ORGN 144 |
| Glycosphingolipids are found mainly in the external surface of eukaryotic cells and are assumed to participate in immunological activities. OCH is an alpha-galactosylceramide (glycosphingolipid) which has been shown to initiate a CD1-mediated activation of natural killer T-cells (NKT cells) leading to suppression of experimental autoimmune encephalomyelitis (EAE), a prototype autoimmune disease. In order to further elucidate the CD1 mediated NKT-cell activation, effective strategies for the synthesis of glycosphingolipids are critical. We have developed efficient syntheses of OCH analogs containing sphinganines and phytosphingosine sphingoid bases with saturated and unsaturated C20 N-acyl chains. Different methodologies were required to prepare the desired analogs.
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New Reactions and Methodology, Materials, Total Synthesis, Process R&D
8:00 PM-10:00 PM, Sunday, 28 August 2005 Washington DC Convention Center -- Hall A, Poster
Division of Organic Chemistry |
