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Electrokinetic chromatography employing an anionic and a cationic beta-cyclodextrin derivative.

Authors
  • Jakubetz, H
  • Juza, M
  • Schurig, V
Type
Published Article
Journal
Electrophoresis
Publication Date
Jun 01, 1997
Volume
18
Issue
6
Pages
897–904
Identifiers
PMID: 9221875
Source
Medline
License
Unknown

Abstract

beta-Cyclodextrin, 1, can act as a chiral buffer additive in capillary zone electrophoresis (CZE) owing to its ability to form diastereomeric complexes with the enantiomers of ionic compounds. Reaction of 1 with 2,3-epoxy-propyltrimethylammonium chloride gave preponderantly 6-O-(2-hydroxy-3-trimethylammoniopropyl) derivatives (2) of varying degrees of substitution (d.s.). Analogous reaction of 1 with 1,3-propanesultone yielded 6-O-(sulfo-n-propyl) derivatives (SPE-beta-CD, 3) of varying d.s. The purity and the d.s. of 2 and 3 were determined by 1H NMR and electrospray ionization mass spectrometry (ESI-MS). These charged beta-cyclodextrin derivatives were used for the chromatographic enantiomer separation of a series of neutral barbiturates, of chlorthalidone, terbutaline, warfarin, salbutamol and brompheniramine by cyclodextrin electrokinetic chromatography (CD-EKC). During the separation of chlorthalidone with 3 as chiral additive, a reversible interconversion of the enantiomers (enantiomerization) was observed at temperatures below 20 degrees C.

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