CHIRAL SEPARATIONS USING CARBOHYDRATE BONDED PHASES

在许多情况下，光学异构体，包括许多药物的化合物 已知表现出非常不同的生物活性以及 生物毒性。传统上，光学异构体的分离一直是 被认为是所有分手中最困难的一次。事实上，有很多人 光学异构体仍然无法使用当前可用的技术进行拆分。 碳水化合物相，包括衍生化和未衍生化 环糊精、纤维素和淀粉相已被证明是 适用于某些光学材料的高效液相色谱拆分 异构体。 小分子手性固定相对映体选择性的研究 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粘结相的基键合相 已知在手性识别过程中很重要的官能团。这个 生成的吸附剂将作为色谱手性固定剂进行评估。 阶段。保留和手性识别机制将是 通过对分析物和衍生结构特征的明智选择来探索。 结果将与不同阶段的结果进行比较。 作为本项目的一部分进行综合，并结合在 其他碳水化合物衍生的手性选择性固定相。 建议的工作将提供有关手性的重要信息。 这些新键合相的识别机制(S)。此外，它是 预计这些新阶段还可能提供对 其他碳水化合物相的手性识别机理 纤维质和淀粉相。了解相关机制 负责手性识别是智能设计的基础 以及光学异构体分离的新方法的应用。

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.