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Synthesis of Glycosylated Dextrans

Laboratory of Organic Chemistry State University of Ghent Krijgslaan 281 (S-4) B-9000 Ghent, Belgium

Anne De Marre

Laboratory of Organic Chemistry State University of Ghent Krijgslaan 281 (S-4) B-9000 Ghent, Belgium

Etienne Schacht

Laboratory of Organic Chemistry State University of Ghent Krijgslaan 281 (S-4) B-9000 Ghent, Belgium

Dextran fractions with a narrow molecular weight distribution were modified using the 4-nitrophenyl chloroformate activation method. The activated polymers were subsequently reacted with a small amount of L- tyrosinamide and a number of selected peracetylated -amino glycosides of D- mannose, D-galactose, L-fucose and L-rhamnose and including some cluster de rivatives. All monosaccharides were linked to the polymer chain via a carbon C-6 spacer.

The number of L-tyrosinamide units introduced could be accurately deter mined by UV absorption spectroscopy. On the other hand, the degree of substi tution by a glycoside ligand was calculated from ¹H NMR data.

Journal of Bioactive and Compatible Polymers, Vol. 7, No. 1, 4-14 (1992)
DOI: 10.1177/088391159200700102


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