Selective O-desulphation of heparin in triethylamine solution

D. FRAIDENRAICH Y WAISMAN; A. FERNÁNDEZ CIRELLI

CARBOHYDRATE POLYMERS

Elsevier

Lugar: Amsterdam; Año: 1992 vol. 17 p. 111 - 114

0144-8617

Alkaline desulphation of heparin has not been so extensively studied as acid hydrolysis or solvolysis. Heparin was treated with 20% triethylamine (TEA) in aqueous solution under two different sets of experimental conditions. After elimination of the base, the products (H-a and H-b) were subjected to gel chromatography, analysed for total and N-sulphate content, and electrophoretic mobility and characterized by 13C-NMR spectroscopy. Selective 2-O-desulphation of L-iduronic acid residues and partial 6-O-desulphation of 2-amino-2-deoxy-D-glucose was observed, while N-sulphoamino groups remained attached. There was also spectroscopic evidence of the formation of 2,3-anhydro-L-iduronic acid moieties.