Enantiomeric separations of terbutaline by CE with a sulfated beta-cyclodextrin chiral selector: a quantitative binding study.
Sulfated beta-cyclodextrin, a negatively charged chiral selector, was used for the enantiomeric separation of racemic terbutaline by capillary electrophoresis. Chiral separation was found to increase with decreasing cyclodextrin concentration. Host-guest complex binding constants for this system were determined by UV difference spectroscopy (Kav = 1490 M-1) and by CE under conditions of minimal EOF and reversed polarity (K1 = 1730 M-1, K2 = 1590 M-1, alpha = 1.09). The effect of organic modifiers, methanol, and acetonitrile was also studied over a wide range of modifier concentrations. Binding constants decreased while selectivity increased with increasing organic modifier concentration (10% MeOH: K1 = 1590 M-1, K2 = 1130 M-1, alpha = 1.41. 10% ACN: K1 = 1320 M-1, K2 = 870 M-1, alpha = 1.52). Experimental results are discussed in the context of existing separation models.
Gratz
S R
SR
Department of Chemistry, University of Cincinnati, Ohio 45221, USA.
Stalcup
A M
AM
D002240:Carbohydrate Sequence; D003505:Cyclodextrins; D019075:Electrophoresis, Capillary / Q000379:methods; D008969:Molecular Sequence Data; D013056:Spectrophotometry, Ultraviolet; D013431:Sulfates; D013726:Terbutaline / Q000302:isolation & purification*; D047392:beta-Cyclodextrins
D003505:Cyclodextrins; D013431:Sulfates; D047392:beta-Cyclodextrins; C031215:betadex; D013726:Terbutaline