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)s were studied. The esterolysis were evaluated by means of Michaelis constant Km and the catalytic reaction rate constant kcat. 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.
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Ishikawa et al. (1986) studied this question.
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