SEW 2871

Cat. No. 2284

SEW 2871 C20H10F6N2OS [256414-75-2]

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Chemical Name: 5-[4-Phenyl-5-(trifluoromethyl)thiophen-2-yl]-3-[3-(trifluoromethyl)phenyl]1,2,4-oxadiazole

Biological Activity

Novel, potent and selective sphingosine-1-phosphate 1 (S1P1) receptor agonist. Activates S1P1 receptor with an EC50 of 13 nM, but does not activate S1P2, S1P3, S1P4 or S1P5 receptors at concentrations up to 10 μM. Cell-permeable and active in vivo.

Technical Data

M.Wt:
440.36
Formula:
C20H10F6N2OS
Solubility:
Soluble to 20 mM in DMSO and to 20 mM in ethanol
Purity:
>99 %
Storage:
Store at RT
CAS No:
256414-75-2

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
All Tocris products are intended for laboratory research use only.

Certificate of Analysis / Product Datasheet / Safety Datasheet

References are publications that support the products' biological activity.

Bolick et al (2005) Sphingosine-1-phosphate prevents tumor necrosis factor-α-mediated monocyte adhesion to aortic endothelium in mice. Arterioscler.Thromb.Vasc.Biol. 25 976. PMID: 15761190.

Hale et al (2004) A rational utilization of high-throughput screening affords selective, orally bioavailable 1-benzyl-3-carboxyazetidine sphingosine-1-phosphate-1 receptor agonists. J.Med.Chem. 47 6662. PMID: 15615513.

Sanna et al (2004) Sphingosine 1-phosphate (S1P) receptor subtypes S1P1 and S1P3, respectively, regulate lymphocyte recirculation and heart rate. J.Biol.Chem. 279 13839. PMID: 14732717.

If you know of a relevant reference for SEW 2871 please let us know.

Citations are publications that use Tocris products. Selected citations for SEW 2871 include:

O'Sullivan et al (2014) Sphingosine 1-phosphate (S1P) induced interleukin-8 (IL-8) release is mediated by S1P receptor 2 and nuclear factor κB in BEAS-2B cells. PLoS One 9 e95566. PMID: 24743449.

Beckham et al (2012) Acid ceramidase-mediated production of sphingosine 1-phosphate promotes prostate cancer invasion through upregulation of cathepsin B. Int J Cancer 131 2034. PMID: 22322590.

Frias et al (2010) Native and reconstituted HDL protect cardiomyocytes from doxorubicin-induced apoptosis. Nature 85 118. PMID: 19700468.

Kim et al (2010) Isoflurane protects human kidney proximal tubule cells against necrosis via sphingosine kinase and sphingosine-1-phosphate generation. Cardiovasc Res 31 353. PMID: 20234131.

Zhang et al (2010) Sphingosine-1-phosphate prevents permeability increases via activation of endothelial sphingosine-1-phosphate receptor 1 in rat venules. Am J Nephrol 299 H1494. PMID: 20729401.

Do you know of a great paper that uses SEW 2871 from Tocris? If so please let us know.show all ▼show less ▲

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Keywords: SEW 2871, supplier, Cell-permeable, selective, S1P1, receptors, agonists, EDG1, sphingosine-1-phosphate, SEW2871, Tocris Bioscience, Sphingosine-1-Phosphate Receptor Agonist products

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