Article
Full Access
Heterochain polymers based on natural amino acids. Synthesis and enzymatic hydrolysis of regular poly(ester amide)s based on bis(L-phenylalanine) α,ω-alkylene diesters and adipic acid
Abstract
Novel biodegradable regular poly(ester amide)s were synthesized by polycondensation of p-toluenesulfonic acid salts of bis(phenylalanine) α,ω-alkylene diesters (1) with bis(p-nitrophenyl) adipate under mild conditions in organic solvents in the presence of triethyl amine as acid acceptor. Enzymatic hydrolysis (α-chymotrypsinolysis) of the starting salts 1, the model bis(ester acetamide)s 2 and the obtained poly(ester amide)s 3 was investigated at 37°C and pH 8 using potentiometric titration. It was established that the hydrolysis rate increased with elongation of the α,ω-alkylene chain. A strong noncovalent immobilization of the enzyme on the polymeric surface was observed.
