Adsorption of Cholesterol Using Amine-Appended β-Cyclodextrin Cross-Linked Polymers

Abstract

Two amine (monoamine and ethylenediamine)-modified β-cyclodextrin cross-linked polymers (P-β-CD-NH₂, P-β-CD-en) were prepared by the step polymerization of their monomers with epichlorohydrin in liquid paraffin dispersant under alkaline condition. P-β-CD-NH₂ and P-β-CD-en swelled much more than the non-modified β-CD polymer (P-β-CD) in water-tetrahydrofuran (1:9) solution. The amine-modified β-CD polymers show the remarkably high ability in the adsorption of cholesterol (Chol) and lanosterol (Lano) compared with their monomers and P-β-CD. The results indicated that P-β-CD-NH₂ and P-β-CD-en strongly recognized Chol and Lano. The recognition involved interactions of their nanometer size cavity effects and the intermolecular hydrogen bonding between their basic amino functionals groups and the hydroxyl groups of the two steroids. The immobilized polymer easily released Chol and Lano from the adsorbed polymer, and could be reused without decrease in adsorption ability.