Carboxymethyl dextran benzylamide sulfate

The synthesis steps described may also lead to carboxymethyl dextran sulfate (CMDSu) and carboxymethyl dextran benzylamide sulfate (CMDBSu, see Fig. 39). The anticoagulant activities depend on the proportion and distribution of the substituents. CMDBSSu represents a family of soluble... 

The synthesis of CMDBSSu involves the random carboxymethylation of hydroxyl groups on the glucose units, the benzylamidation of some of the carboxylic groups with benzylamine in the presence of N-ethoxycarbonyl-2-ethoxy-l,2-dihydroquinoline (EEDQ) to carboxymethyl dextran benzylamide (CMDB), the sulfonation of phenyl rings and sulfation of remaining hydroxyl groups at the polymer backbone (Fig. 39, [108,222]). 

Fig. 39 Synthesis of carboxymethyl dextran sulfate (CMDSu), carboxymethyl dextran ben-zylamide sulfate (CMDBSu) and carboxymethyl dextran benzylamide sulfonate sulfate (CMDBSSu), respectively...

Table 14 Composition, anticoagulant (antithrombic), and anticomplementary activities of dextran derivatives with different DS of carboxymethyl (CM), benzylamide (B) and sulfonate/sulfate (S) functions ...

Mestries P, Borchiellini C, Barbaud C, et al. (1998). Chemicaly modified dextrans modulate expression of collagen phenotype by cultured smooth muscle cells in relation to the degree of carboxymethyl, benzylamide, and sulfation substitution. J. Biomed. Mater. Res. 42 286-294. 

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