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Literature summary for 2.7.1.91 extracted from

  • Högenauer, K.; Billich, A.; Pally, C.; Streiff, M.; Wagner, T.; Welzenbach, K.; Nussbaumer, P.
    Phosphorylation by sphingosine kinase 2 is essential for in vivo potency of FTY720 analogues (2008), ChemMedChem, 3, 1027-1029.
    View publication on PubMed
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Organism

Organism UniProt Comment Textmining
Homo sapiens
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Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
ATP + (2R)-2-amino-4-(4-heptoxyphenyl)-2-methylbutan-1-ol isoform SPHK2 is 6fold more efficient than SPHK1 in phosphorylating Homo sapiens ADP + (2R)-2-amino-4-(4-heptoxyphenyl)-2-methylbutyl dihydrogen phosphate product is a nanomolar agonist of sphingosine 1-phsphate receptor 1, whereas the (2S)-enantiomer is much weaker ?
ATP + (2R,3R)-3-amino-5-(4-heptoxyphenyl)-3-methylpentan-2-ol no substrate for SPHK1, phosphorylated by SPHK2 at low rates Homo sapiens ADP + (2R,3R)-3-amino-5-(4-heptoxyphenyl)-3-methylpentan-2-yl dihydrogen phosphate product is a potent agonist of sphingosine 1-phsphate receptor 1 ?
ATP + FTY720 FTY720 is stereoselectively phosphorylated to the active principle (S)-FTY720-phosphate which binds to four of the five known sphingosine-1-phosphate receptors. The introduction of a second stereocenter in the amino alcohol head group of FTY720-like compounds has a strong effect on the phosphorylation efficiency and selectivity by SPHKs and on transiently decreasing peripheral lymphocyte counts in vivo Homo sapiens ADP + FTY720 1-phosphate
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