W Rudolf Seitz, Casey J Grenier, Rongfang Yang, Anthony Timberman and John Csoros
University of New Hampshire, Durham
Posters & Accepted Abstracts: Med Chem (Los Angeles)
Templated polymers, aka molecularly imprinted polymers, have been explored with the objective that they could replace biological recognition agents widely used for chemical sensing. They are much easier and much less expensive to prepare than antibodies and other biological recognition agents. However, the current dominant technology for preparing these materials involves a high level of covalent crosslinking so that the binding site retains the necessary confirmation to bind template. This results in a bulk phase material. The rate of binding depends not only on the kinetics of the interaction between the binding site and the template but also on the rate at which template diffuses into the material. Noncovalent crosslinks offer a more flexible alternative to a high degree of covalent crosslinking. Using a mix of hydrophobic interactions between isopropyl groups and acid-base attractions with a low percentage of covalent crosslinks, we have prepared a fluorescein templated copolymer that is formed as a water-soluble macromolecule rather than a bulk phase. This polymer binds fluorescein completely in less than 2 seconds with an affinity constant of 3x108 M-1. This approach promises to lead to new polymeric materials with improved interaction kinetics and high affinity. These materials are expected to be suitable for many chemical sensing applications that remain out of reach of current molecularly imprinted copolymers.
E-mail: Rudi.Seitz@unh.edu
Medicinal Chemistry received 6627 citations as per Google Scholar report
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