Department of Organic and Physical Chemistry, Faculty of Pharmacy, Medical University of Warsaw, Banacha 1 Str., 02-093 Warsaw, Poland.
Doctoral School, Medical University of Warsaw, Żwirki i Wigury 81 Str., 02-093 Warsaw, Poland.
Int J Mol Sci. 2024 Sep 20;25(18):10126. doi: 10.3390/ijms251810126.
The significance and necessity of separating enantiomers in food, pharmaceuticals, pesticides, and other samples remains constant and unrelenting. The successful chiral separation usually includes the application of a chiral auxiliary compound, known also as a chiral selector (CS), that forms complexes with enantiomers of different physicochemical properties, enabling efficient separation. While both native and substituted cyclodextrins (CDs) are commonly used as CSs, β-CD is undoubtedly the most popular one among them. This review includes recent advancements in the application of β-CD as a CS. While the theoretical background behind the enantioseparation is also part of this work, the main emphasis is put on the factors that affect the efficacy of this process such as temperature, pH, solvent, and the choice of other additives. Also, the different analytical methods: Nuclear Magnetic Resonance (NMR) spectroscopy, Capillary Electrophoresis (CE), fluorescence spectroscopy (FS), High-Performance Liquid Chromatography (HPLC), Isothermal Titration Calorimetry (ITC), and UV-vis spectroscopy, used for enantioseparation with the aid of β-CD as CS, are thoroughly compared. Also, since some of the chiral compounds have been studied in the context of their enantioseparation more than once, those works are compared and critically analyzed. In conclusion, while β-CD can be in most cases used as CS, the choice of the experimental conditions and method of analysis is crucial to achieve the success.
对食品、药品、农药和其他样品中对映异构体进行分离的重要性和必要性是始终不变且不可忽视的。成功的手性分离通常包括应用手性辅助化合物,也称为手性选择剂 (CS),它与具有不同物理化学性质的对映异构体形成配合物,从而实现高效分离。虽然天然和取代的环糊精 (CD) 通常都可用作 CS,但β-CD 无疑是其中最受欢迎的一种。本综述包括了β-CD 作为 CS 的最新应用进展。虽然对映异构体分离的理论背景也是这项工作的一部分,但重点放在影响该过程效果的因素上,如温度、pH 值、溶剂以及其他添加剂的选择。此外,还彻底比较了用于在β-CD 作为 CS 的帮助下进行对映异构体分离的不同分析方法:核磁共振 (NMR) 光谱、毛细管电泳 (CE)、荧光光谱 (FS)、高效液相色谱 (HPLC)、等温热量滴定法 (ITC) 和紫外可见光谱。由于一些手性化合物在对映异构体分离方面已经被研究了多次,因此对这些工作进行了比较和批判性分析。总之,虽然β-CD 通常可以用作 CS,但实验条件和分析方法的选择对于取得成功至关重要。