sphinganine

Three steps

• N-hexadecanoylsphing-4-enineReach from here →
  1. sphinganine + hexadecanoyl-CoA = N-hexadecanoylsphinganine + CoA + H(+)
  2. sphinganine + hexadecanoate = N-hexadecanoylsphinganine + H2O
  3. N-hexadecanoylsphing-4-enine + H2O = sphing-4-enine + hexadecanoate

  Catalysed by CERS6, CERS5, CERS2, ASAH2 and 3 more

• N-octadecanoylsphing-4-enineReach from here →
  1. sphinganine + octadecanoyl-CoA = N-(octadecanoyl)-sphinganine + CoA + H(+)
  2. N-(octadecanoyl)-sphinganine + H2O = sphinganine + octadecanoate
  3. N-octadecanoylsphing-4-enine + H2O = sphing-4-enine + octadecanoate

  Catalysed by CERS1, CERS6, CERS3, CERS5 and 5 more

• an N-acylsphing-4-enine 1-phosphoethanolamineReach from here →
  1. a fatty acyl-CoA + sphinganine = an N-acylsphinganine + CoA + H(+)
  2. delta 4-desaturase, sphingolipid (dihydroceramide pool)
  3. an N-acylsphing-4-enine + a 1,2-diacyl-sn-glycero-3-phosphoethanolamine = an N-acylsphing-4-enine 1-phosphoethanolamine + a 1,2-diacyl-sn-glycerol

  Catalysed by CERS1, CERS6, CERS5, CERS4 and 5 morecytosol

• 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycerolReach from here →
  1. sphinganine + octadecanoyl-CoA = N-(octadecanoyl)-sphinganine + CoA + H(+)
  2. N-(octadecanoyl)-sphinganine + H2O = sphinganine + octadecanoate
  3. 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycerol + H2O = 2-(9Z-octadecenoyl)-glycerol + octadecanoate + H(+)

  Catalysed by CERS1, CERS6, CERS3, CERS5 and 4 more

• (R)-2-hydroxyhexadecanoateReach from here →
  1. sphinganine + hexadecanoyl-CoA = N-hexadecanoylsphinganine + CoA + H(+)
  2. sphinganine + hexadecanoate = N-hexadecanoylsphinganine + H2O
  3. hexadecanoate + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (R)-2-hydroxyhexadecanoate + 2 Fe(III)-[cytochrome b5] + H2O

  Catalysed by CERS6, CERS5, CERS2, ASAH2 and 1 more

• 1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycerolReach from here →
  1. sphinganine + octadecanoyl-CoA = N-(octadecanoyl)-sphinganine + CoA + H(+)
  2. N-(octadecanoyl)-sphinganine + H2O = sphinganine + octadecanoate
  3. 1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycerol + H2O = 2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-glycerol + octadecanoate + H(+)

  Catalysed by CERS1, CERS6, CERS3, CERS5 and 4 more

• (11Z,14Z)-eicosadienoateReach from here →
  1. a fatty acyl-CoA + sphinganine = an N-acylsphinganine + CoA + H(+)
  2. N-acylsphingosine amidohydrolase
  3. (10Z)-heptadecenoic acid formation

  Catalysed by CERS1, CERS6, CERS5, CERS4 and 5 morecytosol, extracellular spaceOne of 12 routes

• (17Z)-hexacosenoateReach from here →
  1. a fatty acyl-CoA + sphinganine = an N-acylsphinganine + CoA + H(+)
  2. N-acylsphingosine amidohydrolase
  3. (10Z)-heptadecenoic acid formation

  Catalysed by CERS1, CERS6, CERS5, CERS4 and 5 morecytosol, extracellular spaceOne of 12 routes

• (7Z,10Z,13Z,16Z,19Z)-docosapentaenoateReach from here →
  1. a fatty acyl-CoA + sphinganine = an N-acylsphinganine + CoA + H(+)
  2. N-acylsphingosine amidohydrolase
  3. (10Z)-heptadecenoic acid formation

  Catalysed by CERS1, CERS6, CERS5, CERS4 and 5 morecytosol, extracellular spaceOne of 12 routes

• (7Z,10Z,13Z,16Z)-docosatetraenoateReach from here →
  1. a fatty acyl-CoA + sphinganine = an N-acylsphinganine + CoA + H(+)
  2. N-acylsphingosine amidohydrolase
  3. (10Z)-heptadecenoic acid formation

  Catalysed by CERS1, CERS6, CERS5, CERS4 and 5 morecytosol, extracellular spaceOne of 12 routes

• a 1,3-diacyl-sn-glycerolReach from here →
  1. a fatty acyl-CoA + sphinganine = an N-acylsphinganine + CoA + H(+)
  2. an N-acylsphinganine + H2O = sphinganine + a fatty acid
  3. a 1,3-diacyl-sn-glycerol + H2O = a 1-acyl-sn-glycerol + a fatty acid + H(+)

  Catalysed by CERS1, CERS6, CERS5, CERS4 and 4 more

• a fatty acyl-CoAReach from here →
  1. a fatty acyl-CoA + sphinganine = an N-acylsphinganine + CoA + H(+)
  2. an N-acylsphinganine + H2O = sphinganine + a fatty acid
  3. a fatty acid + ATP + CoA = a fatty acyl-CoA + AMP + diphosphate

  Catalysed by CERS1, CERS6, CERS5, CERS4 and 4 more

• N-(9Z-octadecenoyl)-sphing-4-enineReach from here →
  1. sphinganine + (9Z)-octadecenoyl-CoA = N-(9Z-octadecenoyl)-sphinganine + CoA + H(+)
  2. H2O[r] + N-(9Z-octadecenoyl)-sphinganine[r] = oleate[r] + sphinganine[r]
  3. N-(9Z-octadecenoyl)-sphing-4-enine + H2O = sphing-4-enine + (9Z)-octadecenoate

  Catalysed by CERS5, CERS2, ACER3, ASAH1 and 3 moreendoplasmic reticulum

• (5Z,8Z,11Z)-eicosatrienoateReach from here →
  1. a fatty acyl-CoA + sphinganine = an N-acylsphinganine + CoA + H(+)
  2. N-acylsphingosine amidohydrolase
  3. (10Z)-heptadecenoic acid formation

  Catalysed by CERS1, CERS6, CERS5, CERS4 and 5 morecytosol, extracellular spaceOne of 12 routes

• 18-hydroxy-(9Z)-octadecenoateReach from here →
  1. sphinganine + (9Z)-octadecenoyl-CoA = N-(9Z-octadecenoyl)-sphinganine + CoA + H(+)
  2. H2O[r] + N-(9Z-octadecenoyl)-sphinganine[r] = oleate[r] + sphinganine[r]
  3. (9Z)-octadecenoate + reduced [NADPH--hemoprotein reductase] + O2 = 18-hydroxy-(9Z)-octadecenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by CERS5, CERS2, ACER3, CYP4A11 and 1 moreendoplasmic reticulum

• an N-acyl-(4R)-4-hydroxysphinganine-phosphocholineReach from here →
  1. a fatty acyl-CoA + sphinganine = an N-acylsphinganine + CoA + H(+)
  2. dihydroceramide,ferrocytochrome b5:oxygen oxidoreductase (C4-hydroxylating)
  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 CERS1, CERS6, CERS5, CERS4 and 4 morecytosol

• an N-acyl-(4R)-4-hydroxysphinganine-1-phosphoethanolamineReach from here →
  1. a fatty acyl-CoA + sphinganine = an N-acylsphinganine + CoA + H(+)
  2. dihydroceramide,ferrocytochrome b5:oxygen oxidoreductase (C4-hydroxylating)
  3. an N-acyl-(4R)-4-hydroxysphinganine + a 1,2-diacyl-sn-glycero-3-phosphoethanolamine = an N-acyl-(4R)-4-hydroxysphinganine-1-phosphoethanolamine + a 1,2-diacyl-sn-glycerol

  Catalysed by CERS1, CERS6, CERS5, CERS4 and 4 morecytosol

• 1-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1D-myo-inositol)Reach from here →
  1. sphinganine + (9Z)-octadecenoyl-CoA = N-(9Z-octadecenoyl)-sphinganine + CoA + H(+)
  2. H2O[r] + N-(9Z-octadecenoyl)-sphinganine[r] = oleate[r] + sphinganine[r]
  3. 1-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1D-myo-inositol) + H2O = sn-glycero-3-phospho-1D-myo-inositol + (9Z)-octadecenoate + H(+)

  Catalysed by CERS5, CERS2, ACER3, ABHD12endoplasmic reticulum

• tricosanoateReach from here →
  1. a fatty acyl-CoA + sphinganine = an N-acylsphinganine + CoA + H(+)
  2. N-acylsphingosine amidohydrolase
  3. (10Z)-heptadecenoic acid formation

  Catalysed by CERS1, CERS6, CERS5, CERS4 and 5 morecytosol, extracellular spaceOne of 12 routes

• 1,2-dihexadecanoyl-sn-glycerolReach from here →
  1. a fatty acyl-CoA + sphinganine = an N-acylsphinganine + CoA + H(+)
  2. delta 4-desaturase, sphingolipid (dihydroceramide pool)
  3. 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine + an N-acylsphing-4-enine = 1,2-dihexadecanoyl-sn-glycerol + a sphingomyelin

  Catalysed by CERS1, CERS6, CERS5, CERS4 and 3 morecytosol

• 1-(9Z-octadecenoyl)-2-acyl-sn-3-glycerolReach from here →
  1. a fatty acyl-CoA + sphinganine = an N-acylsphinganine + CoA + H(+)
  2. delta 4-desaturase, sphingolipid (dihydroceramide pool)
  3. 1-(9Z-octadecenoyl)-2-acyl-sn-3-glycerol + a sphingomyelin = a 1-(9Z-octadecenoyl)-2-acyl-sn-glycero-3-phosphocholine + an N-acylsphing-4-enine

  Catalysed by CERS1, CERS6, CERS5, CERS4 and 4 morecytosol