N-dodecanoyl-(2S)-hydroxyglycine

Three steps

• 1'-[1,2-diacyl-sn-glycero-3-phospho],3'-[1-acyl,2-dodecanoyl-sn-glycero-3-phospho]-glycerolReach from here →
  1. N-dodecanoylglycine + 2 L-ascorbate + O2 = N-dodecanoyl-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O
  2. dodecanoyl-CoA + glycine = N-dodecanoylglycine + CoA + H(+)
  3. 1'-[1,2-diacyl-sn-glycero-3-phospho],3'-[1-acyl-sn-glycero-3-phospho]-glycerol + dodecanoyl-CoA = 1'-[1,2-diacyl-sn-glycero-3-phospho],3'-[1-acyl,2-dodecanoyl-sn-glycero-3-phospho]-glycerol + CoA

  Catalysed by PAM, GLYATL2, LCLAT1

• 1-dodecanoyl-2-(9Z-octadecenoyl)-glycerolReach from here →
  1. N-dodecanoylglycine + 2 L-ascorbate + O2 = N-dodecanoyl-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O
  2. dodecanoyl-CoA + glycine = N-dodecanoylglycine + CoA + H(+)
  3. 2-(9Z-octadecenoyl)-glycerol + dodecanoyl-CoA = 1-dodecanoyl-2-(9Z-octadecenoyl)-glycerol + CoA

  Catalysed by PAM, GLYATL2, MOGAT2, MOGAT1

• 2-iminobutanoateReach from here →
  1. N-dodecanoyl-(2S)-hydroxyglycine = dodecanamide + glyoxylate
  2. (2S)-2-aminobutanoate + glyoxylate = 2-oxobutanoate + glycine
  3. 2-iminobutanoate + H2O = 2-oxobutanoate + NH4(+)

  Catalysed by PAM, AGXT2, RIDA

• 1-(9Z-octadecenoyl)-2-dodecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol)Reach from here →
  1. N-dodecanoylglycine + 2 L-ascorbate + O2 = N-dodecanoyl-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O
  2. dodecanoyl-CoA + glycine = N-dodecanoylglycine + CoA + H(+)
  3. 1-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol) + dodecanoyl-CoA = 1-(9Z-octadecenoyl)-2-dodecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol) + CoA

  Catalysed by PAM, GLYATL2, LPGAT1

• 1-hexadecanoyl-2-dodecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol)Reach from here →
  1. N-dodecanoylglycine + 2 L-ascorbate + O2 = N-dodecanoyl-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O
  2. dodecanoyl-CoA + glycine = N-dodecanoylglycine + CoA + H(+)
  3. 1-hexadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol) + dodecanoyl-CoA = 1-hexadecanoyl-2-dodecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol) + CoA

  Catalysed by PAM, GLYATL2, LPGAT1

• O-dodecanoyl-R-carnitineReach from here →
  1. N-dodecanoylglycine + 2 L-ascorbate + O2 = N-dodecanoyl-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O
  2. dodecanoyl-CoA + glycine = N-dodecanoylglycine + CoA + H(+)
  3. carnitine O-palmitoyltransferase (dodecanoylcarnitine)

  Catalysed by PAM, GLYATL2, CPT1A, CPT1C and 1 morecytosolOne of 4 routes

• 3-phenyllactateReach from here →
  1. N-dodecanoyl-(2S)-hydroxyglycine = dodecanamide + glyoxylate
  2. glyoxylate + L-phenylalanine = 3-phenylpyruvate + glycine
  3. Formation of Phenyl-Lactate

  Catalysed by PAM, AADATcytosol

• glycodeoxycholateReach from here →
  1. N-dodecanoylglycine + 2 L-ascorbate + O2 = N-dodecanoyl-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O
  2. dodecanoyl-CoA + glycine = N-dodecanoylglycine + CoA + H(+)
  3. Glycodeoxycholate amidohydrolase

  Catalysed by PAM, GLYATL2cytosolOne of 2 routes

• N-tetradecanoylglycineReach from here →
  1. N-dodecanoylglycine + 2 L-ascorbate + O2 = N-dodecanoyl-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O
  2. N-dodecanoylglycine + 2 L-ascorbate + O2 = N-dodecanoyl-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O
  3. N-tetradecanoylglycine + 2 L-ascorbate + O2 = N-tetradecanoyl-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O

  Catalysed by PAMOne of 3 routes

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

  Catalysed by PAM, GLYATL2, BAAT

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

  Catalysed by PAM, GLYATL2, BAAT

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

  Catalysed by PAM, GLYATL2, BAAT

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

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