Date published: 2025-11-28

1-800-457-3801

SCBT Portrait Logo
Seach Input

D-erythro-Sphingosine-1-phosphate (CAS 26993-30-6)

5.0(1)
Write a reviewAsk a question

See product citations (7)

Alternate Names:
(2S,3R,4E)-2-Amino-4-octadecene-1,3-diol 1-(Dihydrogen phosphate); Sphingosine-1-phosphate
CAS Number:
26993-30-6
Purity:
≥95%
Molecular Weight:
379.48
Molecular Formula:
C18H38NO5P
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

QUICK LINKS

D-erythro-Sphingosine-1-phosphate (S1P) is a polar sphingolipid metabolite which regulates diverse cellular responses including cell growth, survival and migration. D-erythro-Sphingosine-1-phosphate 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. D-erythro-Sphingosine-1-phosphate serves as a second messenger for intracellular calcium mobilization in U-937 cells (sc-2239) and decreases cellular cAMP. Recent studies show that D-erythro-Sphingosine-1-phosphate 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 may act 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 D-erythro-Sphingosine-1-phosphate 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. D-erythro-Sphingosine-1-phosphate 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.


D-erythro-Sphingosine-1-phosphate (CAS 26993-30-6) References

  1. Functions of a new family of sphingosine-1-phosphate receptors.  |  Spiegel, S. and Milstien, S. 2000. Biochim Biophys Acta. 1484: 107-16. PMID: 10760461
  2. Sphingosine-1-phosphate: signaling inside and out.  |  Spiegel, S. and Milstien, S. 2000. FEBS Lett. 476: 55-7. PMID: 10878250
  3. Sphingosine 1-phosphate, a specific endogenous signaling molecule controlling cell motility and tumor cell invasiveness.  |  Sadahira, Y., et al. 1992. Proc Natl Acad Sci U S A. 89: 9686-90. PMID: 1409683
  4. Sphingosine-1-phosphate, a metabolite of sphingosine, increases phosphatidic acid levels by phospholipase D activation.  |  Desai, NN., et al. 1992. J Biol Chem. 267: 23122-8. PMID: 1429659
  5. Sphingosine 1-phosphate transactivates c-Met as well as epidermal growth factor receptor (EGFR) in human gastric cancer cells.  |  Shida, D., et al. 2004. FEBS Lett. 577: 333-8. PMID: 15556605
  6. The role of sphingosine-1-phosphate in smooth muscle contraction.  |  Watterson, KR., et al. 2005. Cell Signal. 17: 289-98. PMID: 15567060
  7. A facile enzymatic synthesis of sphingosine-1-phosphate and dihydrosphingosine-1-phosphate.  |  Van Veldhoven, PP., et al. 1989. J Lipid Res. 30: 611-6. PMID: 2754341
  8. T-Cell Accumulation in the Hypertensive Brain: A Role for Sphingosine-1-Phosphate-Mediated Chemotaxis.  |  Don-Doncow, N., et al. 2019. Int J Mol Sci. 20: PMID: 30695999
  9. Sphingolipid Signature of Human Feto-Placental Vasculature in Preeclampsia.  |  Del Gaudio, I., et al. 2020. Int J Mol Sci. 21: PMID: 32033121
  10. Sphingosine 1-phosphate rapidly activates the mitogen-activated protein kinase pathway by a G protein-dependent mechanism.  |  Wu, J., et al. 1995. J Biol Chem. 270: 11484-8. PMID: 7744787
  11. Sphingosine-1-phosphate, a putative second messenger, mobilizes calcium from internal stores via an inositol trisphosphate-independent pathway.  |  Mattie, M., et al. 1994. J Biol Chem. 269: 3181-8. PMID: 8106352
  12. Sphingosine-1-phosphate as second messenger in cell proliferation induced by PDGF and FCS mitogens.  |  Olivera, A. and Spiegel, S. 1993. Nature. 365: 557-60. PMID: 8413613
  13. Calcium mobilization via sphingosine kinase in signalling by the Fc epsilon RI antigen receptor.  |  Choi, OH., et al. 1996. Nature. 380: 634-6. PMID: 8602265
  14. Suppression of ceramide-mediated programmed cell death by sphingosine-1-phosphate.  |  Cuvillier, O., et al. 1996. Nature. 381: 800-3. PMID: 8657285

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

D-erythro-Sphingosine-1-phosphate, 1 mg

sc-201383
1 mg
$162.00

D-erythro-Sphingosine-1-phosphate, 2 mg

sc-201383D
2 mg
$316.00

D-erythro-Sphingosine-1-phosphate, 5 mg

sc-201383A
5 mg
$559.00

D-erythro-Sphingosine-1-phosphate, 10 mg

sc-201383B
10 mg
$889.00

D-erythro-Sphingosine-1-phosphate, 25 mg

sc-201383C
25 mg
$1693.00