CHIRAL SEPARATIONS USING CARBOHYDRATE BONDED PHASES

在许多情况下，光学异构体，包括许多药物化合物 兴趣，已知表现出非常不同的生物活性以及 生物毒性。 传统上，旋光异构体的分离 被认为是所有分离中最困难的分离之一。 确实，很多 使用目前可用的技术仍然无法解析旋光异构体。 基于碳水化合物的相，包括衍生化和未衍生化 环糊精、纤维素相和淀粉相已被证明 对某些光学物质的液相色谱分离有效 异构体。 基于小分子的手性固定相的对映选择性 将研究碳水化合物键合配体。 衍生碳水化合物- 将制备包含各种类型的基于键合相 已知在手性识别过程中重要的功能。 的 所得吸附剂将被评估为色谱手性固定 阶段。 保留以及手性识别机制将 通过明智地选择分析物和衍生结构特征进行探索。 结果将与各个阶段获得的结果进行比较 作为该项目的一部分以及在 其他碳水化合物衍生的手性选择性固定相。 拟议的工作将提供有关手性的重要信息 这些新的键合相的识别机制。 此外，它是 预计这些新阶段也可能提供一些关于 其他基于碳水化合物的相的手性识别机制，例如 纤维素相和淀粉相。 了解机制 负责手性识别是智能设计的基础 以及光学异构体分离新方法的应用。

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.