ORGN 155 |
| Glycosylceramides (see figure) are lipids widely found in tissues and organs of different biological systems. Several known natural Glycosylceramides as well as some novel synthetic analogues were synthesised following an established route according to Schmidt et. al. The yield of some reactions, notably the glycosylation using trichloroacetimidates, was improved by optimisation of the literature procedure. All synthesised target molecules and several other intermediate compounds were investigated for their thermotropic liquid crystalline properties. Although comparable Glycoglycero molecules often show Columnar phases even at room temperature, Glycosylceramides mainly formed Smectic A phases. It is suggested that the amide function of the Ceramide moiety, which forms additional hydrogen bonds, influences the phase behaviour. In addition, lyotropic properties such as aggregation and phase characteristics have been determined by means of several different physicochemical methods.
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Total Synthesis, Materials, Devices and Switches, Molecular Recognition and Self-Assembly, Biologically-Related Molecules and Processes
8:00 PM-10:00 PM, Sunday, August 19, 2007 BCEC -- Exhibit Hall - B2, Poster
Sci-Mix
Division of Organic Chemistry |
