Resolution of racemic drugs on a new chiral column based on silica-immobilized cellobiohydrolase Characterization of the basic properties of the column

Enantioselective liquid chromatographic-electrospray mass spectrometric assay of β-adrenergic blockers: application to a pharmacokinetic study of sotalol in human plasma

“…Similar applications of stereoselective determinations of propranolol in human plasma and urine were performed on a ␤-cyclodextrin column [8], and in human plasma and saliva on a Chiralcel OD-H column [9]. Among the protein-based CSPs, silica-immobilized cellobiohydrolase I (CBH-I) was found to be the most suitable for chiral analysis of ␤-receptors antagonists [10]. Very recently, two HPLC column-switching methods for the enantioselective analyses of atenolol in human urine [11] and carvedilol in human plasma [12] were developed on teicoplanin (TE) containing CSPs by polar organic mode HPLC.…”

Separation of drug enantiomers by liquid chromatography and capillary electrophoresis, using immobilized proteins as chiral selectors

“…In parallel, a complete loss of enantioselectivity was observed when increasing the distance between the stereogenic center and the amino group [72]. In another study, the presence of hydrogen-bonding groups and primary amino functions were found to result in better chiral discrimination of epinephrine analogues [143]. This indicates that enantiodiscrimination by CBH-phases is a complex mechanism involving hydrophobic, electrostatic and hydrogen bonding interactions.…”

“…In most cases, the addition of an organic solvent results in a decreased retention of both enantiomers using CBH columns. However, Hermansson and Grahn have reported for epinephrine analogues, an increase in the retention of the most retained enantiomer on increasing the concentration of 2-propanol in the mobile phase [143], the largest effect being observed for compounds containing a primary amino group in their molecular structure. A similar behavior has been reported by Strandberg et al for the enantioseparation of amino alcohols on amyloglucosidase-CSPs in the presence of several organic modifiers [146].…”

Indirect resolution of ß‐blocker agents by reversed‐phase capillary electrochromatography

“…In LC, numerous chiral stationary phases (CSPs) were used for the direct separation of the enantiomers of b-blocking drugs. Some CSPs consisted of immobilized proteins such as bovine albumin (BSA) [5], a 1 -acid glycoprotein (AGP) [6][7][8], cellobiose hydrolase [6,9] and ovomucoid [6,10]. Other methods were based on the use of cyclodextrins [6,8,11] or cellulose derivatives, especially tris- (3,5-dimethylphenylcarbamate) [6,8,12], as chiral selectors.…”