Quantitative prediction of enantioseparation using β-cyclodextrin derivatives as chiral selectors in capillary electrophoresis
Quantitative prediction of enantioseparation using β-cyclodextrin derivatives as chiral selectors in capillary electrophoresis
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DOI：
10.1039/c4an01265h
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发表时间：
2014-12-21
期刊：
影响因子：
4.2
通讯作者：
Sun, Tiemin
中科院分区：
文献类型：
--
作者：
Guo, Xin;Wang, Zhiqiang;Sun, Tiemin
β-环糊精衍生物作为手性选择剂在毛细管电泳（CE）对映体分离中的作用越来越重要。然而，在从各种化合物中选择有效的选择剂方面存在一些巨大的挑战，并且到目前为止还没有系统的定量研究用于预测CE实验之前对映体分离的可能性。本文采用实验与理论计算相结合的方法，对10种手性药物的对映体分离进行了研究。在我们的计算机模拟过程中，MMFF，PM 3，DFT和ONIOM 2方法同时使用。结果表明，为了实现对映体分离，需要大于或约等于6 kJ mol（-1）的一对映体与选择剂之间的相互作用能差（Δ Δ E）的特定值。这一发现为预测手性拆分，设计合成更有效的手性选择剂提供了有意义的参考。
beta-Cyclodextrin derivatives as chiral selectors are becoming increasingly important for enantioseparations in capillary electrophoresis (CE). Nevertheless, there are some enormous challenges in choosing effective selectors from a variety of compounds, and up to now no systematic quantitative studies for predicting the possibility of enantiomeric separation before CE experiments have been reported. In this paper, in order to resolve previous confusions, we investigated the enantioseparations of ten chiral drugs using a method of combining experiments with theoretical calculations. MMFF, PM3, DFT and ONIOM2 methods were simultaneously utilized during the course of our computer simulations. The results indicated that a specific value of greater than or approximately equal to 6 kJ mol(-1) for the interaction energy difference (Delta Delta E) between a pair of enantiomers with a selector is required in order to achieve enantiomeric separation. This discovery offers a meaningful reference to predict enantiomeric separations, so as to design and synthesize some more efficient chiral selectors.