CARB 59 |
| Sialic acids normally appear at the terminal positions of glycoproteins and glycolipids where they are alpha(2,3)- or (2,6)- linked to galactosides or alpha (2,6)- linked to 2-acetamido-galactosyl residues. The appreciation of the biological importance and therapeutic potential of sialic acid and its derivatives has revealed certain drawbacks in the methods for chemical sialylation. In order to cover these gaps, novel sialylation methods, indirect strategies, and enzymatic approaches emerged at the turn of the century. Novel sialosyl donors, S-benzoxazolyl (SBox) and S-thiazolyl (STaz) sialosides, have been synthesized and applied to the stereoselective synthesis of alpha sialosides. It was also demonstrated that it is possible to selectively activate SBox sialyl donor over ethyl thioglycoside, allowing the direct synthesis of disaccharide donors that could be used in subsequent glycosylations without further manipulations. The influence of a trifuoroacetamido group at C-5 was also investigated. |
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General Posters
8:00 PM-10:00 PM, Tuesday, 12 September 2006 Moscone Center -- Hall D, Poster
Sci-Mix
Division of Carbohydrate Chemistry |