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enantiomer resolution of N-phthaloyl α-amino acids using coated and covalently-bonded chiral columns derived from polysaccharide derivatives by HPLC

Enantiomer resolution of N-phthaloyl α-amino acids using co...

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30th International Symposium on Capillary Chromatography、4th GC×GC Symposium、16th National Symposium and Exhibition on Chromatography,i.e. 1st Dalian International Symposium and Exhibition on Chromatography

作者： Lee,W. College of Pharmacy Chosun University Gwangju 501-709South Korea

＜正＞The N-phthaloyl（PHT）group for amino acids is attractive in certain instances,because it is often used for protecting moiety of primary amino group and it can be readily removed under mild conditions of hydrazine *** this study,the liquid chromatographic enantiomer separation of N-phthaloyl（PHT）protected α-amino acids on several coated and immobilized chiral stationary phases（CSPs）derived from polysaccharide derivatives was *** coated CSP of Chiralpak AD showed more or less enantioseparation than the covalently bonded CSP of Chiralpak IA with the same chiral selector of amyiose tris（3,5- dimethylphenylcarbamate）.However,the coated Chiralcel OD showed greater enantioseparation than the covalently bonded Chiralpak IB with the same chiral selector of cellulose tris（3,5-dimethylphenylcarbamate）. Among all examined CSPs,Chiralcel OD afforded the greatest performance for enantiomer resolution of N-PHT α-amino acids and,therefore,all analytes enantiomers were base-line separated on Chiralcel *** chromatographic method developed in this study was usefully applied for determination of the enantiomeric purity of commercially available N-PHT α-amino acids analytes.

关键词： enantiomer separation N-Phthaloyl α-amino acids Chiral stationary phase

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Clicked cyclodextrin materials for separation and recognition applications

Clicked cyclodextrin materials for separation and recognitio...

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2018年中国质谱学术大会（CMSC2018）

作者： Yin Xiao Yong Wang School of Chemical Engineering Tianjin University Department of Chemistry Tianjin University

Differentiation of chiral drug enantiomers is important due to their different even opposite bioactivities in human body. A variety of highly sensitive and efficient analytical methods have been developed for the past few years for enantioselective recognition. However, enantiomer differentiation is still a great challenge in modern-day pharmaceutical industry. Cyclodextrin(CD) is a natural cyclic oligosaccharide formed by linking D-glucopyranose units with α-1,4 glycosidic linkages, which can act the "host" to selectively bind various organic, inorganic, or biological molecules. Click chemistry(e.g. cuprous catalyzed azide-alkyne cycloaddition, defined as CuAAC) is one of the most reliable modular synthetic approaches in chemical biology, drug discovery and proteomic applications.40,41 CuAAC-generated triazole heterocycles are commonly used for combining recognition and fluorescent reporting units and as coordinating ligands for chemical and biological sensing applications. The current work focuses on novel materials design based on cylcodextrin and click chemistry and their application in enantiomer separation and molecule recognition analysis.

关键词： Cyclodextrin click chemistry enantiomer separation molecule recognition

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Reversed-phase high-performance liquid chromatographic analysis of seven pairs of chiral drug enantiomers in transport medium after chiral derivatization

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Journal of Chinese Pharmaceutical Sciences 2010年第2期19卷 104-109页

作者：贺瑛柴晓鹃曾苏浙江大学药学院药物分析与药物代谢研究室浙江杭州310058

A reversed-phase high-performance liquid chromatographic （RP-HPLC） method was established for the determination of the enantiomers of 7 aryloxy aminopropanol drugs （atenolol, sotalol, celiprolol, carvedilol, metoprolol, propranolol and propafenone） in transport medium. The method involved liquid-liquid extraction of chiral drugs from transport medium, and employed 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl isothiocyanate （GITC, 1.0 mg/mL in acetonitrile） as a pre-column chiral derivatization reagent. After derivatization, the products were separated on an Agilent Zorbax C8 column （150 min×4.6 mm, 5 μm） at 25 ℃. The mobile phase consisted of a mixture of acetonitrile and 0.01 M phosphate buffer （pH 3.5）. The present methods were specific for the determination of enantiomers of each chiral drug. The absolute recoveries of the enantiomers and internal standards were 〉78%. The relative recoveries of the enantiomers were approximately 100%. The intra- and inter-day variations were 〈 15%. The method was reproducible and sufficiently sensitive to determine the enantiomers of seven aryloxy aminopropanol drugs in transport medium. The method could be used to study the transport of atenolol, sotalol, celiprolol, carvedilol, metoprolol, propranolol and propafenone.

关键词： enantiomer separation Aryloxy aminopropanol drugs RP-HPLC Pre-column derivatization

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