Enzymatic Esterolysis of Polymers Containing 2-Biphenylyl Ester Bonds in Side Chains

Article abstract of DOI:10.1246/bcsj.59.3621

The preparation and α-chymotrypsin-catalyzed esterolysis of polymeric substrates anchoring fungicidal biphenyl-2-ol are described.In order to obtain information regarding the influence of one type of polymeric backbone and the distance between a cleavable bond and a polymer main chain, poly(2-biphenylyl acrylate), poly(2-biphenylyl methacrylate), and poly(methacryloylamino acid 2-biphenylyl ester) were studied.The esterolysis were evaluated by means of Michaelis constant K_m and the catalytic reaction rate constant k_cat.Poly(2-biphenylyl methacrylate) was a more suitable substrate than poly(2-biphenylyl acrylate).Poly<6-(methacryloylamino)hexanoic acid 2-biphenylyl ester> was the most suitable substrate in a series of polymers containing amino acid side chains with 2-biphenylyl ester terminal groups.The release rate of biphenyl-2-ol could also be controlled by using copolymers with an appropriate comonomer.