Due to the functions in energy metabolism and storage, as components of the genetic material as well as of structural elements carbohydrates contribute to life in many ways, and their connection with proteins or lipids play important roles in cellular communication during cell differentiation and development [1]. The main classes of enzymes responsible for the addition or removal of sugar residues are glycosyltransferases (GTs). They catalyze the transfer of sugar moiety from an activated donor (e.g. UDP-glucose) onto sugar or nonsugar acceptor [2]. Donor’s or acceptor’s analogues as GTs inhibitors may find applications as novel therapeutics for a wide range of diseases.

In our previously report we described glycoconiugates – analogues of UDP-glucose, in which variously protected 5’-uridine derivatives were connected with 1-thioglucose with thiophosphoesters fragment [3]. This compounds were synthesized in sequence of reactions: phosphitylation, secondary oxidation with sulphur presence and finally condensation reaction of obtained products with 1-thiosugars.

Now we presented new scale of conections, in which we replaced thioglucose fragment with 2,3,4,6-tetra-O-acetyl-1-thio-b-D-gala- ctose. To estimate activity of these compounds as potential GTs inhibitors we tried to check if they will be competitive with natural sugar donor – UDP-galactose – in glicosylation of esculine catalized by β-1,4-galactosyltransferase (scheme 1). To track the progress of the reaction we have chosen HPLC method with UV and fluorescence detectors.

Scheme 1

Now we try to evaluate the conditions of separation of substrates and products reaction, so that on the basis of their concentrations to determine the impact of glycoconjugates on the activity of GTs. After optimalizing the separation conditions we plan to test the influence of whole range of glycoconiugates.

Research studies part-financed by the European Union within the European Regional Development Fund (POIG.01.01.02-14-102/09).

1. S. Pouilly, V. Bourgeaux, F. Piller, V. Piller, ACS Chem. Biol., ASAP Publication Date (Web): January 25, 2012,

2. S. Asamizu, J.Yang, K.H. Almabruk, T. Mahmud, J. Am. Chem. Soc., 2011, 133, 12124-12135

3. M. Grec, P. Świerk, G. Pastuch, W. Szeja, Acta. Pol. Pharm, 2010, 67, 652-663

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