sphinganine 1-phosphate

Three steps

• octadecanoyl-CoAReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. sphingosine N-acyltransferase (sphinganine)
  3. long-chain-fatty-acid-CoA ligase (stearate)

  Catalysed by PLPP1, PLPP3, PLPP2, CERS1 and 12 morecytosolOne of 15 routes

• sphing-4-enineReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. sphingosine N-acyltransferase (sphinganine)
  3. acyl-CoA:sphingosine N-acyltransferase

  Catalysed by PLPP1, PLPP3, PLPP2, CERS1 and 9 morecytosol, Golgi apparatusOne of 2 routes

• spermidineReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. sphingosine N-acyltransferase (sphinganine)
  3. diamine N-acetyltransferase (N1-acetylspermidine)

  Catalysed by PLPP1, PLPP3, PLPP2, CERS1 and 7 morecytosolOne of 3 routes

• L-methionineReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. sphingosine N-acyltransferase (sphinganine)
  3. N-acetylglutamate synthase (N-acetylmethionine)

  Catalysed by PLPP1, PLPP3, PLPP2, CERS1 and 6 morecytosol, mitochondrial matrix

• L-alanineReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. sphingosine N-acyltransferase (sphinganine)
  3. amino-acid N-acetyltransferase (N-acetyl-L-alanine)

  Catalysed by PLPP1, PLPP3, PLPP2, CERS1 and 5 morecytosol, mitochondrial matrix

• L-asparagineReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. sphingosine N-acyltransferase (sphinganine)
  3. N-acetylglutamate synthase (N-acetyl-L-asparagine)

  Catalysed by PLPP1, PLPP3, PLPP2, CERS1 and 6 morecytosol, mitochondrial matrix

• L,L-cystathionineReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. sphingosine N-acyltransferase (sphinganine)
  3. N-acetylglutamate synthase (N-acetyl-L-cystathionine)

  Catalysed by PLPP1, PLPP3, PLPP2, CERS1 and 6 morecytosol, mitochondrial matrix

• an acyl-CoAReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. sphingosine N-acyltransferase (sphinganine)
  3. acyl-CoA:sphingosine N-acyltransferase

  Catalysed by PLPP1, PLPP3, PLPP2, CERS1 and 9 morecytosol, Golgi apparatusOne of 2 routes

• (3Z)-dodecenoyl-CoAReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. sphingosine N-acyltransferase (sphinganine)
  3. acetyl-CoA C-acyltransferase (3-oxomyrist-5-enoyl-CoA)

  Catalysed by PLPP1, PLPP3, PLPP2, CERS1 and 8 morecytosol, mitochondrial matrixOne of 3 routes

• (25R)-3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-oyl-CoAReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. sphingosine N-acyltransferase (sphinganine)
  3. 3alpha,7alpha,12alpha-trihydroxy-5beta-cholestanoate:CoA ligase (AMP-forming)

  Catalysed by PLPP1, PLPP3, PLPP2, CERS1 and 7 morecytosol, endoplasmic reticulumOne of 3 routes

• deoxycholoyl-CoAReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. sphingosine N-acyltransferase (sphinganine)
  3. cholate-CoA ligase (3alpha,12alpha-dihydroxy-5beta-cholanate)

  Catalysed by PLPP1, PLPP3, PLPP2, CERS1 and 7 morecytosolOne of 4 routes

• a 1-O-alkyl-2-acyl-sn-glycero-3-phosphoethanolamineReach from here →
  1. Sphinganine-1-phosphate pamlmitaldehyde-lyase
  2. CTP:ethanolamine-phosphate cytidylyltransferase
  3. 1-O-alkyl-2-acyl-sn-glycerol + CDP-ethanolamine = a 1-O-alkyl-2-acyl-sn-glycero-3-phosphoethanolamine + CMP + H(+)

  Catalysed by SGPL1, PCYT2, SELENOIendoplasmic reticulum, cytosol

• decanoyl-CoAReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. sphingosine N-acyltransferase (sphinganine)
  3. medium-chain acyl-CoA ligase (decanoic acid)

  Catalysed by PLPP1, PLPP3, PLPP2, CERS1 and 11 morecytosolOne of 7 routes

• (2E)-hexadecenoyl-CoAReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. sphingosine N-acyltransferase (sphinganine)
  3. Carnitine O-Palmitoyltransferase

  Catalysed by PLPP1, PLPP3, PLPP2, CERS1 and 8 morecytosolOne of 4 routes

• (9Z)-hexadecenoyl-CoAReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. sphingosine N-acyltransferase (sphinganine)
  3. long-chain-fatty-acid-CoA ligase (palmitolate)

  Catalysed by PLPP1, PLPP3, PLPP2, CERS1 and 13 morecytosolOne of 11 routes

• 3-hydroxyisovaleryl-CoAReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. sphingosine N-acyltransferase (sphinganine)
  3. (3-Hydroxyisovalerylcoa->3-Hydroxyisovalerylcarnitine)

  Catalysed by PLPP1, PLPP3, PLPP2, CERS1 and 7 morecytosol

• 2-deoxy-D-ribose 5-phosphateReach from here →
  1. Sphinganine-1-phosphate pamlmitaldehyde-lyase
  2. ethanolamine-phosphate phosphate-lyase (deaminating
  3. 2-deoxy-D-ribose 5-phosphate = D-glyceraldehyde 3-phosphate + acetaldehyde

  Catalysed by SGPL1, ETNPPL, DERAendoplasmic reticulum, cytosol

• CHEBI:63544Reach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. sphingosine N-acyltransferase (sphinganine)
  3. long-chain-fatty-acid-CoA ligase (adrenic acid)

  Catalysed by PLPP1, PLPP3, PLPP2, CERS1 and 13 morecytosolOne of 7 routes

• a 1,2-diacyl-sn-glycero-3-phosphoethanolamineReach from here →
  1. Sphinganine-1-phosphate pamlmitaldehyde-lyase
  2. CTP:ethanolamine-phosphate cytidylyltransferase
  3. CDP-ethanolamine + a 1,2-diacyl-sn-glycerol = a 1,2-diacyl-sn-glycero-3-phosphoethanolamine + CMP + H(+)

  Catalysed by SGPL1, PCYT2, SELENOI, CEPT1endoplasmic reticulum, cytosol

• hexacosanoyl-CoAReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. sphingosine N-acyltransferase (sphinganine)
  3. long-chain-fatty-acid-CoA ligase (cerotic acid)

  Catalysed by PLPP1, PLPP3, PLPP2, CERS1 and 13 morecytosolOne of 5 routes

• tetracosanoyl-CoAReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. sphingosine N-acyltransferase (sphinganine)
  3. long-chain-fatty-acid-CoA ligase (lignocerate)

  Catalysed by PLPP1, PLPP3, PLPP2, CERS1 and 13 morecytosolOne of 10 routes

• docosanoyl-CoAReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. sphingosine N-acyltransferase (sphinganine)
  3. long-chain-fatty-acid-CoA ligase (behenic acid)

  Catalysed by PLPP1, PLPP3, PLPP2, CERS1 and 13 morecytosolOne of 9 routes

• an N-acylsphinganine-1-phosphocholineReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. sphingosine N-acyltransferase (sphinganine)
  3. an N-acylsphinganine + a 1,2-diacyl-sn-glycero-3-phosphocholine = an N-acylsphinganine-1-phosphocholine + a 1,2-diacyl-sn-glycerol

  Catalysed by PLPP1, PLPP3, PLPP2, CERS1 and 7 morecytosol

• (2E)-octadecenoyl-CoAReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. sphingosine N-acyltransferase (sphinganine)
  3. Carnitine O-Palmitoyltransferase

  Catalysed by PLPP1, PLPP3, PLPP2, CERS1 and 8 morecytosolOne of 3 routes

• (6Z,9Z,12Z,15Z)-octadecatetraenoyl-CoAReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. sphingosine N-acyltransferase (sphinganine)
  3. long-chain-fatty-acid-CoA ligase (stearidonic acid)

  Catalysed by PLPP1, PLPP3, PLPP2, CERS1 and 13 morecytosolOne of 8 routes

• N-hexadecanoylsphing-4-enineReach from here →
  1. Sphinganine-1-phosphate pamlmitaldehyde-lyase
  2. hexadecanoate + NADH + 2 H(+) = hexadecanal + NAD(+) + H2O
  3. N-hexadecanoylsphing-4-enine + H2O = sphing-4-enine + hexadecanoate

  Catalysed by SGPL1, ALDH3B1, ALDH3B2, ALDH3A2 and 4 moreendoplasmic reticulum

• 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamineReach from here →
  1. Sphinganine-1-phosphate pamlmitaldehyde-lyase
  2. CTP:ethanolamine-phosphate cytidylyltransferase
  3. 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycerol + CDP-ethanolamine = 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + CMP + H(+)

  Catalysed by SGPL1, PCYT2, CEPT1endoplasmic reticulum, cytosol

• (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoAReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. sphingosine N-acyltransferase (sphinganine)
  3. long-chain-fatty-acid-CoA ligase (EPA)

  Catalysed by PLPP1, PLPP3, PLPP2, CERS1 and 13 morecytosolOne of 9 routes

• (7Z,10Z,13Z,16Z,19Z)-docosapentaenoyl-CoAReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. sphingosine N-acyltransferase (sphinganine)
  3. long-chain-fatty-acid-CoA ligase (DPA)

  Catalysed by PLPP1, PLPP3, PLPP2, CERS1 and 13 morecytosolOne of 6 routes

• (9Z,12Z,15Z)-octadecatrienoyl-CoAReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. sphingosine N-acyltransferase (sphinganine)
  3. long-chain-fatty-acid-CoA ligase (linolenate)

  Catalysed by PLPP1, PLPP3, PLPP2, CERS1 and 13 morecytosolOne of 7 routes

• (13Z)-docosenoyl-CoAReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. sphingosine N-acyltransferase (sphinganine)
  3. long-chain-fatty-acid-CoA ligase (cis-erucic acid)

  Catalysed by PLPP1, PLPP3, PLPP2, CERS1 and 13 morecytosolOne of 6 routes

• (11Z)-eicosenoyl-CoAReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. sphingosine N-acyltransferase (sphinganine)
  3. long-chain-fatty-acid-CoA ligase (cis-gondoic acid)

  Catalysed by PLPP1, PLPP3, PLPP2, CERS1 and 13 morecytosolOne of 7 routes

• (9Z,12Z,15Z,18Z,21Z)-tetracosapentaenoyl-CoAReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. sphingosine N-acyltransferase (sphinganine)
  3. long-chain-fatty-acid-CoA ligase ((9Z,12Z,15Z,18Z,21Z)-TPA)

  Catalysed by PLPP1, PLPP3, PLPP2, CERS1 and 13 morecytosolOne of 5 routes

• (6Z,9Z,12Z,15Z,18Z,21Z)-tetracosahexaenoyl-CoAReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. sphingosine N-acyltransferase (sphinganine)
  3. long-chain-fatty-acid-CoA ligase ((6Z,9Z,12Z,15Z,18Z,21Z)-THA)

  Catalysed by PLPP1, PLPP3, PLPP2, CERS1 and 13 morecytosolOne of 4 routes

• (15Z)-tetracosenoyl-CoAReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. sphingosine N-acyltransferase (sphinganine)
  3. long-chain-fatty-acid-CoA ligase (nervonic acid)

  Catalysed by PLPP1, PLPP3, PLPP2, CERS1 and 13 morecytosolOne of 6 routes

• (17Z)-hexacosenoyl-CoAReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. sphingosine N-acyltransferase (sphinganine)
  3. long-chain-fatty-acid-CoA ligase (ximenic acid)

  Catalysed by PLPP1, PLPP3, PLPP2, CERS1 and 13 morecytosolOne of 4 routes

• (8Z,11Z,14Z)-eicosatrienoyl-CoAReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. sphingosine N-acyltransferase (sphinganine)
  3. long-chain-fatty-acid-CoA ligase (dihomo-gamma-linolenate)

  Catalysed by PLPP1, PLPP3, PLPP2, CERS1 and 13 morecytosolOne of 5 routes

• (8Z,11Z,14Z,17Z)-eicosatetraenoyl-CoAReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. sphingosine N-acyltransferase (sphinganine)
  3. long-chain-fatty-acid-CoA ligase (omega-3-arachidonic acid)

  Catalysed by PLPP1, PLPP3, PLPP2, CERS1 and 13 morecytosolOne of 5 routes

• (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoAReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. sphingosine N-acyltransferase (sphinganine)
  3. long-chain-fatty-acid-CoA ligase (DHA)

  Catalysed by PLPP1, PLPP3, PLPP2, CERS1 and 13 morecytosolOne of 7 routes

• heptadecanoyl-CoAReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. sphingosine N-acyltransferase (sphinganine)
  3. long-chain-fatty-acid-CoA ligase (margaric acid)

  Catalysed by PLPP1, PLPP3, PLPP2, CERS1 and 13 morecytosolOne of 6 routes

• (9Z)-heptadecenoyl-CoAReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. sphingosine N-acyltransferase (sphinganine)
  3. long-chain-fatty-acid-CoA ligase (9-heptadecylenic acid)

  Catalysed by PLPP1, PLPP3, PLPP2, CERS1 and 13 morecytosolOne of 5 routes

• (11Z,14Z,17Z)-eicosatrienoyl-CoAReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. sphingosine N-acyltransferase (sphinganine)
  3. long-chain-fatty-acid-CoA ligase ((11Z,14Z,17Z)-eicosatrienoic acid)

  Catalysed by PLPP1, PLPP3, PLPP2, CERS1 and 13 morecytosolOne of 5 routes

• 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamineReach from here →
  1. Sphinganine-1-phosphate pamlmitaldehyde-lyase
  2. CTP:ethanolamine-phosphate cytidylyltransferase
  3. CDP-ethanolamine + 1,2-di-(9Z-octadecenoyl)-sn-glycerol = 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + CMP + H(+)

  Catalysed by SGPL1, PCYT2, CEPT1endoplasmic reticulum, cytosol

• nonadecanoyl-CoAReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. sphingosine N-acyltransferase (sphinganine)
  3. long-chain-fatty-acid-CoA ligase (nonadecylic acid)

  Catalysed by PLPP1, PLPP3, PLPP2, CERS1 and 13 morecytosolOne of 6 routes

• (11Z)-octadecenoyl-CoAReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. sphingosine N-acyltransferase (sphinganine)
  3. Transport of 11-Octadecenoyl Carnitine into the Mitochondrial Matrix

  Catalysed by PLPP1, PLPP3, PLPP2, CERS1 and 8 morecytosolOne of 3 routes

• (R)-2-hydroxyhexadecanoateReach from here →
  1. Sphinganine-1-phosphate pamlmitaldehyde-lyase
  2. hexadecanoate + NADH + 2 H(+) = hexadecanal + NAD(+) + H2O
  3. hexadecanoate + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (R)-2-hydroxyhexadecanoate + 2 Fe(III)-[cytochrome b5] + H2O

  Catalysed by SGPL1, ALDH3B1, ALDH3B2, ALDH3A2 and 1 moreendoplasmic reticulum

• a 1-O-alkyl-sn-glycero-3-phosphoethanolamineReach from here →
  1. Sphinganine-1-phosphate pamlmitaldehyde-lyase
  2. Phosphoethanolamine phosphohydrolase
  3. a 1-O-alkyl-sn-glycero-3-phosphoethanolamine + H2O = a 1-O-alkyl-sn-glycero-3-phosphate + ethanolamine + H(+)

  Catalysed by SGPL1, PHOSPHO1, ENPP2endoplasmic reticulum, cytosol

• dodecanedioyl-CoAReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. sphingosine N-acyltransferase (sphinganine)
  3. Activation of dodecanedioic acid

  Catalysed by PLPP1, PLPP3, PLPP2, CERS1 and 5 morecytosolOne of 4 routes

• decanedioyl-CoAReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. sphingosine N-acyltransferase (sphinganine)
  3. Production of Sebacoylcarnitine

  Catalysed by PLPP1, PLPP3, PLPP2, CERS1 and 8 morecytosolOne of 4 routes

• octanedioyl-CoAReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. sphingosine N-acyltransferase (sphinganine)
  3. Production of Suberylcarnitine

  Catalysed by PLPP1, PLPP3, PLPP2, CERS1 and 8 morecytosolOne of 4 routes