Overview

  • Product name

    D-erythro Sphingosine-1-phosphate, agonist of S1P receptors
  • Description

    Endogenous signaling sphingolipid and agonist of S1P receptors
  • Biological description

    Endogenous signaling sphingolipid and agonist of S1P receptors (EDG-GPCRs). Mobilises Ca2+ from intracellular stores via IP3 receptor independent pathways. Activates MAPK pathways. Regulates a variety of cellular responses and promotes angiogenesis.
  • Purity

    > 98%
  • CAS Number

    26993-30-6
  • Chemical structure

    Chemical Structure

Properties

  • Chemical name

    [(E,2S,3R)-2-Amino-3-hydroxyoctadec-4-enyl] dihydrogen phosphate
  • Molecular weight

    379.50
  • Molecular formula

    C18H38NO5P
  • PubChem identifier

    5283560
  • Storage instructions

    Store at -20°C. Store under desiccating conditions. The product can be stored for up to 12 months.
  • Handling

    Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.

    Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

  • SMILES

    CCCCCCCCCCCCCC=CC(C(COP(=O)(O)O)N)O
  • Source

    Synthetic

  • Research areas

References

This product has been referenced in:

  • Spiegel S & Milstien S Sphingosine-1-phosphate: an enigmatic signalling lipid. Nat Rev Mol Cell Biol 4:397-407 (2003). Read more (PubMed: 12728273) »
  • Uhlenbrock K  et al. Sphingosine 1-phosphate is a ligand of the human gpr3, gpr6 and gpr12 family of constitutively active G protein-coupled receptors. Cell Signal 14:941-53 (2002). Read more (PubMed: 12220620) »
  • Lee OH  et al. Sphingosine 1-phosphate induces angiogenesis: its angiogenic action and signaling mechanism in human umbilical vein endothelial cells. Biochem Biophys Res Commun 264:743-50 (1999). Read more (PubMed: 10544002) »
  • Wu J  et al. Sphingosine 1-phosphate rapidly activates the mitogen-activated protein kinase pathway by a G protein-dependent mechanism. J Biol Chem 270:11484-8 (1995). Read more (PubMed: 7744787) »
  • Mattie M  et al. Sphingosine-1-phosphate, a putative second messenger, mobilizes calcium from internal stores via an inositol trisphosphate-independent pathway. J Biol Chem 269:3181-8 (1994). Read more (PubMed: 8106352) »

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