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The molecularly imprinted polymers as selective  sorbents to pharmaceutical analyses

Dorota Maciejewska 1Piotr Luliński Teresa Żołek 1Mariusz Dana Monika Pawłowska 

1. Medical University of Warsaw, Faculty of Pharmacy, Department of Organic Chemistry (AM), Banacha 1, Warszawa 02-097, Poland

Abstract

Molecular imprinting is a tool by which selective recognition sites can be created in a polymer during the synthetic procedure. The monomers and the cross-linkers form a three-dimensional matrix around chosen molecule named a template. After removal of the template molecules, the cavities created in polymer matrix are complementary both in terms of shape and functionality to the template. New molecularly imprinted polymers (MIP) are being developed for solid phase extraction (SPE), chromatographic separation, organic syntheses as protecting groups and catalysts. Many parameters are important for production of MIPs with good recognition ability. For example, crucial role plays properties of: the monomers, the porogens, the cross-linkers, and also the polymerization procedures.

The aim of this presentation is to show achievements in synthesis, physicochemical analysis, and theoretical studies on molecularly imprinted materials. Our laboratory is engaged in searching for selective materials which could be used in analysis of 2-(3,4-dihydroxyphenyl)ethylamine (dopamine) and its metabolites (1-3). Synthesis - non-covalent approach was applied to form MIPs by the radical bulk polymerization with the different functional monomers, the cross-linkers, and the porogens. First evaluation – the imprinting factors (IF) were calculated as the relationship between the binding capacity of MIP and its non-imprinted counterpart. Analysis of adsorption parameters - the best imprinted resins were analyzed using Scatchard equation, scanning electron microscopy, spectroscopic methods. Analysis of recognition mode - the compounds of similar structures were tested in non-competitive binding experiments. Theoretical analysis - it is not easy task to model real polymer system, but it is possible to work up step by step procedure for evaluation of the polymer matrix. Steps - the most promising monomer was chosen on the basis of the energies of prepolymerization complexes; the structure of the most stable complex was used to simulate the cavity in the polymer matrix. In the computations, solvent effects were approximated by the distance dependent dielectric constants ε rij.

1P. Luliński, D. Maciejewska. Mater. Sci. Eng. C. 31, 281-289, 2011.

2T. Żołek, P. Luliński, D. Maciejewska. Anal. Chim. Acta. 693, 121-129, 2011.

3M. Dana, P. Luliński, D. Maciejewska. Molecules 16, 3826-3844, 2011.

 

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Submitted: 2012-03-07 12:10
Revised:   2012-03-07 12:19