Enantioselective potential of chiral stationary phases based on immobilized polysaccharides in reversed phase mode

Abstract

Derivatized polysaccharide-based columns have high enantiodiscrimination potential mainly in normal phase separation mode. In this work chiral recognition ability of four immobilized polysaccharide-derived chiral stationary phases was evaluated under reversed phase conditions. A set of 30 chiral compounds, particularly drugs possessing various functional groups was used for testing. Baseline enantioseparation was achieved for 17 of them. In general, amylose-based chiral stationary phases showed higher enantioselectivity than the cellulose-based ones, mainly for acidic and bifunctional compounds. The influence of the type and pH of the aqueous mobile phase constituents as well as the role of the organic modifier on the enantioselective separation ability of the stationary phases were also investigated and compared. Complementary separations were obtained on the amylose- and cellulose-based columns. The immobilized polysaccharide-based chiral stationary phases were shown to be useful tool for the enantioseparation of a broad spectrum of chiral analytes in reversed phase separation mode.

Keywords: Chiral separation; Derivatized amylose; Derivatized cellulose; Enantioselectivity; Immobilized polysaccharide-based chiral stationary phases; Reversed phase mode.