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Synthesis and evaluation of a solid supported molecular tweezer type receptor for cholesterol

Davidson, L., Blencowe, A., Drew, M.G.B., Freebairn, K.W. and Hayes, W. (2003) Synthesis and evaluation of a solid supported molecular tweezer type receptor for cholesterol. Journal of Materials Chemistry, 13 (4). pp. 758-766. ISSN 0959-9428

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To link to this article DOI: 10.1039/b210427j

Abstract/Summary

A new macroporous stationary phase bearing 'tweezer' receptors that exhibit specificity for cholesterol has been constructed from rigid multifunctional vinylic monomers derived from 3,5-dibromobenzoic acid, propargyl alcohol and cholesterol. The synthesis of the novel tweezer monomer that contains two cholesterol receptor arms using palladium mediated Sonogashira methodologies and carbonate couplings is reported. The subsequent co-polymerisation of this tweezer monomer with a range of cross-linking agents via a 'pseudo' molecular imprinting approach afforded a diverse set of macroporous materials. The selectivity and efficacy of these materials for cholesterol binding was assessed using a chromatographic screening process. The optimum macroporous stationary phase material composition was subsequently used to construct monolithic solid phase extraction columns for use in the selective extraction of cholesterol from multi-component mixtures of structurally related steroids.

Item Type:Article
Refereed:Yes
Divisions:Faculty of Life Sciences > School of Chemistry, Food and Pharmacy > Department of Chemistry
ID Code:11179
Uncontrolled Keywords:IMPRINTED POLYMERS, DENDRITIC MACROMOLECULES, SITE FUNCTIONALITY, RECOGNITION, PHASE, CHEMISTRY, TEMPLATES, PEPTIDES, BINDING, LIGANDS

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