Chiral separations of cationic and anionic drugs on an alpha 1-acid glycoprotein-bonded stationary phase (EnantioPac). II. Influence of mobile phase additives and pH on chiral resolution and retention

Journal of Chromatography
G SchillS A Barkan

Abstract

The influence of mobile phase additives and pH on chiral resolution and retention on a high performance liquid chromatographic chiral stationary phase composed of alpha 1-acid glycoprotein bonded to diethylaminoethyl silica (EnantioPac) has been investigated. Cationic and anionic compounds of widely differing structures were chromatographed and drastic effects on stereoselectivity were observed with hydrophobic charged modifiers. For cationic solutes, a decrease in the pH of the mobile phase from 7.0 to 6.0 gave reduced retention and, in some cases, improved selectivity when tetrabutylammonium or tetrapropylammonium bromide was used as modifier. For anionic solutes, a pH decrease from 6.6 to 6.1 gave enhanced retention but without a significant change in stereoselectivity. The steric bulk and hydrophobic moieties of the solute seem to have a strong influence on chiral selectivity. Widely different separating efficiencies were obtained with molecules of different structures.

Citations

May 5, 1995·Journal of Chromatography. a·B M Bunton, T A Walker
Feb 23, 1996·Journal of Chromatography. B, Biomedical Applications·J OravcováW Lindner
Oct 29, 2003·Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences·Maria Esther Rodriguez RosasIrving W Wainer
May 18, 2001·Journal of Chromatography. a·J S Munro, T A Walker
Jan 25, 2003·Journal of Biochemical and Biophysical Methods·Anders KarlssonKristina Ohlén
Apr 10, 2002·Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences·David S Hage
Dec 10, 1997·Journal of Chromatography. B, Biomedical Sciences and Applications·D S Hage, S A Tweed
Oct 1, 2015·Journal of Separation Science·Szymon BocianBogusław Buszewski
May 1, 1988·Analytical Chemistry·D A Roston, R Wijayaratne
Jul 13, 2006·Journal of Separation Science·John E SchielDavid S Hage
Jun 24, 2014·Photochemistry and Photobiology·Daniel Limones-HerreroMiguel A Miranda
Jan 23, 2021·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Yiwen YangQilong Ren
Oct 12, 1990·Journal of Chromatography·C L Davies
Oct 12, 1990·Journal of Chromatography·B SebilleJ P Tillement
Apr 11, 1997·Journal of Chromatography. B, Biomedical Sciences and Applications·N M Davies
Oct 6, 1989·Science·M V Novotny

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