General Conditions for N-Sulfations

To a saturated aqueous sodium hydrogencarbonate solution (lOOlmol ) of the polyamine, pyridine sulfur trioxide complex (ISOequiv) was added at 0°C. After 16 h of magnetic stirring at room temperature, the reaction mixture was purified as described in Section 7.7.8. 

Acetamido derivatives were prepared as described in Section 7.7.8 with the pyridine-sulfur trioxide complex replaced by acetic anhydride. The following procedure was used for the other amides. 

To a solution of the glycoside in water (70lmol ), first a DMF solution of N,N-diisopropylethylamine (28 equiv) and then N-hydroxysuccinimide (NHS) ester (20 equiv) were added at 0°C. After stirring at 0°C for 15 min and then at room temperature overnight, the target compound was purified as described in Section 7.7.8. 

This work has been performed under the supervision of Fran( oise Bono and Jean-Marc Herbert. The author wishes to thank them for their support, as well as Aline Barbier, Alexandre Froidbise, Jerome Gabriel, Corine Gamier, Jean-Marc Strassel, and Gilbert Lassalle for the preparation of the octasaccharides and technical discussions. The author also acknowledges Pierre Fons and his team for the biological evaluation of the compounds in the tubule formation model on endothelial cells. 

Lakshmi Gande, S., Janzon, J., Kudlinzki, D., Sreeramulu, S., Dreyer, M.K., Wendt, K.U., Herbert, C., Duchaussoy, P., Bianciotto, M., Driguez, 

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