CERS5, CERS2 and 2 more

• N-hexadecanoyl-(4R)-hydroxysphinganine-phosphocholineReach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. (4R)-hydroxysphinganine + hexadecanoyl-CoA = N-hexadecanoyl-(4R)-hydroxysphinganine + CoA + H(+)
  3. N-hexadecanoyl-(4R)-hydroxysphinganine + a 1,2-diacyl-sn-glycero-3-phosphocholine = N-hexadecanoyl-(4R)-hydroxysphinganine-phosphocholine + a 1,2-diacyl-sn-glycerol

  Catalysed by GLYATL3, CERS6, CERS5, SGMS1 and 1 more

• N-hexadecanoyl-sphinganine-1-phosphoethanolamineReach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. sphinganine + hexadecanoyl-CoA = N-hexadecanoylsphinganine + CoA + H(+)
  3. N-hexadecanoylsphinganine + a 1,2-diacyl-sn-glycero-3-phosphoethanolamine = N-hexadecanoyl-sphinganine-1-phosphoethanolamine + a 1,2-diacyl-sn-glycerol

  Catalysed by GLYATL3, CERS6, CERS5, CERS2 and 2 more

• N-hexadecanoyl-(4R)-hydroxysphinganine-1-phosphoethanolamineReach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. (4R)-hydroxysphinganine + hexadecanoyl-CoA = N-hexadecanoyl-(4R)-hydroxysphinganine + CoA + H(+)
  3. N-hexadecanoyl-(4R)-hydroxysphinganine + a 1,2-diacyl-sn-glycero-3-phosphoethanolamine = N-hexadecanoyl-(4R)-hydroxysphinganine-1-phosphoethanolamine + a 1,2-diacyl-sn-glycerol

  Catalysed by GLYATL3, CERS6, CERS5, SGMS2 and 1 more

• prostaglandin G2Reach 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 G2 (cytosol to extracellular)

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

• thio-Mo-molybdopterinReach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. transport of cysteine and glycine (cytosol to extracellular)
  3. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O

  Catalysed by GLYATL3, SLC3A2, SLC7A5, SLC7A8 and 1 moreextracellular space, cytosol

• 1-hexadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphateReach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. sn-glycerol 3-phosphate + hexadecanoyl-CoA = 1-hexadecanoyl-sn-glycero-3-phosphate + CoA
  3. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphate = 1-hexadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphate + CoA

  Catalysed by GLYATL3, GPAT3, GPAT4, GPAM and 1 more

• 1,2-dihexadecanoyl-sn-glycerolReach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. 1-hexadecanoyl-sn-glycero-3-phosphate + hexadecanoyl-CoA = 1,2-dihexadecanoyl-sn-glycero-3-phosphate + CoA
  3. 1,2-dihexadecanoyl-sn-glycero-3-phosphate + H2O = 1,2-dihexadecanoyl-sn-glycerol + phosphate

  Catalysed by GLYATL3, AGPAT2, PLPP1, PLPP3 and 3 moreOne of 3 routes

• (12R)-hydroxy-(5Z,8Z,10E,14Z)-eicosatetraenoateReach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. gamma-L-glutamyl-L-cysteine + glycine + ATP = glutathione + ADP + phosphate + H(+)
  3. (12R)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoate + 2 glutathione = (12R)-hydroxy-(5Z,8Z,10E,14Z)-eicosatetraenoate + glutathione disulfide + H2O

  Catalysed by GLYATL3, GSS, GPX1, GPX2 and 1 more

• cholesteryl (9Z)-hexadecenoateReach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. hexadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-hexadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  3. (9Z)-hexadecenoyl-CoA + cholesterol = cholesteryl (9Z)-hexadecenoate + CoA

  Catalysed by GLYATL3, SCD, SCD5, SOAT1

• (5Z)-tetradecenoyl-CoAReach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. long-chain-fatty-acid-CoA ligase (physeteric acid)

  Catalysed by GLYATL3, BAAT, SLC27A2, ACSL4 and 6 moreperoxisome, cytosolOne of 8 routes

• beta-D-glucosyl-(1<->1')-N-hexadecanoylsphing-4-enineReach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. sphing-4-enine + hexadecanoyl-CoA = N-hexadecanoylsphing-4-enine + CoA + H(+)
  3. beta-D-glucosyl-(1<->1')-N-hexadecanoylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + N-hexadecanoylsphing-4-enine

  Catalysed by GLYATL3, CERS6, TLCD3B, CERS5 and 2 more

• (3E)-decenoyl-CoAReach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. Fatty Acid Beta Oxidation (C12:1->C10:1), Mitochondrial

  Catalysed by GLYATL3, BAAT, ACADM, ECHS1 and 2 moreperoxisome, mitochondrial matrix

• N,1,2-tri-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamineReach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. 2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + hexadecanoyl-CoA = 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + CoA
  3. 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine = N,1,2-tri-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + 1-hexadecanoyl-sn-glycero-3-phosphocholine + H(+)

  Catalysed by GLYATL3, LPGAT1, PLAAT5

• N-octadecanoyl-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamineReach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. 1-octadecanoyl-sn-glycero-3-phosphocholine + hexadecanoyl-CoA = 1-octadecanoyl-2-hexadecanoyl-sn-glycero-3-phosphocholine + CoA
  3. 1-octadecanoyl-2-hexadecanoyl-sn-glycero-3-phosphocholine + 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine = N-octadecanoyl-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + 2-hexadecanoyl-sn-glycero-3-phosphocholine + H(+)

  Catalysed by GLYATL3, LPCAT3, LPCAT1, PLA2G4E

• (2R,6)-dimethylheptanoyl-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(R),8-dimethyl-nonanoyl-CoA)

  Catalysed by GLYATL3, BAAT, HADHA, ACAA2 and 1 moreperoxisome, mitochondrial matrix

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

  Catalysed by GLYATL3, SLC7A5, GLYATL1B, GLYATL1extracellular space, cytosol

• (7Z)-hexadecenoyl-CoAReach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. long-chain-fatty-acid-CoA ligase (7-palmitoleic acid)

  Catalysed by GLYATL3, BAAT, SLC27A2, ACSL4 and 6 moreperoxisome, cytosolOne of 8 routes

• 3-methylmalateReach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. glycine + 2-oxoglutarate = glyoxylate + L-glutamate
  3. propanoyl-CoA + glyoxylate + H2O = 3-methylmalate + CoA + H(+)

  Catalysed by GLYATL3, AADAT, CLYBL

• tricosanoyl-CoAReach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. long-chain-fatty-acid-CoA ligase (tricosanoic acid)

  Catalysed by GLYATL3, BAAT, SLC27A2, ACSL4 and 6 moreperoxisome, cytosolOne of 4 routes

• (5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. gamma-L-glutamyl-L-cysteine + glycine + ATP = glutathione + ADP + phosphate + H(+)
  3. (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + 2 glutathione = (5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + glutathione disulfide + H2O

  Catalysed by GLYATL3, GSS, PTGES, MGST3 and 4 more

• (12S)-hydroxy-(5Z,8Z,10E,14Z)-eicosatetraenoateReach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. gamma-L-glutamyl-L-cysteine + glycine + ATP = glutathione + ADP + phosphate + H(+)
  3. (12S)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoate + 2 glutathione = (12S)-hydroxy-(5Z,8Z,10E,14Z)-eicosatetraenoate + glutathione disulfide + H2O

  Catalysed by GLYATL3, GSS, GPX1, GPX4

• thromboxane B2Reach 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 thromboxane B2 (cytosol to extracellular)

  Catalysed by GLYATL3, GSS, SLCO1B1cytosol, extracellular spaceOne of 2 routes

• an S-substituted glutathioneReach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. gamma-L-glutamyl-L-cysteine + glycine + ATP = glutathione + ADP + phosphate + H(+)
  3. RX + glutathione = an S-substituted glutathione + a halide anion + H(+)

  Catalysed by GLYATL3, GSS, GSTT4, GSTA4 and 21 moreOne of 2 routes

• (13S)-hydroxy-(9Z,11E)-octadecadienoateReach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. gamma-L-glutamyl-L-cysteine + glycine + ATP = glutathione + ADP + phosphate + H(+)
  3. (13S)-hydroperoxy-(9Z,11E)-octadecadienoate + 2 glutathione = (13S)-hydroxy-(9Z,11E)-octadecadienoate + glutathione disulfide + H2O

  Catalysed by GLYATL3, GSS, GPX1, GSTA1 and 2 more

• taurochenodeoxycholateReach from here →
  1. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  2. gamma-L-glutamyl-L-cysteine:glycine ligase (ADP-forming)
  3. solute carrier organic anion transporter (GSH)

  Catalysed by GLYATL3, GSS, SLCO1A2, SLC7A9 and 1 morecytosol, extracellular spaceOne of 3 routes