Separation of palonosetron stereoisomers by electrokinetic chromatography using sodium cholate as chiral selector: Comparison of separation modes and elucidation of migration orders

Hu, Shaoqiang; Yang, Haichuan; Shi, Hai-Jun; Zhang, Yonghua; Yang, Zhuo

doi:10.1002/elps.201300105

Cited by 6 publications

(2 citation statements)

References 20 publications

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“…Similarly, in the study of Peng and co-workers, the addition of 10–15% ( v/v ) acetonitrile in a BGS containing 25 mM sodium cholate improved the separation of three enantiomeric pairs of benzoporphyrin derivatives [ 43 ]. On the other hand, Hu and co-workers implemented various solvents (see Table 2 for complete list) [ 44 , 45 ] and SDS [ 46 ] to improve the separation of four palonosetron hydrochloride enantiomers. In the absence of organic solvent or SDS, the four enantiomers were not baseline resolved.…”

Section: Methods Developmentmentioning

confidence: 99%

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Bile Salts in Chiral Micellar Electrokinetic Chromatography: 2000–2020

Quirino

2021

Molecules

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Bile salts are naturally occurring chiral surfactants that are able to solubilize hydrophobic compounds. Because of this ability, bile salts were exploited as chiral selectors added to the background solution (BGS) in the chiral micellar electrokinetic chromatography (MEKC) of various small molecules. In this review, we aimed to examine the developments in research on chiral MEKC using bile salts as chiral selectors over the past 20 years. The review begins with a discussion of the aggregation of bile salts in chiral recognition and separation, followed by the use of single bile salts and bile salts with other chiral selectors (i.e., cyclodextrins, proteins and single-stranded DNA aptamers). Advanced techniques such as partial-filling MEKC, stacking and single-drop microextraction were considered. Potential applications to real samples, including enantiomeric impurity analysis, were also discussed.

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Section: Methods Developmentmentioning

confidence: 99%

Section: Figurementioning

confidence: 99%

Bile Salts in Chiral Micellar Electrokinetic Chromatography: 2000–2020

Quirino

2021

Molecules

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Separation mechanisms for palonosetron stereoisomers at different chiral selector concentrations in MEKC

Guo

Shi

et al. 2015

Electrophoresis

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The separation mechanisms for palonosetron (PALO) stereoisomers in MEKC using sodium cholate (SC) as surfactant and chiral selector have been studied, in a wide range of concentrations below and above the CMC. It was found that SC micelles only provide chirally selective recognition for 3a carbon chiral center in PALO molecules. The resolution of the configurations of 2 carbon chiral center is achieved by the difference of mobility in continuous phase. A schematic diagram depicting the separation mechanisms and the corresponding migration orders among all of four stereoisomers was proposed based on the measured separation parameters. A MEKC method to achieve the complete separation of four stereoisomers in very short time using a very low chiral selector concentration, instead of high concentrations generally considered, was developed based on the understanding of the mechanisms.

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Solvent‐modified MEKC for the enantioseparation of palonosetron hydrochloride and related enantiomeric impurities

Shi

et al. 2015

Electrophoresis

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The effect of ten water-soluble organic solvents on MEKC separation of palonosetron hydrochloride (PALO) stereoisomers using sodium cholate (SC) as chiral selector has been studied. The first chiral CE method fit for the analysis of unwanted PALO distomers (enantiomeric impurities) of low concentrations in the presence of high concentration of the main eutomer has been developed, based on solvent-modified MEKC mode. It was found that methanol provides the best separation among the solvents tested. And an SC concentration of 30 mM is proper to provide good resolutions in shorter time and adequate sample capacity, instead of 70 mM as previously reported. The developed method can be used to analyze unwanted PALO distomers of a few micrograms per milliliter in the presence of the main eutomer with a concentration as high as 1.0 mg/mL.

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Separation of palonosetron stereoisomers by electrokinetic chromatography using sodium cholate as chiral selector: Comparison of separation modes and elucidation of migration orders

Cited by 6 publications

References 20 publications

Bile Salts in Chiral Micellar Electrokinetic Chromatography: 2000–2020

Bile Salts in Chiral Micellar Electrokinetic Chromatography: 2000–2020

Separation mechanisms for palonosetron stereoisomers at different chiral selector concentrations in MEKC

Solvent‐modified MEKC for the enantioseparation of palonosetron hydrochloride and related enantiomeric impurities

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