CHIRAL SEPARATIONS USING CARBOHYDRATE BONDED PHASES

使用碳水化合物键合相进行手性分离

• 批准号: 2185664
• 负责人: Apryll M Stalcup
• 金额: $ 10.81万
• 依托单位: UNIVERSITY OF CINCINNATI
• 依托单位国家: 美国
• 财政年份: 1992
• 资助国家: 美国
• 起止时间: 1992-08-05 至 1998-08-31
• 项目状态: 已结题
• 来源: https://reporter.nih.gov/project-details/2185664
• 关键词: chemical binding; ligands; liquid chromatography; method development; oligosaccharides; physical separation; stereoisomer

In many cases, optical isomers, including many compounds of pharmaceutical interest, are known to exhibit very different bioactivities as well as biotoxicities. Traditionally, the separation of optical isomers has been considered among the most difficult of all separations. Indeed, many optical isomers remain unresolvable using currently available techniques. Carbohydrate-based phases, including derivatized and underivatized cyclodextrins, cellulosic and amylosic phases have been shown to be effective for the liquid chromatographic resolution of some optical isomers. The enantioselectivity of chiral stationary phases based on small carbohydrate bonded ligands will be studied. Derivatized carbohydrate- based bonded phases will be prepared which incorporate various types of functionalities known to be important in chiral recognition processes. The resultant sorbents will be evaluated as chromatographic chiral stationary phases. Retention as well as chiral recognition mechanisms will be explored by judicious choice of analyte and derivative structural features. Results will be compared to results obtained on the various phases synthesized as part of this project as well as with results obtained on other carbohydrate-derived chirally selective stationary phases. The proposed work will provide important information regarding the chiral recognition mechanism(s) of these new bonded phases. In addition, it is anticipated that these new phases may also provide some insight into the chiral recognition mechanisms of other carbohydrate-based phases such as the cellulosic and amylosic phases. Understanding the mechanisms responsible for chiral recognition is fundamental to the intelligent design and application of new methodologies for the separation of optical isomers.

在许多情况下，光学异构体，包括许多药物化合物

项目成果

Capillary zone electrophoresis study of naphthylethylcarbamoylated beta-cyclodextrins.

• DOI: 10.1021/ac00097a005
• 发表时间: 1995
• 期刊: Analytical chemistry
• 影响因子: 7.4
• 作者: K. Gahm;A. Stalcup

Chiral separation of chloroquine using heparin as a chiral selector in high-performance liquid chromatography.

在高效液相色谱中使用肝素作为手性选择剂进行氯喹的手性分离。

• DOI: 10.1021/ac951078e
• 发表时间: 1996
• 期刊: Analytical chemistry
• 影响因子: 7.4
• 作者: Staicup,AM;Gahm,KH;Baldueza,M
• 通讯作者: Baldueza,M

Application of classical gel electrophoresis to the chiral separation of milligram quantities of terbutaline.

• DOI: 10.1021/ac970524q
• 发表时间: 1998
• 期刊: Analytical chemistry
• 影响因子: 7.4
• 作者: A. Stalcup;K. Gahm;S. R. Gratz;R. Sutton

Use of capillary electrophoresis as a method development tool for classical gel electrophoresis.

使用毛细管电泳作为经典凝胶电泳的方法开发工具。

• DOI: 10.1039/a801340c
• 发表时间: 1998
• 期刊: The Analyst
• 作者: Sutton,RM;Gratz,SR;Stalcup,AM
• 通讯作者: Stalcup,AM

A sulfated cyclodextrin chiral stationary phase for high-performance liquid chromatography.

• DOI: 10.1021/ac951199e
• 发表时间: 1996-04
• 期刊: Analytical chemistry
• 影响因子: 7.4
• 作者: A. Stalcup;K. Gahm