N-(9Z-octadecenoyl)-L-leucine

Three steps

• epsilon-(gamma-L-glutamyl)-L-lysineReach from here →
  1. N-(9Z-octadecenoyl)-L-leucine + H2O = L-leucine + (9Z)-octadecenoate
  2. L-lysine(in) + L-leucine(out) + Na(+)(out) = L-lysine(out) + L-leucine(in) + Na(+)(in)
  3. epsilon-(gamma-L-glutamyl)-L-lysine = 5-oxo-L-proline + L-lysine

  Catalysed by PM20D1, SLC7A7, GGACTinner side of the membrane, outer side of the membrane

• N-(9Z-octadecenoyl)glycineReach from here →
  1. N-(9Z-octadecenoyl)-L-leucine + H2O = L-leucine + (9Z)-octadecenoate
  2. (9Z)-octadecenoate + ATP + CoA = (9Z)-octadecenoyl-CoA + AMP + diphosphate
  3. (9Z)-octadecenoyl-CoA + glycine = N-(9Z-octadecenoyl)glycine + CoA + H(+)

  Catalysed by PM20D1, SLC27A2, ACSL3, ACSL1 and 7 moreOne of 2 routes

• N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanineReach from here →
  1. N-(9Z-octadecenoyl)-L-leucine + H2O = L-leucine + (9Z)-octadecenoate
  2. transport of leucine and phenylalanine (cytosol to extracellular)
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O

  Catalysed by PM20D1, SLC7A5extracellular space, cytosol

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

  Catalysed by PM20D1, SLC7A5, GLYATL2extracellular space, cytosol

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

  Catalysed by PM20D1, SLC7A5, GLYATL2extracellular space, cytosol

• 9-(9Z-octadecenoyloxy)-octadecanoateReach from here →
  1. N-(9Z-octadecenoyl)-L-leucine + H2O = L-leucine + (9Z)-octadecenoate
  2. 1,2-di-(9Z-octadecenoyl)-glycerol + (9Z)-octadecenoate + H(+) = 1,2,3-tri-(9Z-octadecenoyl)-glycerol + H2O
  3. 1,2,3-tri-(9Z-octadecenoyl)-glycerol + 9-hydroxy-octadecanoate = 9-(9Z-octadecenoyloxy)-octadecanoate + 2,3-di-(9Z)-octadecenoyl-sn-glycerol

  Catalysed by PM20D1, DGAT1, LIPA, PNPLA4 and 2 more

• 1-O-(9Z-octadecenyl)-2,3-di-(9Z-octadecenoyl)glycerolReach from here →
  1. N-(9Z-octadecenoyl)-L-leucine + H2O = L-leucine + (9Z)-octadecenoate
  2. (9Z)-octadecenoate + ATP + CoA = (9Z)-octadecenoyl-CoA + AMP + diphosphate
  3. 1-O-(9Z-octadecyl)-3-(9Z-octadecenoyl)-glycerol + (9Z)-octadecenoyl-CoA = 1-O-(9Z-octadecenyl)-2,3-di-(9Z-octadecenoyl)glycerol + CoA

  Catalysed by PM20D1, SLC27A2, ACSL3, ACSL1 and 8 more

• beta-D-glucosyl-N-(9Z-octadecenoyl)-sphing-4E-enineReach from here →
  1. N-(9Z-octadecenoyl)-L-leucine + H2O = L-leucine + (9Z)-octadecenoate
  2. N-(9Z-octadecenoyl)-sphing-4-enine + H2O = sphing-4-enine + (9Z)-octadecenoate
  3. beta-D-glucosyl-N-(9Z-octadecenoyl)-sphing-4E-enine + cholesterol = N-(9Z-octadecenoyl)-sphing-4-enine + cholesteryl 3-beta-D-glucoside

  Catalysed by PM20D1, ASAH1, ACER2, ACER1 and 4 more

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

  Catalysed by PM20D1, SLC7A5, GLYATL3extracellular space, cytosol

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

  Catalysed by PM20D1, SLC7A5, GLYATL2extracellular space, cytosol

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

  Catalysed by PM20D1, SLC7A5, GLYATL2extracellular space, cytosol

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

  Catalysed by PM20D1, SLC7A5, GLYATL2extracellular space, cytosol

• D-histidineReach from here →
  1. N-(9Z-octadecenoyl)-L-leucine + H2O = L-leucine + (9Z)-octadecenoate
  2. transport of leucine and ornithine (cytosol to extracellular)
  3. D-histidine(in) + L-ornithine(out) + H(+)(in) = D-histidine(out) + L-ornithine(in) + H(+)(out)

  Catalysed by PM20D1, SLC7A6, SLC25A2extracellular space, cytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• L-homoarginineReach from here →
  1. N-(9Z-octadecenoyl)-L-leucine + H2O = L-leucine + (9Z)-octadecenoate
  2. transport of arginine and leucine (cytosol to extracellular)
  3. L-homoarginine(in) + L-arginine(out) = L-homoarginine(out) + L-arginine(in)

  Catalysed by PM20D1, SLC3A2, SLC7A6, SLC7A7 and 1 moreextracellular space, cytosol, inner side of the membrane, outer side of the membraneOne of 4 routes

• L-homocarnosineReach from here →
  1. N-(9Z-octadecenoyl)-L-leucine + H2O = L-leucine + (9Z)-octadecenoate
  2. transport of histidine and leucine (cytosol to extracellular)
  3. Formation of homocarnosine

  Catalysed by PM20D1, SLC7A6, CARNS1extracellular space, cytosol

• N(1)-(5-phospho-beta-D-ribosyl)glycinamideReach from here →
  1. N-(9Z-octadecenoyl)-L-leucine + H2O = L-leucine + (9Z)-octadecenoate
  2. transport of glycine and leucine (cytosol to extracellular)
  3. 5-phospho-beta-D-ribosylamine + glycine + ATP = N(1)-(5-phospho-beta-D-ribosyl)glycinamide + ADP + phosphate + H(+)

  Catalysed by PM20D1, SLC7A5, GARTextracellular space, cytosol

• L-cystine-bis-glycineReach from here →
  1. N-(9Z-octadecenoyl)-L-leucine + H2O = L-leucine + (9Z)-octadecenoate
  2. transport of glycine and leucine (cytosol to extracellular)
  3. L-cystine-bis-glycine + 2 H2O = L-cystine + 2 glycine

  Catalysed by PM20D1, SLC7A5, DPEP1, DPEP2extracellular space, cytosolOne of 2 routes

• glycyldehydrophenylalanineReach from here →
  1. N-(9Z-octadecenoyl)-L-leucine + H2O = L-leucine + (9Z)-octadecenoate
  2. transport of glycine and leucine (cytosol to extracellular)
  3. glycyldehydrophenylalanine + H2O = 2,3-didehydrophenylalanine + glycine

  Catalysed by PM20D1, SLC7A5, DPEP1extracellular space, cytosol

• 2-formamido-N(1)-(5-O-phospho-beta-D-ribosyl)acetamidineReach from here →
  1. N-(9Z-octadecenoyl)-L-leucine + H2O = L-leucine + (9Z)-octadecenoate
  2. transport of glutamine and leucine (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 PM20D1, SLC7A5, PFASextracellular space, cytosol

• kinetensin-(1-8)Reach from here →
  1. N-(9Z-octadecenoyl)-L-leucine + H2O = L-leucine + (9Z)-octadecenoate
  2. Chymase
  3. kinetensin + H2O = kinetensin-(1-8) + L-leucine

  Catalysed by PM20D1, CMA1, ACE2extracellular space

• an N-(fatty acyl)-glycineReach from here →
  1. N-(9Z-octadecenoyl)-L-leucine + H2O = L-leucine + (9Z)-octadecenoate
  2. transport of glycine and leucine (cytosol to extracellular)
  3. a fatty acyl-CoA + glycine = an N-(fatty acyl)-glycine + CoA + H(+)

  Catalysed by PM20D1, SLC7A5, GLYATL2extracellular space, cytosol

• N-(9Z,12Z-octadecadienoyl)-glycineReach from here →
  1. N-(9Z-octadecenoyl)-L-leucine + H2O = L-leucine + (9Z)-octadecenoate
  2. transport of glycine and leucine (cytosol to extracellular)
  3. (9Z,12Z)-octadecadienoyl-CoA + glycine = N-(9Z,12Z-octadecadienoyl)-glycine + CoA + H(+)

  Catalysed by PM20D1, SLC7A5, GLYATL2extracellular space, cytosol

• (7Z)-octadecenoyl-CoAReach from here →
  1. N-(9Z-octadecenoyl)-L-leucine + H2O = L-leucine + (9Z)-octadecenoate
  2. Acetylation of Leucine
  3. carnitine O-palmitoyltransferase ((7Z)-octadecenoyl-CoA)

  Catalysed by PM20D1, CPT1A, CPT1C, CPT1Bmitochondrial matrix, cytosolOne of 3 routes

• acetaldehydeReach from here →
  1. N-(9Z-octadecenoyl)-L-leucine + H2O = L-leucine + (9Z)-octadecenoate
  2. transport of leucine and threonine (cytosol to extracellular)
  3. L-threonine acetaldehyde-lyase (glycine-forming)

  Catalysed by PM20D1, SLC7A5extracellular space, cytosol

• CHEBI:15345Reach from here →
  1. N-(9Z-octadecenoyl)-L-leucine + H2O = L-leucine + (9Z)-octadecenoate
  2. Acetylation of Leucine
  3. Acetoacetate:CoA ligase (AMP-forming)

  Catalysed by PM20D1, AACSmitochondrial matrix, cytosolOne of 2 routes

• cholineReach from here →
  1. N-(9Z-octadecenoyl)-L-leucine + H2O = L-leucine + (9Z)-octadecenoate
  2. transport of chloride and leucine (cytosol to extracellular)
  3. transport of chloride and choline (cytosol to extracellular)

  Catalysed by PM20D1, SLC6A14, SLC5A7extracellular space, cytosolOne of 2 routes

• pyruvateReach from here →
  1. N-(9Z-octadecenoyl)-L-leucine + H2O = L-leucine + (9Z)-octadecenoate
  2. transport of alanine and leucine (cytosol to extracellular)
  3. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase

  Catalysed by PM20D1, SLC7A5, AGXT2extracellular space, cytosol, mitochondrial matrixOne of 17 routes

• 4a-hydroxytetrahydrobiopterinReach from here →
  1. N-(9Z-octadecenoyl)-L-leucine + H2O = L-leucine + (9Z)-octadecenoate
  2. transport of leucine and tryptophan (cytosol to extracellular)
  3. L-tryptophan,tetrahydrobiopterin:oxygen oxidoreductase(5-hydroxylating)

  Catalysed by PM20D1, SLC7A5, TPH1, TPH2extracellular space, cytosolOne of 3 routes

• CHEBI:15380Reach from here →
  1. N-(9Z-octadecenoyl)-L-leucine + H2O = L-leucine + (9Z)-octadecenoate
  2. Acetylation of Leucine
  3. 5-aminolevulinate synthase (2-amino-3-oxoadipate)

  Catalysed by PM20D1, ALAS1, CPNE7mitochondrial matrixOne of 8 routes

• CHEBI:15477Reach from here →
  1. N-(9Z-octadecenoyl)-L-leucine + H2O = L-leucine + (9Z)-octadecenoate
  2. Acetylation of Leucine
  3. glycine N-acyltransferase (2-methylbutyryl-CoA)

  Catalysed by PM20D1, GLYAT, GLYATL2, GLYATL1mitochondrial matrixOne of 2 routes

• 2-methylcrotonoyl-CoAReach from here →
  1. N-(9Z-octadecenoyl)-L-leucine + H2O = L-leucine + (9Z)-octadecenoate
  2. Acetylation of Leucine
  3. Production of Tiglylcarnitine

  Catalysed by PM20D1, CPT1A, CPT1Bmitochondrial matrix, cytosolOne of 2 routes

• isobutyryl-CoAReach from here →
  1. N-(9Z-octadecenoyl)-L-leucine + H2O = L-leucine + (9Z)-octadecenoate
  2. Acetylation of Leucine
  3. acetyl-CoA C-acyltransferase (3-oxo-4-methyl-pentanoyl-CoA)

  Catalysed by PM20D1, HADHA, ACAA2, HADHBmitochondrial matrixOne of 3 routes

• 3-methylbut-2-enoyl-CoAReach from here →
  1. N-(9Z-octadecenoyl)-L-leucine + H2O = L-leucine + (9Z)-octadecenoate
  2. Acetylation of Leucine
  3. glycine-N-acyltransferase (3-methylcrotonoylglycine)

  Catalysed by PM20D1, GLYATmitochondrial matrix

• isovaleryl-CoAReach from here →
  1. N-(9Z-octadecenoyl)-L-leucine + H2O = L-leucine + (9Z)-octadecenoate
  2. Acetylation of Leucine
  3. glycine N-acyltransferase (isovalerylglycine)

  Catalysed by PM20D1, GLYAT, GLYATL2, GLYATL1mitochondrial matrixOne of 3 routes

• arachidonoyl-CoAReach from here →
  1. N-(9Z-octadecenoyl)-L-leucine + H2O = L-leucine + (9Z)-octadecenoate
  2. Acetylation of Leucine
  3. Arachidonate:CoA ligase (AMP-forming)

  Catalysed by PM20D1, SLC27A2, ACSL4, ACSL3 and 5 moremitochondrial matrix, cytosolOne of 11 routes

• CHEBI:15519Reach from here →
  1. N-(9Z-octadecenoyl)-L-leucine + H2O = L-leucine + (9Z)-octadecenoate
  2. Acetylation of Leucine
  3. propanoyl-CoA C-acyltransferase

  Catalysed by PM20D1, ACAA1, SCP2, MYO5Bmitochondrial matrix, peroxisomeOne of 2 routes

• palmitoyl-CoAReach from here →
  1. N-(9Z-octadecenoyl)-L-leucine + H2O = L-leucine + (9Z)-octadecenoate
  2. Acetylation of Leucine
  3. Palmitate:CoA ligase (AMP-forming)

  Catalysed by PM20D1, SLC27A2, ACSL4, ACSL3 and 5 moremitochondrial matrix, cytosolOne of 11 routes

• phenylacetyl-CoAReach from here →
  1. N-(9Z-octadecenoyl)-L-leucine + H2O = L-leucine + (9Z)-octadecenoate
  2. Acetylation of Leucine
  3. Phenylacetate:CoA ligase

  Catalysed by PM20D1mitochondrial matrix, cytosolOne of 3 routes

• propionyl-CoAReach from here →
  1. N-(9Z-octadecenoyl)-L-leucine + H2O = L-leucine + (9Z)-octadecenoate
  2. Utilized Transport
  3. Active Transport

  Catalysed by PM20D1endoplasmic reticulum, cytosol, mitochondrial matrixOne of 45 routes

• CHEBI:15570Reach from here →
  1. N-(9Z-octadecenoyl)-L-leucine + H2O = L-leucine + (9Z)-octadecenoate
  2. transport of glycine and leucine (cytosol to extracellular)
  3. transport of D-alanine and glycine (cytosol to extracellular)

  Catalysed by PM20D1, SLC7A5, SLC3A2, SLC7A10extracellular space, cytosolOne of 5 routes

• CHEBI:15611Reach from here →
  1. N-(9Z-octadecenoyl)-L-leucine + H2O = L-leucine + (9Z)-octadecenoate
  2. transport of glycine and leucine (cytosol to extracellular)
  3. S-Adenosyl-L-methionine:glycine N-methyltransferase

  Catalysed by PM20D1, SLC7A5, GNMTextracellular space, cytosol

• 1-(10Z-heptadecenoyl)-2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamineReach from here →
  1. N-(9Z-octadecenoyl)-L-leucine + H2O = L-leucine + (9Z)-octadecenoate
  2. (9Z)-octadecenoate + ATP + CoA = (9Z)-octadecenoyl-CoA + AMP + diphosphate
  3. 1-(10Z-heptadecenoyl)-sn-glycero-3-phosphoethanolamine + (9Z)-octadecenoyl-CoA = 1-(10Z-heptadecenoyl)-2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + CoA

  Catalysed by PM20D1, SLC27A2, ACSL3, ACSL1 and 6 more

• (4aS,6R)-4a-hydroxy-L-erythro-5,6,7,8-tetrahydrobiopterinReach from here →
  1. N-(9Z-octadecenoyl)-L-leucine + H2O = L-leucine + (9Z)-octadecenoate
  2. transport of leucine and tryptophan (cytosol to extracellular)
  3. (6R)-L-erythro-5,6,7,8-tetrahydrobiopterin + L-tryptophan + O2 = 5-hydroxy-L-tryptophan + (4aS,6R)-4a-hydroxy-L-erythro-5,6,7,8-tetrahydrobiopterin

  Catalysed by PM20D1, SLC7A5, TPH1, TPH2extracellular space, cytosolOne of 2 routes

• CHEBI:15650Reach from here →
  1. N-(9Z-octadecenoyl)-L-leucine + H2O = L-leucine + (9Z)-octadecenoate
  2. Acetylation of Leucine
  3. N-acetyl-LTE4 to leukotriene E4 conversion

  Catalysed by PM20D1, ZDHHC11B, NAA10, ESCO2 and 29 moremitochondrial matrix, cytosolOne of 2 routes

• S-(9Z-octadecenoyl)-4'-phosphopantetheineReach from here →
  1. N-(9Z-octadecenoyl)-L-leucine + H2O = L-leucine + (9Z)-octadecenoate
  2. (9Z)-octadecenoate + ATP + CoA = (9Z)-octadecenoyl-CoA + AMP + diphosphate
  3. (9Z)-octadecenoyl-CoA + H2O = S-(9Z-octadecenoyl)-4'-phosphopantetheine + adenosine 3',5'-bisphosphate + 2 H(+)

  Catalysed by PM20D1, SLC27A2, ACSL3, ACSL1 and 6 more

• trimethylenediamineReach from here →
  1. N-(9Z-octadecenoyl)-L-leucine + H2O = L-leucine + (9Z)-octadecenoate
  2. transport of leucine and lysine (cytosol to extracellular)
  3. deoxyhypusine synthase (1,3-diaminopropane)

  Catalysed by PM20D1, SLC7A6, DHPSextracellular space, cytosol

• CHEBI:15727Reach from here →
  1. N-(9Z-octadecenoyl)-L-leucine + H2O = L-leucine + (9Z)-octadecenoate
  2. transport of histidine and leucine (cytosol to extracellular)
  3. L-histidine:beta-alanine ligase (ADP-forming)

  Catalysed by PM20D1, SLC7A6, CARNS1extracellular space, cytosolOne of 2 routes

• CHEBI:15746Reach from here →
  1. N-(9Z-octadecenoyl)-L-leucine + H2O = L-leucine + (9Z)-octadecenoate
  2. Acetylation of Leucine
  3. diamine N-acetyltransferase (N1-acetylspermine)

  Catalysed by PM20D1, SAT1, SAT2mitochondrial matrix, cytosolOne of 2 routes

• hexadecanoic acidReach from here →
  1. N-(9Z-octadecenoyl)-L-leucine + H2O = L-leucine + (9Z)-octadecenoate
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by PM20D1cytosol, extracellular spaceOne of 14 routes

• N-carbamoyl-L-aspartic acidReach from here →
  1. N-(9Z-octadecenoyl)-L-leucine + H2O = L-leucine + (9Z)-octadecenoate
  2. L-leucine(out) + L-aspartate(in) = L-leucine(in) + L-aspartate(out)
  3. carbamoyl-phosphate:L-aspartate carbamoyltransferase

  Catalysed by PM20D1, SLC7A13, CADinner side of the membrane, outer side of the membrane, cytosol