Replaces Prod. #: ALX-306-010
- 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.
Product Details
| Alternative Name: | (E)-D-erythro-2-amino-1-(dihydrogenphosphate)-4-octadecene-1,3-diol, S1P |
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| Formula: | C18H38NO5P |
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| MW: | 379.5 |
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| Source: | Synthetic. |
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| CAS: | 26993-30-6 |
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| Purity: | ≥98% (TLC) |
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| Identity: | Identity determined by MS and NMR. |
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| Appearance: | White solid. |
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| 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. |
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| Shipping: | Ambient Temperature |
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| Long Term Storage: | -20°C |
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| Handling: | Packaged under inert gas. |
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| Regulatory Status: | RUO - Research Use Only |
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Product Literature References
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Abstract;
In vitro assessment of the binding and functional reponses of ozanimod and its plasma metabolites across human sphingosine 1-phosphate receptors: J.V. Selkirk, et al.; Eur. J. Pharmacol.
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Abstract;
IRF4 expression by lung dendritic cells drives acute but not Trm cell-dependent memory Th2 responses: D.F. Camacho, et al.; JCI Insight
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Abstract;
Sphingosine‐1‐phosphate/TGF‐β axis drives epithelial mesenchymal transition in asthma‐like disease: M. Riemma, et al.; Br. J. Pharmacol.
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Abstract;
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BMP6/TAZ-Hippo signaling modulates angiogenesis and endothelial cell response to VEGF: H.H. Pulkkinen, et al.; Angiogenesis
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Abstract;
Full Text
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.
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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
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Abstract;
Tyrosine phosphorylation of S1PR1 leads to chaperone BiP-mediated import to the endoplasmic reticulum: M. Anwar, et al.; J. Cell Biol.
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Abstract;
Full Text
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.
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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.
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Abstract;
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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
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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.
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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;
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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
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;
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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
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
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Abstract;
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Sphingosine 1-phosphate signalling in mammalian cells: S. Pyne & N.J. Pyne; Biochem. J.
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Sphingosine-1-phosphate: signaling inside and out: S. Spiegel & S. Milstien; FEBS Lett.
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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
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Abstract;
Sphingosine-1-phosphate in cell growth and cell death: S. Spiegel, et al.; Ann. NY Acad. Sci.
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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;
Suppression of ceramide-mediated programmed cell death by sphingosine-1-phosphate: O. Cuvillier, et al.; Nature
381, 800 (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.
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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
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Abstract;
Sphingosine 1-phosphate, a specific endogenous signaling molecule controlling cell motility and tumor cell invasiveness: Y. Sadahira, et al.; PNAS
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Abstract;
Sphingosine-1-phosphate, a metabolite of sphingosine, increases phosphatidic acid levels by phospholipase D activation: N.N. Desai, et al.; J. Biol. Chem.
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Abstract;
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