Captisol® as Chiral Selector in Capillary Electrophoresis of Non-Acidic Drugs

Abstract

Enantioseparation of nine extensively used chiral pharmaceutical substances from different pharmacological classes and with different structural characteristics has been investigated by capillary zone electrophoresis using Captisol® (sulfobuthylether-β-cyclodextrin sodium salt) as chiral selector. The influence on the chiral separation of several parameters including pH and concentration of the background electrolyte, chiral selector concentration, applied voltage, system temperature and injection parameters were studied and optimized in order to obtain increased chiral resolution and shorten analysis time. The results were compared with those obtained with native and derivatized neutral cyclodextrins (β-cyclodextrin and hydroxypropryl-β-cyclodextrin). All model molecules were resolved using Captisol® as chiral additive and optimized electrophoretic conditions, proving the efficiency of this anionic derivative of β-cyclodextrin as chiral selector in capillary electrophoresis.

Application of capillary electrophoresis technique for the enantioseparation of bioactive ferrocene‐based compounds versus DFT calculated data

“…The useful chiral selector for CE is β‐CD sulfobutyl ether sodium (captisol) (Supporting Informaton Fig. S1) [51], which forms negatively charged inclusion complexes with molecules, significantly affecting their electrophoretic mobility. In this case, participation in the complexation of ionic and hydrogen bonds should be taken into account.…”

Chiral Selectors in Capillary Electrophoresis: Trends during 2017–2018

“…These were hydroxypropyl-α-CD [23], sulphated-α-CD [21], (2-carboxy-ethyl)-β-CD [34], heptakis(2,3-di- O -acetyl)-β-CD [35], heptakis(2,6-di- O -methyl)-β-CD, heptakis-(2,3,6-tri- O -methyl)-β-CD [36,37], heptakis(2- O -methyl-3,6-di- O -sulfo)-β-CD, heptakis(2,3-di- O -methyl-6- O -sulfo)-β-CD, heptakis(2,3-di- O -acetyl-6- O -sulfo)-β-CD [36], heptakis-6-sulfato-β-CD [38], heptakis-(6- O -sulfobutylether)-β-CD sodium salt [39], heptakis (2,6-di- O -[2-hydroxy-3-(sulfo-amino)propoxy])-β-CD [40], 2-hydroxypropyl-β-CD [37] octa(6- O -sulfo)-γ-cyclodextrin [41], lysine-bridged hemispherodextrin [42], methylated β-CD [43], mono-6-deoxy-6-(4-amino-1,2,4-triazolium)-β-CD chloride [44], mono-6-deoxy-6-(3-methylimidazolium)-β-CD tosylate [45], quaternary ammonium β-CD [46], carboxymethyl-β-CD [47,48], hydroxypropyl-γ-CDs [21,34], sulphated-γ-CDs [21] and highly sulphated-γ-CDs [49]. Sulfobutylether-β-CDs are also available commercially as Captisol ® and were applied successfully in the enantiomeric separation of neutral and basic drugs, but not towards negatively charged analytes in EKC [50].…”