1-acyl-sn-glycerol 3-phosphate

Three steps

• propionic acidReach from here →
  1. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  2. Propanoate:CoA ligase (AMP-forming)
  3. Propanoyl-CoA hydrolase

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 9 moremitochondrial matrix, cytosolOne of 3 routes

• citric acidReach from here →
  1. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  2. ATP citrate lyase (citrate)
  3. acetyl-CoA:oxaloacetate C-acetyltransferase (thioester-hydrolysing)

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 7 moremitochondrial matrix, cytosolOne of 2 routes

• butyric acidReach from here →
  1. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  2. Butanoate:CoA ligase (AMP-forming)
  3. Butyryl-CoA hydrolase

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 12 moremitochondrial matrix, cytosol

• tetradecanoateReach from here →
  1. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  2. long-chain-fatty-acid-CoA ligase (myristic acid)
  3. Myristoyl-CoA hydrolase

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 18 moremitochondrial matrix, cytosolOne of 14 routes

• (9Z)-octadecenoateReach from here →
  1. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  2. Carnitine O-Palmitoyltransferase
  3. Utilized Transport

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 8 moremitochondrial matrix, cytosol, endoplasmic reticulumOne of 16 routes

• adipic acidReach from here →
  1. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  2. Activation of adipic acid for Formation of Adipoyl Carnitine
  3. Thioesterification of adipoyl-CoA for Release into Cytosol

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 6 moremitochondrial matrix, cytosol, peroxisomeOne of 3 routes

• glutarateReach from here →
  1. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  2. Production of Glutaryl Carnitine
  3. glutaryl-CoA + H2O = glutarate + CoA + H(+)

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 10 moremitochondrial matrix, cytosolOne of 5 routes

• 4-hydroxy-2-oxoglutaric acidReach from here →
  1. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  2. ATP citrate lyase (citrate)
  3. D-aspartate:2-oxoglutarate aminotransferase

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 7 moremitochondrial matrix, cytosol

• docosan-1-olReach from here →
  1. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  2. long-chain-fatty-acid-CoA ligase (behenic acid)
  3. docosanoyl-CoA + 2 NADPH + 2 H(+) = docosan-1-ol + 2 NADP(+) + CoA

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 14 moremitochondrial matrix, cytosol

• hexacosanoateReach from here →
  1. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  2. long-chain-fatty-acid-CoA ligase (cerotic acid)
  3. Hexacosanoyl-CoA hydrolase

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 15 moremitochondrial matrix, cytosolOne of 14 routes

• tetracosanoateReach from here →
  1. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  2. long-chain-fatty-acid-CoA ligase (lignocerate)
  3. Tetracosenoyl-CoA hydrolase

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 15 moremitochondrial matrix, cytosolOne of 16 routes

• an N-acylsphinganineReach from here →
  1. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  2. acyl-CoA:sphingosine N-acyltransferase
  3. sphingosine N-acyltransferase (sphinganine)

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 15 moremitochondrial matrix, Golgi apparatus, cytosolOne of 3 routes

• an N-acyl-(4R)-4-hydroxysphinganineReach from here →
  1. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  2. Diacylglycerol Phosphate Kinase (Homo Sapiens)
  3. an N-acyl-(4R)-4-hydroxysphinganine + a 1,2-diacyl-sn-glycero-3-phosphocholine = an N-acyl-(4R)-4-hydroxysphinganine-phosphocholine + a 1,2-diacyl-sn-glycerol

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 9 moremitochondrial matrix, nucleus

• octadecan-1-olReach from here →
  1. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  2. long-chain-fatty-acid-CoA ligase (stearate)
  3. octadecanoyl-CoA + 2 NADPH + 2 H(+) = octadecan-1-ol + 2 NADP(+) + CoA

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 14 moremitochondrial matrix, cytosol

• eicosanoateReach from here →
  1. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  2. long-chain-fatty-acid-CoA ligase (eicosanoate)
  3. Eicosanoyl-CoA hydrolase

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 16 moremitochondrial matrix, cytosolOne of 16 routes

• (9Z)-hexadecenoateReach from here →
  1. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  2. Carnitine O-Palmitoyltransferase
  3. Utilized Transport

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 8 moremitochondrial matrix, cytosol, endoplasmic reticulumOne of 20 routes

• (15Z)-tetracosenoateReach from here →
  1. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  2. long-chain-fatty-acid-CoA ligase (nervonic acid)
  3. (15Z)-tetracosenoyl-CoA hydrolase

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 15 moremitochondrial matrix, cytosolOne of 13 routes

• (5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  2. Carnitine O-Palmitoyltransferase
  3. Utilized Transport

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 8 moremitochondrial matrix, cytosol, endoplasmic reticulumOne of 17 routes

• (11Z)-eicosenoateReach from here →
  1. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  2. long-chain-fatty-acid-CoA ligase (cis-gondoic acid)
  3. (11Z)-eicosenoyl-CoA hydrolase

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 16 moremitochondrial matrix, cytosolOne of 13 routes

• putrescineReach from here →
  1. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  2. diamine N-acetyltransferase (N1-acetylspermidine)
  3. S-adenosyl 3-(methylsulfanyl)propylamine + putrescine = S-methyl-5'-thioadenosine + spermidine + H(+)

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 8 moremitochondrial matrix, cytosolOne of 3 routes

• 4-methylthio-2-oxobutanoic acidReach from here →
  1. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  2. N-acetylglutamate synthase (N-acetylmethionine)
  3. L-Methionine:oxygen oxidoreductase (deaminating)

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 7 moremitochondrial matrix, cytosol

• di-mu-sulfido-diiron(2+)Reach from here →
  1. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  2. N-acetylglutamate synthase (N-acetyl-L-cysteine)
  3. De novo synthesis of 2Fe2S

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 13 moremitochondrial matrix

• D-cysteineReach from here →
  1. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. D-cysteine(out) + L-alanine(in) = D-cysteine(in) + L-alanine(out)

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 6 moremitochondrial matrix, inner side of the membrane, outer side of the membraneOne of 2 routes

• D-serineReach from here →
  1. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. D-serine(out) + L-alanine(in) = D-serine(in) + L-alanine(out)

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 6 moremitochondrial matrix, inner side of the membrane, outer side of the membraneOne of 6 routes

• an acylcholineReach from here →
  1. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  2. Acetyl-CoA:choline O-acetyltransferase
  3. an acylcholine + H2O = a carboxylate + choline + H(+)

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 7 moremitochondrial matrix, nucleus

• 5-aminolevulinateReach from here →
  1. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. succinyl-CoA + glycine + H(+) = 5-aminolevulinate + CO2 + CoA

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 10 moremitochondrial matrix

• chenodeoxycholateReach from here →
  1. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  2. Propanoyl-CoA:acetyl-CoA C-acyltransferase
  3. chenodeoxycholoyl-CoA hydrolase

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 11 moremitochondrial matrix, peroxisomeOne of 3 routes

• glycochenodeoxycholateReach from here →
  1. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. chenodeoxycholoyl-CoA + glycine = glycochenodeoxycholate + CoA + H(+)

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 9 moremitochondrial matrix

• taurocholateReach from here →
  1. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  2. propanoyl-CoA C-acyltransferase
  3. Choloyl-CoA:glycine N-choloyltransferase

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 9 moremitochondrial matrix, peroxisomeOne of 5 routes

• taurodeoxycholateReach from here →
  1. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  2. cholate-CoA ligase (3alpha,12alpha-dihydroxy-5beta-cholanate)
  3. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 8 moremitochondrial matrix, cytosolOne of 4 routes

• glycochenodeoxycholic acidReach from here →
  1. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  2. Propanoyl-CoA:acetyl-CoA C-acyltransferase
  3. bile acid-CoA: amino acid N-acyltransferase

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 9 moremitochondrial matrix, peroxisomeOne of 5 routes

• cholesteryl hexadecanoateReach from here →
  1. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  2. Palmitate:CoA ligase (AMP-forming)
  3. Acyl-CoA:cholesterol O-acyltransferase

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 15 moremitochondrial matrix, cytosol, endoplasmic reticulum

• glyoxylateReach from here →
  1. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. glycine + 2-oxoglutarate = glyoxylate + L-glutamate

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 9 moremitochondrial matrixOne of 11 routes

• a 1-O-alkyl-2-acyl-sn-glycero-3-phosphocholineReach from here →
  1. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  2. acyl-CoA:sphingosine N-acyltransferase
  3. Acyl-CoA:1-alkyl-sn-glycero-3-phosphocholine O-acyltransferase

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 13 moremitochondrial matrix, Golgi apparatus, cytosol

• CHEBI:36882Reach from here →
  1. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  2. Itaconate:CoA ligase (GDP-forming)
  3. (3S)-citramalyl-CoA hydro-lyase (itaconyl-CoA-forming)

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 9 moremitochondrial matrix

• 3-hydroxyisovaleric acidReach from here →
  1. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  2. (3-Hydroxyisovalerylcoa->3-Hydroxyisovalerylcarnitine)
  3. Formation of 3-Hydroxy-Isovalerate

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 7 moremitochondrial matrix, cytosol

• 3,7,11,15-tetramethylhexadecanoateReach from here →
  1. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  2. phytanate-CoA ligase
  3. peroxisomal acyl-CoA thioesterase

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 6 moremitochondrial matrix, cytosol, peroxisomeOne of 3 routes

• sphingosine 1-phosphateReach from here →
  1. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  2. acyl-CoA:sphingosine N-acyltransferase
  3. ATP:sphingosine 1-phosphotransferase

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 12 moremitochondrial matrix, Golgi apparatus, cytosolOne of 2 routes

• glycolithocholic acidReach from here →
  1. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. bile acid-CoA:amino acid N-acyltransferase (glycine)

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 9 moremitochondrial matrix, cytosolOne of 2 routes

• L-2-amino-3-oxobutanoic acidReach from here →
  1. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. Acetyl-CoA:glycine C-acetyltransferase

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 9 moremitochondrial matrix

• cholesteryl (9Z,12Z)-octadecadienoateReach from here →
  1. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  2. long-chain-fatty-acid-CoA ligase ((6Z,9Z)-octadecadienoic acid)
  3. Acyl-CoA:cholesterol O-acyltransferase

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 15 moremitochondrial matrix, cytosol, endoplasmic reticulumOne of 2 routes

• (3S)-3-hydroxy-3-methylglutaryl-CoAReach from here →
  1. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  2. Production of Glutaryl Carnitine
  3. 3-hydroxy-3-methylglutarate + glutaryl-CoA = (3S)-3-hydroxy-3-methylglutaryl-CoA + glutarate

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 9 moremitochondrial matrix, cytosol

• phosphoenolpyruvic acidReach from here →
  1. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  2. ATP citrate lyase (citrate)
  3. GTP:oxaloacetate carboxy-lyase (adding GTP

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 7 moremitochondrial matrix, cytosolOne of 2 routes

• 13-cis-retinolReach from here →
  1. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  2. Palmitoyl-CoA:retinol O-acyltransferase
  3. 11-cis-retinol = 13-cis-retinol

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 11 moremitochondrial matrix, cytosol

• spermineReach from here →
  1. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  2. diamine N-acetyltransferase (N1-acetylspermidine)
  3. S-adenosyl 3-(methylsulfanyl)propylamine + spermidine = spermine + S-methyl-5'-thioadenosine + H(+)

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 8 moremitochondrial matrix, cytosolOne of 2 routes

• cholesteryl (9Z-octadecenoate)Reach from here →
  1. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  2. Transport of octadecenoyl-CoA into Mitochondrial Matrix
  3. Acyl-CoA:cholesterol O-acyltransferase

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 10 moremitochondrial matrix, cytosol, endoplasmic reticulum

• L-ornithineReach from here →
  1. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  2. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)
  3. taurine + L-arginine = taurocyamine + L-ornithine

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 7 moremitochondrial matrix, cytosolOne of 15 routes

• N-(acetyl)-sphing-4-enineReach from here →
  1. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  2. acyl-CoA:sphingosine N-acyltransferase
  3. 1-O-hexadecyl-2-acetyl-sn-glycero-3-phosphocholine + sphing-4-enine = 1-O-hexadecyl-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine + H(+)

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 10 moremitochondrial matrix, Golgi apparatusOne of 2 routes

• a 1,3-diacylglycerolReach from here →
  1. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  2. acyl-CoA:sphingosine N-acyltransferase
  3. a 1-acylglycerol + an acyl-CoA = a 1,3-diacylglycerol + CoA

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 11 moremitochondrial matrix, Golgi apparatus

• a 1,2-diacylglycerolReach from here →
  1. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  2. acyl-CoA:sphingosine N-acyltransferase
  3. a 2-acylglycerol + an acyl-CoA = a 1,2-diacylglycerol + CoA

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 14 moremitochondrial matrix, Golgi apparatusOne of 2 routes