sphingosine 1-phosphate

Three steps

• a fatty acidReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. sphing-4-enine + a fatty acyl-CoA = an N-acylsphing-4-enine + CoA + H(+)
  3. an N-acylsphing-4-enine + H2O = sphing-4-enine + a fatty acid

  Catalysed by PLPP1, PLPP3, PLPP2, SGPP2 and 14 morecytosol

• chlorine(.)Reach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. Utilized Transport
  3. Carnitine Transport by Atb0

  Catalysed by SGPL1, SLC6A14endoplasmic reticulum, cytosol, extracellular space

• phosphocholineReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. 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(+)
  3. 1-O-hexadecyl-sn-glycero-3-phosphocholine + H2O = 1-O-hexadecyl-sn-glycerol + phosphocholine + H(+)

  Catalysed by PLPP1, PLPP3, PLPP2, SGPP2 and 4 morecytosol

• acetateReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. 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(+)
  3. N-(acetyl)-sphing-4-enine + H2O = sphing-4-enine + acetate

  Catalysed by PLPP1, PLPP3, PLPP2, SGPP2 and 4 morecytosolOne of 5 routes

• tetradecanoateReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. N-tetradecanoylsphing-4-enine + H2O = sphing-4-enine + tetradecanoate
  3. N-tetradecanoylsphing-4-enine + H2O = sphing-4-enine + tetradecanoate

  Catalysed by PLPP1, PLPP3, PLPP2, SGPP2 and 5 morecytosolOne of 13 routes

• (9Z)-octadecenoateReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. N-(9Z-octadecenoyl)-sphing-4-enine + H2O = sphing-4-enine + (9Z)-octadecenoate
  3. H2O[r] + N-(9Z-octadecenoyl)-sphing-4-enine[r] = oleate[r] + sphingosine[r]

  Catalysed by PLPP1, PLPP3, PLPP2, SGPP2 and 7 morecytosol, endoplasmic reticulumOne of 16 routes

• hexacosanoateReach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by SGPL1endoplasmic reticulum, cytosol, extracellular spaceOne of 12 routes

• tetracosanoateReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. tetracosanoyl-CoA + sphing-4-enine = N-tetracosanoyl-sphing-4-enine + CoA + H(+)
  3. N-tetracosanoyl-sphing-4-enine + H2O = tetracosanoate + sphing-4-enine

  Catalysed by PLPP1, PLPP3, PLPP2, SGPP2 and 5 morecytosolOne of 13 routes

• an N-acylsphinganineReach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. (10Z)-heptadecenoic acid formation
  3. N-acylsphingosine amidohydrolase

  Catalysed by SGPL1, ASAH1, ACER2, ACER1 and 2 moreendoplasmic reticulum, cytosol

• eicosanoateReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. eicosanoyl-CoA + sphing-4-enine = N-eicosanoyl-sphing-4-enine + CoA + H(+)
  3. N-eicosanoyl-sphing-4-enine + H2O = eicosanoate + sphing-4-enine

  Catalysed by PLPP1, PLPP3, PLPP2, SGPP2 and 5 morecytosolOne of 13 routes

• (9Z)-hexadecenoateReach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by SGPL1endoplasmic reticulum, cytosol, extracellular spaceOne of 18 routes

• (15Z)-tetracosenoateReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. N-(15Z-tetracosenoyl)-sphing-4-enine + H2O = (15Z)-tetracosenoate + sphing-4-enine
  3. N-(15Z-tetracosenoyl)-sphing-4-enine + H2O = (15Z)-tetracosenoate + sphing-4-enine

  Catalysed by PLPP1, PLPP3, PLPP2, SGPP2 and 5 morecytosolOne of 13 routes

• (5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by SGPL1endoplasmic reticulum, cytosol, extracellular spaceOne of 14 routes

• (11Z)-eicosenoateReach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by SGPL1endoplasmic reticulum, cytosol, extracellular spaceOne of 12 routes

• 1-O-hexadecyl-2-(9Z)-octadecenoyl-sn-glycero-3-phosphocholineReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. 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(+)
  3. 1-O-hexadecyl-sn-glycero-3-phosphocholine + (9Z)-octadecenoyl-CoA = 1-O-hexadecyl-2-(9Z)-octadecenoyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by PLPP1, PLPP3, PLPP2, SGPP2 and 4 morecytosol

• 1-O-hexadecyl-sn-glycerolReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. 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(+)
  3. 1-O-hexadecyl-sn-glycero-3-phosphocholine + H2O = 1-O-hexadecyl-sn-glycerol + phosphocholine + H(+)

  Catalysed by PLPP1, PLPP3, PLPP2, SGPP2 and 4 morecytosol

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

  Catalysed by SGPL1, SLC27A2, ACSL4, ACSL3 and 7 moreendoplasmic reticulum, cytosol

• 1-O-hexadecyl-2-acetyl-sn-glycero-3-phosphocholineReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. 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(+)
  3. 1-O-hexadecyl-sn-glycero-3-phosphocholine + acetyl-CoA = 1-O-hexadecyl-2-acetyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by PLPP1, PLPP3, PLPP2, SGPP2 and 5 morecytosol

• taurineReach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. Fas180
  3. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)

  Catalysed by SGPL1, BAATendoplasmic reticulum, cytosolOne of 2 routes

• 1-O-hexadecyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholineReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. 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(+)
  3. 1-O-hexadecyl-sn-glycero-3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1-O-hexadecyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by PLPP1, PLPP3, PLPP2, SGPP2 and 4 morecytosolOne of 2 routes

• glycineReach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. Fas180
  3. glycine N-acyltransferase (N-arachidonoylglycine)

  Catalysed by SGPL1, GLYAT, GLYATL2, GLYATL1endoplasmic reticulum, cytosol, mitochondrial matrixOne of 10 routes

• (R)-methylmalonyl-CoAReach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. Fas180
  3. aldehyde dehydrogenase (2-methyl-3-oxopropanoate)

  Catalysed by SGPL1, ALDH6A1endoplasmic reticulum, cytosol, mitochondrial matrixOne of 2 routes

• (S)-methylmalonyl-CoAReach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. Fas180
  3. (S)-methylmalonyl-CoA hydrolase

  Catalysed by SGPL1endoplasmic reticulum, cytosol, mitochondrial matrix

• 3'-dephospho-CoAReach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. Fas180
  3. acid phosphatase 2, lysosomal (CoA)

  Catalysed by SGPL1, ACP2endoplasmic reticulum, cytosol, lysosomeOne of 2 routes

• (2E)-dodecenoyl-CoAReach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. Fas180
  3. (2E)-dodecenoyl-CoA formation

  Catalysed by SGPL1endoplasmic reticulum, cytosol, mitochondrial matrixOne of 3 routes

• 4,8,12-trimethyltridecanoyl-CoAReach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. Fas180
  3. propanoyl-CoA C-acyltransferase (3-ketopristanoyl-CoA)

  Catalysed by SGPL1, ACAA1, MYO5Bendoplasmic reticulum, cytosol, peroxisomeOne of 2 routes

• (6Z,9Z,12Z)-octadecatrienoyl-CoAReach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. Fas180
  3. long-chain-fatty-acid-CoA ligase (gamma-linolenate)

  Catalysed by SGPL1, SLC27A2, ACSL4, ACSL3 and 5 moreendoplasmic reticulum, cytosolOne of 7 routes

• butanoyl-CoAReach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. Utilized Transport
  3. transport of butyryl-CoA and L-carnitine (cytosol to mitochondria)

  Catalysed by SGPL1, SLC33A1, ESCO2, OXSMendoplasmic reticulum, cytosol, mitochondrial matrixOne of 11 routes

• dodecanoyl-CoAReach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. Fas180
  3. long-chain-fatty-acid-CoA ligase (lauric acid)

  Catalysed by SGPL1, SLC27A2, ACSL4, ACSL3 and 5 moreendoplasmic reticulum, cytosolOne of 9 routes

• glutaryl-CoAReach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. Fas180
  3. Production of Glutaryl Carnitine

  Catalysed by SGPL1, CPT1A, CPT1C, CPT1Bendoplasmic reticulum, cytosolOne of 2 routes

• eicosanoyl-CoAReach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. Fas180
  3. long-chain-fatty-acid-CoA ligase (eicosanoate)

  Catalysed by SGPL1, SLC27A2, ACSL4, ACSL3 and 5 moreendoplasmic reticulum, cytosolOne of 12 routes

• itaconyl-CoAReach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. Fas180
  3. Itaconate:CoA ligase (GDP-forming)

  Catalysed by SGPL1, SUCLG1, SUCLG2, SUCLA2endoplasmic reticulum, cytosol, mitochondrial matrixOne of 2 routes

• (9Z,12Z)-octadecadienoyl-CoAReach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. Fas180
  3. long-chain-fatty-acid-CoA ligase ((6Z,9Z)-octadecadienoic acid)

  Catalysed by SGPL1, SLC27A2, ACSL4, ACSL3 and 5 moreendoplasmic reticulum, cytosolOne of 13 routes

• tetradecanoyl-CoAReach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. Palmitate:CoA ligase (AMP-forming)
  3. Fatty Acid Beta Oxidation (C16->C14), Mitochondrial

  Catalysed by SGPL1, SLC27A2, ACSL4, ACSL3 and 8 moreendoplasmic reticulum, cytosol, mitochondrial matrixOne of 13 routes

• octanoyl-CoAReach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. Palmitate:CoA ligase (AMP-forming)
  3. Beta Oxidation of Long Chain Fatty Acid

  Catalysed by SGPL1, SLC27A2, ACSL4, ACSL3 and 7 moreendoplasmic reticulum, cytosol, mitochondrial matrixOne of 22 routes

• phytanoyl-CoAReach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. Fas180
  3. phytanate-CoA ligase

  Catalysed by SGPL1endoplasmic reticulum, cytosolOne of 5 routes

• octadecanoyl-CoAReach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. Palmitate:CoA ligase (AMP-forming)
  3. fatty-acyl-CoA synthase (N-C18:0CoA)

  Catalysed by SGPL1, SLC27A2, ACSL4, ACSL3 and 5 moreendoplasmic reticulum, cytosolOne of 22 routes

• 1-hexadecanoyl-sn-glycero-3-phosphateReach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. Palmitate:CoA ligase (AMP-forming)
  3. glycerol-3-phosphate 1-O-acyltransferase (palmitoyl-CoA)

  Catalysed by SGPL1, SLC27A2, ACSL4, ACSL3 and 9 moreendoplasmic reticulum, cytosol

• (R)-2-hydroxyoctadecanoateReach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. Fas180
  3. octadecanoate + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (R)-2-hydroxyoctadecanoate + 2 Fe(III)-[cytochrome b5] + H2O

  Catalysed by SGPL1, FA2Hendoplasmic reticulum, cytosol

• O-acetyl-(R)-carnitineReach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. Utilized Transport
  3. Acetyl-CoA:carnitine O-acetyltransferase

  Catalysed by SGPL1, CPT1A, CPT1C, CPT1Bendoplasmic reticulum, cytosolOne of 9 routes

• an N-acylsphing-4-enine 1-phosphateReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. sphing-4-enine + a fatty acyl-CoA = an N-acylsphing-4-enine + CoA + H(+)
  3. an N-acylsphing-4-enine + ATP = an N-acylsphing-4-enine 1-phosphate + ADP + H(+)

  Catalysed by PLPP1, PLPP3, PLPP2, SGPP2 and 10 morecytosol

• sphinganineReach from here →
  1. sphingosine-1-phosphate palmitaldehyde-lyase (phosphoethanolamine-forming)
  2. Sphinganine-1-phosphate pamlmitaldehyde-lyase
  3. sphinganine 1-phosphate + H2O = sphinganine + phosphate

  Catalysed by SGPL1, SGPP2, SGPP1cytosol

• spermidineReach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. Fas180
  3. diamine N-acetyltransferase (N1-acetylspermidine)

  Catalysed by SGPL1, SAT1, SAT2endoplasmic reticulum, cytosolOne of 3 routes

• L-methionineReach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. Fas180
  3. N-acetylglutamate synthase (N-acetylmethionine)

  Catalysed by SGPL1, NAGSendoplasmic reticulum, cytosol, mitochondrial matrix

• a 2-acyl-sn-glycero-3-phosphocholineReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. 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(+)
  3. N-(acetyl)-sphing-4-enine + a 1,2-diacyl-sn-glycero-3-phosphocholine = 1-O-acyl-N-(acetyl)-sphing-4-enine + a 2-acyl-sn-glycero-3-phosphocholine

  Catalysed by PLPP1, PLPP3, PLPP2, SGPP2 and 4 morecytosol

• L-alanineReach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. Fas180
  3. amino-acid N-acetyltransferase (N-acetyl-L-alanine)

  Catalysed by SGPL1endoplasmic reticulum, cytosol, mitochondrial matrix

• L-asparagineReach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. Fas180
  3. N-acetylglutamate synthase (N-acetyl-L-asparagine)

  Catalysed by SGPL1, NAGSendoplasmic reticulum, cytosol, mitochondrial matrix

• L,L-cystathionineReach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. Fas180
  3. N-acetylglutamate synthase (N-acetyl-L-cystathionine)

  Catalysed by SGPL1, NAGSendoplasmic reticulum, cytosol, mitochondrial matrix

• a 1-acyl-sn-glycero-3-phosphocholineReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. 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(+)
  3. N-(acetyl)-sphing-4-enine + a 1,2-diacyl-sn-glycero-3-phosphocholine = 1-O-acyl-N-(acetyl)-sphing-4-enine + a 1-acyl-sn-glycero-3-phosphocholine

  Catalysed by PLPP1, PLPP3, PLPP2, SGPP2 and 4 morecytosol

• phosphoethanolamineReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. sphing-4-enine + ATP = sphing-4-enine 1-phosphate + ADP + H(+)
  3. sphing-4-enine 1-phosphate = (2E)-hexadecenal + phosphoethanolamine

  Catalysed by PLPP1, PLPP3, PLPP2, SGPP2 and 5 morecytosolOne of 5 routes