Premium
Enantiomeric separation of some demethylated analogues of clofibric acid by capillary zone electrophoresis and nano‐liquid chromatography
Author(s) -
Fantacuzzi Marialuigia,
Bettoni Giancarlo,
D'Orazio Giovanni,
Fanali Salvatore
Publication year - 2006
Publication title -
electrophoresis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.666
H-Index - 158
eISSN - 1522-2683
pISSN - 0173-0835
DOI - 10.1002/elps.200500715
Subject(s) - clofibric acid , enantiomer , chemistry , capillary electrophoresis , resolution (logic) , chromatography , analyte , methanol , capillary action , high performance liquid chromatography , organic chemistry , materials science , biochemistry , artificial intelligence , computer science , composite material
Abstract The enantiomeric separation of some demethylated analogues of clofibric acid, namely 2‐(6‐chloro‐benzothiazol‐2‐ylsulfanyl)‐, 2‐(6‐methoxy‐benzothiazol‐2‐ylsulfanyl)‐, 2‐(quinolin‐2‐yloxy)‐, 2‐(6‐chloro‐quinolin‐2‐yloxy)‐, 2‐(7‐chloro‐quinolin‐4‐yloxy)‐propionic acid (compounds A – E , respectively), has been studied by CZE and nano‐LC using for the first technique two β‐CD derivatives and vancomycin added to the BGE and vancomycin‐modified silica particles for the second one, with the aim to find the optimum experimental conditions for the baseline resolution. The type and the concentration of the chiral selector added to the BGE, the buffer pH, the type of organic modifier and its concentration, the capillary temperature and the applied voltage played a very important role in the enantioresolution of the analysed compounds. The use of 6‐monodeoxy‐6‐monoamino‐β‐CD allowed to achieve baseline resolution of four of five clofibric acid derivatives in less than 10 min while heptakis‐(2,3,6‐tri‐ O ‐methyl)‐β‐CD partially resolved the same compounds in their enantiomers. Employing vancomycin as the chiral selector in CZE, the counter‐current partial filling method was chosen achieving baseline resolution of four analytes. All the studied compounds were enantioresolved employing a capillary column packed with vancomycin stationary phase by nano‐LC, and the resolution was strongly influenced by the concentration of the organic modifier and by the pH of the mobile phase. The best results were achieved at pH 4.5 in presence of 60% of methanol (MeOH). However, longer analysis times were observed in the experiments carried out by nano‐LC.