title: Characterization of sulfated beta-cyclodextrins and determination of enantiomeric purity of (1 R,2S)-ephedrine by capillary zone electrophoresis.
abstract: Matrix-assisted laser-desorption ionization time-of-flight (MALDI-TOF) mass spectrometry (MS) and nuclear magnetic resonance (NMR) spectroscopy were employed to characterize two different sulfated beta-cyclodextrins (HS-beta-CD). It was found that the HS-beta-CDs have broad heterogeneity in terms of sulfation degree. The average sulfate contents were in the range of 6 to 8 per CD molecule. Furthermore the sugar moieties of both HS-beta-CDs were sulfated either at position 6 or at positions 2 and 6, but not at position 3. Enantiomeric separation by capillary zone electrophoresis (CZE) using the HS-beta-CDs as chiral selectors showed that these CDs exhibited similar chiral selectivity and resolution of the ephedrine enantiomers. One of the CDs was employed for the enantiomeric purity evaluation of (1R,2S)-ephedrine (or (-)-ephedrine) by capillary zone electrophoresis. Quantification was done by comparison between the corrected peak areas of the minor enantiomer and (-)-ephedrine.
authors.affiliation: Medical Products Agency (MPA), Laboratory, Box 26, Dag Hammarskjölds väg 42, 751 03 Uppsala, Sweden. Ahmad.Amini@mpa.se
authors.forename: Ahmad
authors.initials: A
authors.lastname: Amini
authors.forename: Torgny
authors.initials: T
authors.lastname: Rundlöf
authors.forename: May-Britt Grön
authors.initials: MB
authors.lastname: Rydberg
authors.forename: Torbjörn
authors.initials: T
authors.lastname: Arvidsson
mesh_terms: D019075:Electrophoresis, Capillary / Q000379:methods*; D004809:Ephedrine / Q000032:analysis*; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D012680:Sensitivity and Specificity; D019032:Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization / Q000379:methods; D013237:Stereoisomerism; D013431:Sulfates / Q000737:chemistry*; D047392:beta-Cyclodextrins / Q000737:chemistry*
chemical_list: D013431:Sulfates; D047392:beta-Cyclodextrins; D004809:Ephedrine