An innovative approach to the design of plastic antibodies: molecular imprinting via a non-polar transition state analogue

Abstract

A plastic antibody, imprinted with a transition state analogue which possesses a dominant non-polar structure, was synthesized. This acrylic resin catalyzes the Diels–Alder reaction with an efficiency comparable to that of a recently developed monoclonal catalytic antibody. We argue that plastic antibodies can be successfully used to catalyze reactions with a transition state of low polarity. Moreover they represent a flexible catalyst when varied reaction conditions and solvent environments are needed. . An acrylic resin imprinted with a transition state analogue which possesses a dominant non-polar structure was synthesized. As a model for this study the Diels–Alder reaction was chosen since, it is well-known and possesses a stable and synthetically achievable transition state analogue. It is shown that the plastic antibody synthesized in this study catalyzes the Diels–Alder reaction with an efficiency comparable to that of a recently developed monoclonal catalytic antibody. In fact the Lineweaver–Burk V max observed for the two catalysts appears to be of the same order of magnitude. We argue that plastic antibodies can be successfully used to catalyze reactions with a transition state of low polarity. Moreover, they appear to represent a more flexible catalyst when varied reaction conditions and solvent environments are needed.