Sulfonated acylation 6-carboxyl chitosan as well as preparation method thereof

Abstract

The invention discloses a heparin substitute expressed provided with the formula (1) of sulphonated and acidylated 6-carboxy-chitosan or the salt thereof. R expresses -H, -SO3H, or -COR<1>; R1 expresses -CH2OH, -COOH, -CH2OSO3H, or -CH2OCOR<1>; and R<1> represents C1-4 lower alkyl. The invention also relates to a preparation method of the compound. The invention has the advantages that the operation and the process are simple, and the dialysis and other tedious operation are not required for the purification of the product and the intermediate product; in addition, the reaction velocity is fast and easy to be controlled, and the sulphonated and acidylated 6-carboxy-chitosan is provided with biocompatibility and strong anticoagulant performance.

Description

technical field The invention relates to a biologically active chitosan derivative—sulfonated acylated 6-carboxy chitosan and a preparation method thereof. The compound has high anticoagulant performance. Background technique Chitosan is a biologically active natural alkaline polysaccharide extracted from shellfish such as shrimp and crab, and has poor blood compatibility. In 1971, Whistler et al. used N 2 o 4 6-carboxychitosan was prepared by reacting gas directly with dry chitosan or by dispersing chitosan in carbon tetrachloride [Whister RL, Kosik M, "Biochem.Biophys.", 1971, Vol. 142, No. 106 pages]: The reaction effect of this method is not good, and the highest degree of carboxylation in the product is no more than 24%. In 1973, Horton et al. used perchloric acid to protect the amino group, using CrO 3 Preparation of 6-carboxychitosan as an oxidant, although the degree of carboxylation of the product has been greatly improved, but the preparation process is com...

AI Technical Summary

Problems solved by technology

The reaction effect of this method is not good, and the maximum degree of carboxylation in the product does not exceed 24%.

In 1973, Horton et al. used perchloric acid to protect the amino group, using CrO 3 Preparation of 6-carboxychitosan as an oxidant, although the degree of carboxylation of the product has been greatly improved, but the preparation process is complicated and the Cr 3+ Ions are difficult to remove [Horton D, Jst E K, "Carbohydr. Res.", 1973, Vol. 29, p. 173]

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