Enantiomeric differentiation of a wide range of pharmacologically active substances by capillary electrophoresis using modified β-cyclodextrins

Anthony Aumatell*, Robert J. Wells, Danny K Y Wong

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

64 Citations (Scopus)

Abstract

This paper shows the versatility of modified charged and uncharged β-cyclodextrins (CDs) in the direct chiral resolution of β-agonists, β-antagonists, phenylethyamines and alcohol stimulants, and thalidomide and its metabolites. A total of 42 compounds were optically resolved using hydroxypropyl-β-CD and 20 with sodium sulfobutyl ether-β-CD. The degree of enantiomeric separation for most substances is dependent on the modified CD concentration. The separation efficiency reaches a maximum at a particular CD concentration. The separation efficiency reaches a maximum at a particular CD concentration, after which further increases in CD concentration causes a progressive decrease in chiral differentiation. Chiral separation of amphetamine enantiomers indicated that a three-point hydrogen bond interaction between the chiral guest molecule and host CD is not necessary for chiral separation under the conditions used.

Original languageEnglish
Pages (from-to)293-307
Number of pages15
JournalJournal of Chromatography A
Volume686
Issue number2
DOIs
Publication statusPublished - 2 Dec 1994

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