N-(9Z-octadecenoyl)-(2S)-hydroxyglycine

Three steps

• glycodeoxycholateReach from here →
  1. N-(9Z-octadecenoyl)glycine + 2 L-ascorbate + O2 = N-(9Z-octadecenoyl)-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O
  2. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  3. Glycodeoxycholate amidohydrolase

  Catalysed by PAM, FAAH, PM20D1cytosolOne of 2 routes

• N-tetradecanoylglycineReach from here →
  1. N-(9Z-octadecenoyl)glycine + 2 L-ascorbate + O2 = N-(9Z-octadecenoyl)-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O
  2. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  3. tetradecanoyl-CoA + glycine = N-tetradecanoylglycine + CoA + H(+)

  Catalysed by PAM, FAAH, PM20D1, GLYATL2One of 3 routes

• N-eicosanoylglycinateReach from here →
  1. N-(9Z-octadecenoyl)glycine + 2 L-ascorbate + O2 = N-(9Z-octadecenoyl)-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O
  2. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  3. eicosanoyl-CoA + glycine = N-eicosanoylglycinate + CoA + H(+)

  Catalysed by PAM, FAAH, PM20D1, BAAT

• N-docosanoylglycineReach from here →
  1. N-(9Z-octadecenoyl)glycine + 2 L-ascorbate + O2 = N-(9Z-octadecenoyl)-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O
  2. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  3. docosanoyl-CoA + glycine = N-docosanoylglycine + CoA + H(+)

  Catalysed by PAM, FAAH, PM20D1, BAAT

• N-hexacosanoylglycineReach from here →
  1. N-(9Z-octadecenoyl)glycine + 2 L-ascorbate + O2 = N-(9Z-octadecenoyl)-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O
  2. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  3. hexacosanoyl-CoA + glycine = N-hexacosanoylglycine + CoA + H(+)

  Catalysed by PAM, FAAH, PM20D1, BAAT

• 2-(1-hydroxyethyl)thiamine diphosphateReach from here →
  1. N-(9Z-octadecenoyl)-(2S)-hydroxyglycine = (9Z)-octadecenamide + glyoxylate
  2. glyoxylate + L-alanine = glycine + pyruvate
  3. pyruvate:thiamin diphosphate acetaldehydetransferase (decarboxylating)

  Catalysed by PAM, AGXT, AGXT2, PDHA1 and 2 moremitochondrial matrix