Glycosylation is highly sensitive to alterations in cellular function and abnormal glycosylation is diagnostic of a number of diseases. The control of glycosylation by the cell affords a means of putting the same recognition markers on quite different proteins without having to code the infor mation into the DNA of that protein. Glycosyltransferases (GTs) are family of enzymes that are responsible for the biosynthesis of glycoconjugates such as glycolipids and glycoproteins as well as oligo- and polysaccharides which are crucial factors in bacterial and viral infections [2]. Development of new selective inhibitors is of great importance in dealing with bacterial [3] and fungal diseases [4]. The key role played by fucose in glycoprotein and cellular function has prompted significant research toward identifying recombinant and biochemical strategies for blocking its incorporation into proteins and membrane structures [5]. In connection with our own studies in this area we became interest in the prospect of developing a simple method that would lead to various fucosyl derivatives of uridine as a potential GTs inhibitors. Utilization of fucal led us to unsaturated disaccharide building blocks, which are very useful in glycoconjugate synthesis.

Acknowledgment:

Katarzyna Komor and Roman Komor received a scholarship under the project "DoktoRIS - Scholarship Program for Innovative Silesia".

References:

[1]   Dwek, R. A., Chem.Rev., 1996, 96, 683
[2]  Lairson, L. L.; Henrissat, B.; Davies, G. J.; Withers, S. G. Annu. Rev. Biochem. 2008, 77, 521–555
[3]   Berg, S.; Kaur, D.; Jackson, M.; Brennan ,P. J. Glycobiology, 2007, 17, 35–56
[4]   Behr, J.B.; Gainvors-Claisse, A.; Belarbi, A. Nat. Prod. Res., 2007, 21, 76–82[5]  Schwarz, P. M.; Elbein. A .D.; The Journal of Biological Chemistry, 1985, 260 (27), 14452-14458

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