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Nonaqueous capillary electrophoresis chiral separations with quaternary ammonium beta-cyclodextrin
1Department of Chemistry, North Carolina State University, Raleigh 27695-8204, USA.
Abstract:
Chiral separation of nonsteroidal anti-inflammatory drugs (profens), 1,1'-binaphthyl-2,2'-diyl-hydrogen phosphate, N-[1-(1-naphthyl)ethyl]phthalamic acid, and derivatized amino acids by a cationic cyclodextrin, quaternary ammonium beta-cyclodextrin (QA-beta-CD), was investigated by capillary electrophoresis (CE) in both aqueous and nonaqueous media. Several profens and amino acids could only be separated by QA-beta-CD in pure formamide system. No chiral separation of the profens was achieved in the following solvents: N-methylformamide, methanol, dimethyl sulfoxide, and water; however, chiral separations of most of the amino acids were obtained in all of these solvents. The effects of other experimental parameters such as the CD concentration and apparent pH (pH*) were also investigated. The first application of nonaqueous CE chiral separation of ketoprofen in a commercially available sample, Actron, was also examined. In addition, the reversal of electroosmotic flow by QA-beta-CD was observed in water, formamide, N-methylformamide, methanol, and dimethyl sulfoxide media.