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Molecules 2007, 12(11), 2434-2449; doi:10.3390/12112434
Article

Dopamine-Imprinted Polymers: Template-Monomer Interactions, Analysis of Template Removal and Application to Solid Phase Extraction

1, 1,* , 2 and 2
1 Department of Organic Chemistry, Faculty of Pharmacy, Medical University of Warsaw, Banacha 1 Str., 02-097 Warsaw, Poland 2 Department of Toxicology, Faculty of Pharmacy, Medical University of Warsaw, Banacha 1 Str., 02-097 Warsaw, Poland
* Author to whom correspondence should be addressed.
Received: 21 August 2007 / Revised: 9 October 2007 / Accepted: 21 October 2007 / Published: 1 November 2007
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Abstract

A dopamine-imprinted polymer (MIP) was prepared in aqueous methanolsolution at 60oC by free-radical cross-linking polymerization of methacrylic acid in thepresence of ethylene glycol dimethacrylate as the cross-linker and dopamine hydrochlorideas the template molecule. Its ability to isolate dopamine was evaluated as the basis of asolid phase extraction procedure and compared with that of a non-imprinted polymer(NIP). The binding of dopamine was 84.1% and 29.1% for MIP and NIP, respectively.Various reported post-polymerization treatments to reduce template bleeding wereexamined. In our case the lowest bleeding was achieved after applying a combinedprocedure: continuous extraction in a Soxhlet apparatus (CE), followed by microwave-assisted extraction (ME) to a level of 0.061 μg/mL. A simplified model of the template-monomer complexes allowed rationalization of monomer choice based on the heats ofcomplex formation at a PM3 level of theory.
Keywords: Dopamine hydrochloride isolation; theoretical binding energy; molecularly imprinted polymer; template removal; solid phase extraction Dopamine hydrochloride isolation; theoretical binding energy; molecularly imprinted polymer; template removal; solid phase extraction
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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Luliński, P.; Maciejewska, D.; Bamburowicz-Klimkowska, M.; Szutowski, M. Dopamine-Imprinted Polymers: Template-Monomer Interactions, Analysis of Template Removal and Application to Solid Phase Extraction. Molecules 2007, 12, 2434-2449.

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