Immobilization of cellulase on monolith supported with Zr(IV)-based metal-organic framework as chiral stationary phase for enantioseparation of five basic drugs in capillary electrochromatography

Immobilization of cellulase on monolith supported with Zr(IV)-based metal-organic framework as chiral stationary phase for enantioseparation of five basic drugs in capillary electrochromatography
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DOI:
10.1007/s00604-021-04840-y
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发表时间:
2021-06-01
期刊:
影响因子:
5.7
通讯作者:
Zhang, Liu
Zhang, Liu
中科院分区:
化学2区
文献类型:
--
作者:
Ma, Mingxuan;Zhang, Jian;Zhang, Liu

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采用热聚合法制备了金属-有机骨架(UiO-66-NH2)包合有机聚合物单体。利用uio -66- nh2修饰的有机单体具有优异的物理和化学性能,通过纤维素酶的手性选择剂,将uio -66- nh2修饰的有机单体通过主氨基和醛基之间的缩合反应进行功能化。采用傅里叶变换红外光谱、高分辨率透射电镜、扫描电镜、x射线光电子能谱、热重分析和氮吸附等温线对合成材料进行了表征。采用cellulase@poly(甲基丙烯酸甘油酯- uao -66- nh2 -乙二醇二甲基丙烯酸酯)(cellulase@poly(gma - uao -66- nh2 - edma))单体对映分离了美托洛尔、阿替洛尔、艾斯洛尔、比索洛尔和心得安的基本外消旋形式。与不含uao -66- nh2的cellulase@poly(GMA-co-EDMA)单体相比,cellulase@poly(gma - uao -66- nh2 - edma)单体对美托洛尔(Rs: 0 - >.67)、阿替洛尔(Rs: 0 - >.50)、艾司洛尔(Rs: 0 - >.52)、比索洛尔(Rs: 0 - >.36)和普萘洛尔(Rs: 0 -> 0.44)的对端辨别性能显著提高。通过对手性分子的对映体分离,对固定化pH、缓冲液pH、UiO-66-NH2浓度和有机改性剂的比例进行了详细的评价。对日内、日间、柱间、批间精密度进行了讨论,结果较好,分离参数的相对标准偏差为
Metal-organic framework (UiO-66-NH2)-incorporated organic polymer monolith was prepared by thermal polymerization. By virtue of the superior physical and chemical properties, the UiO-66-NH2-modified organic monolith was then functionalized by chiral selector cellulase via the condensation reaction between the primary amino groups and aldehyde groups. The synthesized materials were characterized by Fourier transform infrared spectroscopy, high-resolution transmission electron microscopy, scanning electron microscopy, X-ray photoelectron spectrometry, thermogravimetric analysis, and nitrogen sorption isotherm. The cellulase@poly(glycidyl methacrylate-UiO-66-NH2-ethylene glycol dimethacrylate) (cellulase@poly(GMA-UiO-66-NH2-EDMA)) monolith was applied to enantiomerically separate the basic racemic forms of metoprolol, atenolol, esmolol, bisoprolol, and propranolol. In contrast to the cellulase@poly(GMA-co-EDMA) monolith without UiO-66-NH2, the cellulase@poly(GMA-UiO-66-NH2-EDMA) monolith reveals significantly improved enantiodiscrimination performance for metoprolol (Rs: 0 -> 1.67), atenolol (Rs: 0 -> 1.50), esmolol (Rs: 0 -> 1.52), bisoprolol (Rs: 0 -> 0.36), and propranolol (Rs: 0 -> 0.44). The immobilization pH of cellulase, buffer pH, UiO-66-NH2 concentration, and the proportion of organic modifier were evaluated in detail with enantiomerically separating chiral molecules. The intra-day, inter-day, column-to-column, and inter-batch precision have been discussed, the result was preferable, and the relative standard deviation (RSD) of separation parameters was