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β-Cyclodextrin-modified covalent organic framework as chiral stationary phase for the separation of amino acids and β-blockers by capillary electrochromatography.
Chirality ( IF 2.8 ) Pub Date : 2020-04-24 , DOI: 10.1002/chir.23227
Yingjie Li 1 , Xiaotong Lin 1 , Shili Qin 1 , Lidi Gao 1 , Yimin Tang 1 , Shuren Liu 2 , Yuanyuan Wang 1
Affiliation  

Covalent organic frameworks (COFs) as a novel stationary phase have attracted much attention in the field of chromatography owing to their permanent nanoscale porosity, higher surface area, and exceptional stabilities. Here, a novel isocyanate‐β‐cyclodextrin‐modified COF (MDI‐β‐CD‐modified COF) was synthesized using isocyanate‐β‐cyclodextrin as the chiral selector and imine‐based TpPa‐1 COF as the matrix by a bottom‐up strategy. The reaction condition and the structure of MDI‐β‐CD‐modified COF were optimized and characterized by X‐ray diffraction (XRD), Fourier‐transform infrared (FT‐IR) spectra, nitrogen adsorption/desorption (Brunauer–Emmett–Teller [BET]), and thermogravimetric analysis (TGA). And then the coated open‐tubular column (OT column) was prepared using MDI‐β‐CD‐modified COF as chiral stationary phase (CSP) by in situ growth approach, which exhibited excellent stability and repeatability. For seven consecutive runs, the intraday and interday relative standard deviations (RSDs) were in range from 0.35% to 2.21% for the migration time of histidine. The column‐to‐column reproducibility ranged from 2.39% to 3.08%. Meanwhile, the separation of eight compounds including four amino acids and four β‐blockers by capillary electrochromatography sufficiently verified the favorable chiral resolution properties of the MDI‐β‐CD‐modified COF‐coated OT column. This strategy of fabricating MDI‐β‐CD‐modified COF‐coated OT column expanded the application of imine‐based COFs in chromatographic analytical fields.

中文翻译:

β-环糊精修饰的共价有机骨架为手性固定相,可通过毛细管电色谱法分离氨基酸和β-受体阻滞剂。

由于其永久的纳米级孔隙率,较高的表面积和出色的稳定性,作为新型固定相的共价有机骨架(COF)已在色谱领域引起了广泛关注。在这里,通过自下而上的方法,以异氰酸酯-β-环糊精为手性选择剂,以亚胺基的TpPa-1 COF为基质,合成了一种新型的异氰酸酯-β-环糊精改性的COF(MDI-β-CD改性COF)。战略。通过X射线衍射(XRD),傅立叶变换红外(FT-IR)光谱,氮吸附/解吸(Brunauer-Emmett-Teller [ BET])和热重分析(TGA)。然后使用原位生长方法,使用MDI-β-CD改性的COF作为手性固定相(CSP),制备带涂层的开管柱(OT柱),表现出极好的稳定性和可重复性。对于连续七个运行,组氨酸的迁移时间,日内和日间相对标准偏差(RSD)在0.35%至2.21%的范围内。色谱柱间的重现性在2.39%至3.08%之间。同时,通过毛细管电色谱分离包括四种氨基酸和四种β受体阻滞剂在内的八种化合物,充分证明了MDI-β-CD修饰的COF包被的OT色谱柱具有良好的手性拆分性能。这种制备MDI-β-CD改性的COF涂层OT色谱柱的策略扩大了基于亚胺的COF在色谱分析领域的应用。组氨酸的迁移时间为21%。色谱柱间的重现性在2.39%至3.08%之间。同时,通过毛细管电色谱分离包括四种氨基酸和四种β受体阻滞剂在内的八种化合物,充分证明了MDI-β-CD修饰的COF包被的OT色谱柱具有良好的手性拆分性能。这种制备MDI-β-CD改性的COF涂层OT色谱柱的策略扩大了基于亚胺的COF在色谱分析领域的应用。组氨酸的迁移时间为21%。色谱柱间的重现性在2.39%至3.08%之间。同时,通过毛细管电色谱分离包括四种氨基酸和四种β受体阻滞剂在内的八种化合物,充分证明了MDI-β-CD修饰的COF包被的OT色谱柱具有良好的手性拆分性能。这种制备MDI-β-CD改性的COF涂层OT色谱柱的策略扩大了基于亚胺的COF在色谱分析领域的应用。
更新日期:2020-04-24
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