Sphingosine-1-phosphate is a bioactive lipid signaling molecule and an ago-nistic ligand of five specific G protein coupled receptors named S1P1-5.These receptors play a crucial role in the cardiovascular and immune sys-tem and in angiogenesis. The known compound FTY720 (Fingolimod) is a sphingosine analogue with immunosuppressive effects and was recently approved for treatment of multiple sclerosis in the United States and Russia. The synthetic sphingosine analogue cis-4-methylsphingosine was firstly syn-thesized by R. R. Schmidt and coworkers in 1993 in nine steps. Similar to FTY720 this compound is phosphorylated in biological systems and inhibits the activity of different S1P-receptors, however the spectrum of receptors influended by cis-4-methylsphingosine is slightly different to that influenced by FTY720. Cis-4-methylsphingosine induces apoptosis of neuroblastoma cells.</p> <p><span class="Apple-style-span" style="line-height: 15px; "></span></p> <p><strong>Technology</strong> <br> We offer a rapid and simple method for the stereoselective synthesis of cis-4-methylsphingosine and derivatives thereof in only two steps. The novel synthesis is characterized by using easily accessible starting material, and an overall yield of nearly 30% which is almost 100-fold compared to the synthesis known in the art. Since cis-4-methylsphingosine also influences S1P-receptors like FTY70, however with a slight different spectrum, this com-pound might have similar effects or might support or supplement the activity of FTY720. Thereby cis-4-methysphingosine has a great potential for phar-maceutical application. </p> <b>Benefits:</b>
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The results will be published on March 22 in the journal „Astronomy & Astrophysics“.
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