2,3-didehydrophenylalanine

Three steps

• glycolithocholic acidReach from here →
  1. glycyldehydrophenylalanine + H2O = 2,3-didehydrophenylalanine + glycine
  2. glycyldehydrophenylalanine + H2O = 2,3-didehydrophenylalanine + glycine
  3. bile acid-CoA:amino acid N-acyltransferase (glycine)

  Catalysed by DPEP1, BAATcytosolOne of 2 routes

• L-2-amino-3-oxobutanoic acidReach from here →
  1. glycyldehydrophenylalanine + H2O = 2,3-didehydrophenylalanine + glycine
  2. glycyldehydrophenylalanine + H2O = 2,3-didehydrophenylalanine + glycine
  3. Acetyl-CoA:glycine C-acetyltransferase

  Catalysed by DPEP1, GCATmitochondrial matrix

• L-ornithineReach from here →
  1. glycyldehydrophenylalanine + H2O = 2,3-didehydrophenylalanine + glycine
  2. glycyldehydrophenylalanine + H2O = 2,3-didehydrophenylalanine + glycine
  3. L-Arginine:glycine amidinotransferase

  Catalysed by DPEP1, GATMcytosolOne of 5 routes

• S(8)-aminomethyldihydrolipoamideReach from here →
  1. glycyldehydrophenylalanine + H2O = 2,3-didehydrophenylalanine + glycine
  2. glycyldehydrophenylalanine + H2O = 2,3-didehydrophenylalanine + glycine
  3. dihydrolipoyl dehydrogenase ([protein]-N6-(lipoyl)lysine)

  Catalysed by DPEP1, GLDC, GCSHmitochondrial matrix

• sarcosineReach from here →
  1. glycyldehydrophenylalanine + H2O = 2,3-didehydrophenylalanine + glycine
  2. glycyldehydrophenylalanine + H2O = 2,3-didehydrophenylalanine + glycine
  3. sarcosine + O2 + H2O = formaldehyde + glycine + H2O2

  Catalysed by DPEP1, PIPOXOne of 2 routes

• (6S)-5,6,7,8-tetrahydrofolateReach from here →
  1. glycyldehydrophenylalanine + H2O = 2,3-didehydrophenylalanine + glycine
  2. glycyldehydrophenylalanine + H2O = 2,3-didehydrophenylalanine + glycine
  3. (6R)-5,10-methylene-5,6,7,8-tetrahydrofolate + glycine + H2O = (6S)-5,6,7,8-tetrahydrofolate + L-serine

  Catalysed by DPEP1, SHMT1, SHMT2

• an N-acylglycineReach from here →
  1. glycyldehydrophenylalanine + H2O = 2,3-didehydrophenylalanine + glycine
  2. glycyldehydrophenylalanine + H2O = 2,3-didehydrophenylalanine + glycine
  3. an acyl-CoA + glycine = an N-acylglycine + CoA + H(+)

  Catalysed by DPEP1, GLYATL3, GLYAT, GLYATL2

• guanidinoacetateReach from here →
  1. glycyldehydrophenylalanine + H2O = 2,3-didehydrophenylalanine + glycine
  2. glycyldehydrophenylalanine + H2O = 2,3-didehydrophenylalanine + glycine
  3. L-Arginine:glycine amidinotransferase

  Catalysed by DPEP1, GATMcytosolOne of 2 routes

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

  Catalysed by DPEP1, SLC7A5extracellular space, cytosolOne of 5 routes

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

  Catalysed by DPEP1, SLC7A5extracellular space, cytosolOne of 5 routes

• glutathioneReach from here →
  1. glycyldehydrophenylalanine + H2O = 2,3-didehydrophenylalanine + glycine
  2. glycyldehydrophenylalanine + H2O = 2,3-didehydrophenylalanine + glycine
  3. gamma-L-glutamyl-L-cysteine + glycine + ATP = glutathione + ADP + phosphate + H(+)

  Catalysed by DPEP1, GSS

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

  Catalysed by DPEP1, SLC3A2, SLC7A5, SLC7A10extracellular space, cytosolOne of 6 routes

• leukotriene C4Reach from here →
  1. glycyldehydrophenylalanine + H2O = 2,3-didehydrophenylalanine + glycine
  2. glycyldehydrophenylalanine + H2O = 2,3-didehydrophenylalanine + glycine
  3. leukotriene C4 hydrolysis

  Catalysed by DPEP1cytosol

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

  Catalysed by DPEP1extracellular space, cytosolOne of 4 routes

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

  Catalysed by DPEP1, SLC7A5extracellular space, cytosolOne of 7 routes

• L-tyrosineReach from here →
  1. glycyldehydrophenylalanine + H2O = 2,3-didehydrophenylalanine + glycine
  2. glycyldehydrophenylalanine + H2O = 2,3-didehydrophenylalanine + glycine
  3. L-tyrosine + glyoxylate = 3-(4-hydroxyphenyl)pyruvate + glycine

  Catalysed by DPEP1, AADAT

• N(omega),N(omega)-dimethyl-L-arginineReach from here →
  1. glycyldehydrophenylalanine + H2O = 2,3-didehydrophenylalanine + glycine
  2. glycyldehydrophenylalanine + H2O = 2,3-didehydrophenylalanine + glycine
  3. N(omega),N(omega)-dimethyl-L-arginine + glyoxylate = 5-(3,3-dimethylguanidino)-2-oxopentanoate + glycine

  Catalysed by DPEP1, AGXT2

• N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycineReach from here →
  1. glycyldehydrophenylalanine + H2O = 2,3-didehydrophenylalanine + glycine
  2. glycyldehydrophenylalanine + H2O = 2,3-didehydrophenylalanine + glycine
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + glycine = N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + CoA + H(+)

  Catalysed by DPEP1, GLYATL2One of 2 routes

• N-benzoylglycineReach from here →
  1. glycyldehydrophenylalanine + H2O = 2,3-didehydrophenylalanine + glycine
  2. glycyldehydrophenylalanine + H2O = 2,3-didehydrophenylalanine + glycine
  3. Hippurate (Benzoylglycinate) Formation

  Catalysed by DPEP1mitochondrial matrixOne of 2 routes

• (2S)-2-aminobutanoateReach from here →
  1. glycyldehydrophenylalanine + H2O = 2,3-didehydrophenylalanine + glycine
  2. glycyldehydrophenylalanine + H2O = 2,3-didehydrophenylalanine + glycine
  3. (2S)-2-aminobutanoate + glyoxylate = 2-oxobutanoate + glycine

  Catalysed by DPEP1, AGXT2

• glycodeoxycholateReach from here →
  1. glycyldehydrophenylalanine + H2O = 2,3-didehydrophenylalanine + glycine
  2. glycyldehydrophenylalanine + H2O = 2,3-didehydrophenylalanine + glycine
  3. Glycodeoxycholate amidohydrolase

  Catalysed by DPEP1cytosolOne of 2 routes

• N-tetradecanoylglycineReach from here →
  1. glycyldehydrophenylalanine + H2O = 2,3-didehydrophenylalanine + glycine
  2. glycyldehydrophenylalanine + H2O = 2,3-didehydrophenylalanine + glycine
  3. tetradecanoyl-CoA + glycine = N-tetradecanoylglycine + CoA + H(+)

  Catalysed by DPEP1, GLYATL2

• N-eicosanoylglycinateReach from here →
  1. glycyldehydrophenylalanine + H2O = 2,3-didehydrophenylalanine + glycine
  2. glycyldehydrophenylalanine + H2O = 2,3-didehydrophenylalanine + glycine
  3. eicosanoyl-CoA + glycine = N-eicosanoylglycinate + CoA + H(+)

  Catalysed by DPEP1, BAAT

• N-docosanoylglycineReach from here →
  1. glycyldehydrophenylalanine + H2O = 2,3-didehydrophenylalanine + glycine
  2. glycyldehydrophenylalanine + H2O = 2,3-didehydrophenylalanine + glycine
  3. docosanoyl-CoA + glycine = N-docosanoylglycine + CoA + H(+)

  Catalysed by DPEP1, BAAT

• N-hexacosanoylglycineReach from here →
  1. glycyldehydrophenylalanine + H2O = 2,3-didehydrophenylalanine + glycine
  2. glycyldehydrophenylalanine + H2O = 2,3-didehydrophenylalanine + glycine
  3. hexacosanoyl-CoA + glycine = N-hexacosanoylglycine + CoA + H(+)

  Catalysed by DPEP1, BAAT