Sphingosine-1-phosphate, D-erythro, CAS 26993-30-6

Signaling molecule

Product Type: Second Messenger

CAS No.: 26993-30-6

MolecularFormula: C18H38NO5P

Molecular Weight: 379,5

Source: Synthetic

Purity: >98%

Solubility: Sparingly soluble in 1:1 ethanol:water. Addition of small amounts of acetic acid may help dissolve this product. Soluble in warm methanol.

Appearance: White solid

PubChem CID: 5283560

Scientific Background: D-erythro-Sphingosine-1-phosphate (S1P) is a polar sphingolipid metabolite which regulates diverse cellular responses including cell growth, survival and migration. S1P was reported to stimulate DNA synthesis and cell division in quiescent cultures of Swiss 3T3 fibroblasts and to trigger the dual signal transduction pathways of calcium mobilization and PC-PLD (phospholipase D) activation. S1P serves as a second messenger for intracellular calcium mobilization in U-937 cells (sc-2239) and decreases cellular cAMP. Recent studies show that S1P is a G-protein-coupled receptor (GPCR) ligand for the EDG-1 family, including EDG-1, -3, -5, -6 and -8. This bioactive lipid mediator has been shown to stimulate the ERK pathway and to also counteract the ceramide-induced activation of stress-activated protein kinase (SAPK/JNK). Researchers have also found that S1P is a strong inhibitor of cell motility and phagokinesis in B16 melanoma cells. Additionally, it induces rapid and transient tyrosine phosphorylation of epidermal growth factor receptor (EGFR) and c-Met in gastric cancer cells. S1P has also been known as a tumor-promoting lipid. Suggested to be an activator of GPR3, GPR6, and GPR12. D-erythro-Sphingosine-1-phosphate is an activator of EDG-1, EDG-3, EDG-2, EDG-4 and EDG-5.¬

References: 1. Van Veldhoven P.P., et al. (1989). J. Lipid Res. 30(4): 611-6. 2. Desai N.N., et al. (1992). J. Biol. Chem. 267(32): 23122-8. 3. Sadahira Y., et al. (1992). Proc. Natl. Acad. Sci. U.S.A. 89(20): 9686-90. 4. Olivera A. and Spiegel, S. (1993). Nature. 365(6446): 557-60. 5. Mattie M., et al. (1994). J. Biol. Chem. 269(5): 3181-8. 6. Wu J., et al. (1995). J. Biol. Chem. 270(19): 11484-8. 7. Choi O.H., et al. (1996). Nature. 380(6575): 634-6. 8. Cuvillier O., et al. (1996). Nature. 381(6585): 800-3. 9. Spiegel S., et al. (2000). Biochim. Biophys. Acta. 1484(2-3): 107-16. 10. Spiegel S. and Milstien, S. (2000). FEBS Lett. 476(1-2): 55-57. 11. Shida, D., et al. (2004). FEBS Lett. 577(3): 333-8. 12. Watterson, K.R., et al. (2005). Cell. Signal. 17(3): 289-98.

Field of Use: Not for use in humans. Not for use in diagnostics or therapeutics. For in vitro research use only.

• Artikelnummer: STRSIH-386-1MG
• Hersteller: Stressmarq Biosciences
• Hersteller Artikelnummer: SIH-386-1MG
• Green Labware: Nein
• Verpackungseinheit: 1 mg
• Mengeneinheit: STK