S1P receptor agonist
- Endogenous signaling molecule
- Second messenger involved in calcium mobilization, cell motility, and cell proliferation
- highly cited
Sphingosine-1-phosphate (S1P) is a putative second messenger that mobilizes calcium from intracellular stores via an IP3-independent pathway, activates phospholipase D, and stimulates quiescent Swiss 3T3 fibroblast growth. S1P regulates a variety of cellular responses, including survival, cytoskeletal remodeling, chemotaxis etc. via the activation of cell surface EDG receptors. S1P also promotes angiogenesis.
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Product Details
Alternative Name |
(E)-D-erythro-2-amino-1-(dihydrogenphosphate)-4-octadecene-1,3-diol, S1P |
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Appearance |
White solid. |
CAS |
26993-30-6 |
Couple Target |
EDG receptor, S1P receptor |
Couple Type |
Activator |
Formula |
C18H38NO5P |
Identity |
Identity determined by MS and NMR. |
MW |
379.5 |
Purity |
≥98% (TLC) |
Solubility |
Sparingly soluble in 1:1 ethanol:water. Addition of small amounts of acetic acid may help dissolve this product. Soluble in warm methanol.For delivery of sphingosine-1-phosphate to cells, prepare a 125μM stock in 4mg/ml BSA as follows: Dissolve sphingosine-1-phosphate (S-1-P) in methanol (0.5 mg/ml). This may require boiling (65°C), with occasional replacement of evaporated methanol. Crushing of solid prior to addition of methanol and crushing and stirring during heating is helpful. Aliquot desired amounts of methanol stock to tubes. Evaporate the solvent with a stream of nitrogen, swirling to deposit a thin film on the inside of the tube. Aliquots may be stored at -20 °C at this point or dissolved with enough 4mg/ml BSA (fatty acid free Bovine Serum Albumin in water; 37°C, 30 min. with repeated vortexing) to make 125 µM stock. |
Source |
Synthetic. |
Handling & Storage
Use/Stability |
As indicated on product label or CoA when stored as recommended. |
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Handling |
Packaged under inert gas. |
Long Term Storage |
-20°C |
Shipping |
Ambient Temperature |
Regulatory Status |
RUO – Research Use Only |
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- Role of Luteolin as Potential New Therapeutic Option for Patients with Glioblastoma through Regulation of Sphingolipid Rheostat: S.E. Navone, et al.; Int. J. Mol. Sci. 25, 130 (2023), Abstract
- In vitro assessment of the binding and functional responses of ozanimod and its plasma metabolites across human sphingosine 1-phosphate receptors: J.V. Selkirk, et al.; Eur. J. Pharmacol. 941, 175442 (2023), Abstract
- IRF4 expression by lung dendritic cells drives acute but not Trm cell-dependent memory Th2 responses: D.F. Camacho, et al.; JCI Insight 7, e140384 (2022), Abstract
- Sphingosine‐1‐phosphate/TGF‐β axis drives epithelial mesenchymal transition in asthma‐like disease: M. Riemma, et al.; Br. J. Pharmacol. 179, 1753 (2022), Abstract — Full Text
- BMP6/TAZ-Hippo signaling modulates angiogenesis and endothelial cell response to VEGF: H.H. Pulkkinen, et al.; Angiogenesis 24, 129 (2021), Abstract — Full Text
- Involvement of acid ceramidase in the degradation of bioactive N-acylethanolamines: T. Kazuhito, et al.; Biochim. Biophys. Acta Mol. Cell Biol. Lipids 1866, 158972 (2021), Abstract
- Cellular stress promotes NOD1/2‐dependent inflammation via the endogenous metabolite sphingosine‐1‐phosphate: G. Pei, et al.; EMBO J. 40, e106272 (2021), Abstract
- CLIC1 and CLIC4 mediate endothelial S1P receptor signaling to facilitate Rac1 and RhoA activity and function: D.Y. Mao, et al.; Sci. Signal. 14, eabc0425 (2021), Abstract — Full Text
- Tyrosine phosphorylation of S1PR1 leads to chaperone BiP-mediated import to the endoplasmic reticulum: M. Anwar, et al.; J. Cell Biol. 220, e202006021 (2021), Abstract — Full Text
- Sphingosine-1-Phosphate Receptor 1 Activity Promotes Tumor Growth by Amplifying VEGF-VEGFR2 Angiogenic Signaling: Balaji Ragunathrao, V. A., Anwar, M., et al.; Cell Rep. 29, 3472 (2019), Abstract
- Dimer-specific immunoprecipitation of active caspase-2 identifies TRAF proteins as novel activators: Robeson, A. C., Lindblom, K. R., et al.; EMBO J. 37, (2018), Abstract
- Extracellular α-synuclein drives sphingosine 1-phosphate receptor subtype 1 out of lipid rafts, leading to impaired inhibitory G protein signaling: S.M.M. Badawy, et al.; J. Biol. Chem. 293, 8208 (2018), Abstract — Full Text
- Triple Negative Breast Cancer Depends on Sphingosine Kinase 1 (SphK1)/Sphingosine-1-Phosphate (S1P)/Sphingosine 1-Phosphate Receptor 3 (S1PR3)/Notch Signaling for Metastasis: S. Wang, et al.; Med. Sci. Monit. 24, 1912 (2018), Abstract — Full Text
- Temporal-specific roles of Rac1 during vascular development and retinal angiogenesis: Nohata, N., Uchida, Y., et al.; Dev. Biol. 411, 183 (2016), Abstract
- TRAF-interacting protein (TRIP) negatively regulates the TNF receptor-associated factor 2 (TRAF2) ubiquitin-dependent pathway by suppressing the TRAF2 – sphingosine-1-phosphate (S1P) interaction: E.S. Park, et al.; J. Biol. Chem. 290, 9660 (2015), Application(s): Cell Culture, Abstract — Full Text
- FTY720-P Activates Sphingosine-1-phosphate Receptor 2 and Selectively Couples to Gα12/13/ Rho/ ROCK to Induce Myofibroblast Contraction: K. Sobel, et al.; Mol. Pharmacol. 87, 916 (2015), Application(s): Cell Culture, Abstract — Full Text
- A novel chimeric aequorin fused with caveolin-1 reveals a sphingosine kinase 1-regulated Ca2+ microdomain in the caveolar compartment: I. Pulli, et al.; Biochim. Biophys. Acta 1853, 2173 (2015), Application(s): Cell Culture, Abstract — Full Text
- Sphingosine Kinase 1 mediates hepatic inflammation in a mouse model of Nonalcoholic Steatohepatitis induced by high saturated fat feeding and initiates proinflammatory signaling in hepatocytes: T. Geng, et al.; J. Lipid. Res. 56, 2359 (2015), Application(s): Cell Culture, Abstract — Full Text
- Type 2 Iodothyronine Deiodinase Activity is Required for Rapid Stimulation of PI3K by Thyroxine in Human Umbilical Vein Endothelial Cells: T. Aoki, et al.; Endocrinology 156, 4312 (2015), Application(s): Western Blot, Abstract — Full Text
- Sphingosine-1-Phosphate Evokes Unique Segment-Specific Vasoconstriction of the Renal Microvasculature: Z. Guan, et al.; J. Am. Soc. Nephrol. 25, 1774 (2014), Application(s): Cell culture, Abstract — Full Text
- Sphingosine 1-phosphate receptors are essential mediators of eyelid closure during embryonic development: Herr, D. R., Lee, C. W., et al.; J. Biol. Chem. 288, 29882 (2013), Abstract
- In Vitro and In Vivo Antagonism of a G Protein-Coupled Receptor (S1P3) with a Novel Blocking Monoclonal Antibody: G.L. Harris, et al.; PLoS One 7, e35129 (2012), Abstract — Full Text
- Sphingosine 1-phosphate signalling in mammalian cells: S. Pyne & N.J. Pyne; Biochem. J. 349, 385 (2000), Abstract
- Sphingosine-1-phosphate: signaling inside and out: S. Spiegel & S. Milstien; FEBS Lett. 476, 55 (2000), Abstract
- Extracellular actions of sphingosine I-phosphate through endothelial differentiation gene products in mammalian cells: role in regulating proliferation and apoptosis: S. Pyne, et al.; Biochem. Soc. Trans. 27, 404 (1999), Abstract
- Roles of sphingosine-1-phosphate in cell growth, differentiation, and death: S. Spiegel, et al.; Biochemistry 63, 69 (1998), Abstract
- Sphingosine-1-phosphate in cell growth and cell death: S. Spiegel, et al.; Ann. NY Acad. Sci. 845, 11 (1998), Abstract
- Suppression of ceramide-mediated programmed cell death by sphingosine-1-phosphate: O. Cuvillier, et al.; Nature 381, 800 (1996), Abstract
- Calcium mobilization via sphingosine kinase in signalling by the Fc epsilon RI antigen receptor: O.H. Choi, et al.; Nature 380, 634 (1996), Abstract
- Sphingosine 1-phosphate rapidly activates the mitogen-activated protein kinase pathway by a G protein-dependent mechanism: J. Wu, et al.; J. Biol. Chem. 270, 11484 (1995), Abstract
- Sphingosine-1-phosphate, a putative second messenger, mobilizes calcium from internal stores via an inositol trisphosphate-independent pathway: M. Mattie, et al.; J. Biol. Chem. 269, 3181 (1994), Abstract
- Sphingosine-1-phosphate as second messenger in cell proliferation induced by PDGF and FCS mitogens: A. Olivera & S. Spiegel; Nature 365, 557 (1993), Abstract
- Sphingosine 1-phosphate, a specific endogenous signaling molecule controlling cell motility and tumor cell invasiveness: Y. Sadahira, et al.; PNAS 89, 9686 (1992), Abstract
- Sphingosine-1-phosphate, a metabolite of sphingosine, increases phosphatidic acid levels by phospholipase D activation: N.N. Desai, et al.; J. Biol. Chem. 267, 23122 (1992), Abstract
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