Chemical Modification of Heparin

I. Yu. Ponedel’kina,^# V. N. Odinokov, E. S. Lukina, T. V. Tyumkina, L. M. Khalilov, and U. M. Dzhemilev

^# Phone/fax: (3472) 31-2750; e-mail: ink@anrb.ru
Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, pr. Oktyabrya 141, Ufa, 450075 Bashkortostan, Russia

Received July 27, 2005; in final form, December 21, 2005

Abstract: Heparin was modified at carboxyl groups by reaction with several pharmacologically important amino-containing compounds in aqueous medium in the presence of 1-ethyl-3-[3-(dimethylamino)propyl]carbodiimide. In dependence on the nature of the amine and the ratio of reagents, conjugates containing 36–100% amide and 0–25% isoureidocarbonyl groups were synthesized. Isoureidoarylamide groups are present, along with amide moieties, in the products of heparin modification by hydroxyl-containing aromatic amines. The conjugate of heparin with p-aminobenzoic acid contained oligomeric arylamide.

Key words: heparin, chemical modification; conjugates; amino-containing compounds; 1-ethyl-3-[3-(dimethylamino)propyl]carbodiimide

Russian Journal of Bioorganic Chemistry 2006, 32 (5):472-477