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Reference type: Journal
Authors: Knutsson M, Andersson HS, Nicholls IA
Article Title: Novel chiral recognition elements for molecularly imprinted polymer preparation.
Publication date: 1998
Journal: Journal of Molecular Recognition
Volume: 11
Issue: (1-6)
Page numbers: 87-90.
DOI: 10.1002/(SICI)1099-1352(199812)11:1/6<87::AID-JMR396>3.0.CO;2-A

Abstract: The use of a novel chiral functional monomer system in molecular imprinting protocols is described. The monomer, dibenzyl (2R,3R)-O- monoacryloyl tartrate, possesses a hydroxyl moiety which can be used to direct template-functional monomer interactions during molecular imprinting polymerization. This system simultaneously positions benzyl ester-protected carboxyl groups in close proximity to the template, which upon deprotection yield recognition sites with stronger ligand-binding capacities. Furthermore, the inherent chirality of the monomer engenders the polymer with an inbuilt preference for a given stereoisomer, Application of the system to the molecular imprinting of the cinchonidine alkaloids (+)-cinchonine and (-)-cinchonidine yielded stereoselective polymers. The effect of imprinting (+)-cinchonine produced a polymer which more than reversed the inherent chiral selectivity of the chiral monomer residues present in the matrix. (C) 1998 John Wiley & Sons, Ltd

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