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一步合成手性分子印迹聚合物 TiO2 纳米粒子用于涂覆毛细管电色谱中苯丙氨酸的对映体分离。

One-step synthesis of chiral molecularly imprinted polymer TiO nanoparticles for enantioseparation of phenylalanine in coated capillary electrochromatography.

机构信息

Key Laboratory of Drug Quality Control and Pharmacovigilance (Ministry of Education), China Pharmaceutical University, No. 24 Tongjiaxiang, Jiangsu, 210009, Nanjing, People's Republic of China.

State Key Laboratory of Natural Medicines, China Pharmaceutical University, 210009, Nanjing, People's Republic of China.

出版信息

Mikrochim Acta. 2023 Jul 1;190(7):279. doi: 10.1007/s00604-023-05854-4.

Abstract

A novel chiral molecularly imprinted polymer TiO nanoparticle was synthesized in one step for the enantioseparation of phenylalanine in coated capillary electrochromatography. To the author's knowledge, the chiral molecularly imprinted nanomaterials have still not been reported, to date. Chiral molecularly imprinted TiO nanomaterials (L-PHE@MIP(APTES-TEOS)@TiO) were used as a chiral stationary phase to separate the phenylalanine enantiomers in coated capillary electrochromatography (CEC). The imprinted coating was prepared from L-phenylalanine (L-PHE) as the template, TiO nanoparticles (NPs) as the support substrate, 3-aminopropyltriethoxysilane (APTES) as the functional monomer, and tetraethyl silicate (TEOS) as the cross-linker. Scanning electron microscopy (SEM) and energy dispersive spectroscopy (EDS) were used for the characterization of the L-PHE@MIP(APTES-TEOS)@TiO@capillary. Fourier transform infrared spectra (FT-IR), transmission electron microscopy (TEM), and thermogravimetric analysis (TGA) were employed for the characterization of the L-PHE@MIP(APTES-TEOS)@TiO. The effects of the applied voltage, pH value, buffer concentration, and acetonitrile content were investigated  experimentally to determine the optimum conditions for CEC. The best resolution for  phenylalanine enantiomers by CEC reached a value of 3.48. In addition, the specific recognition effect of L-PHE@MIP(APTES-TEOS)@TiO on PHE enantiomers was studied by selective experiment. Finally, adsorption kinetic research, adsorption equilibrium isotherm study, and adsorption thermodynamic experiment were carried out to investigate the separation mechanism of PHE enantiomers with the L-PHE@MIP (APTES-TEOS)@TiO@capillary, and the results were consistent with those of CEC experiments.

摘要

一种新型的手性分子印迹聚合物 TiO 纳米粒子在一步法中被合成,用于手性固定相涂层毛细管电色谱法拆分苯丙氨酸对映体。据作者所知,迄今为止,尚未有关于手性分子印迹纳米材料的报道。手性分子印迹 TiO 纳米材料(L-PHE@MIP(APTES-TEOS)@TiO)被用作手性固定相,用于在涂层毛细管电色谱(CEC)中分离苯丙氨酸对映体。印迹涂层由 L-苯丙氨酸(L-PHE)作为模板、TiO 纳米粒子(NPs)作为支撑基底、3-氨丙基三乙氧基硅烷(APTES)作为功能单体和四乙氧基硅烷(TEOS)作为交联剂制备而成。扫描电子显微镜(SEM)和能量色散光谱(EDS)用于对 L-PHE@MIP(APTES-TEOS)@TiO@毛细管进行表征。傅里叶变换红外光谱(FT-IR)、透射电子显微镜(TEM)和热重分析(TGA)用于对 L-PHE@MIP(APTES-TEOS)@TiO 进行表征。实验考察了施加电压、pH 值、缓冲液浓度和乙腈含量对 CEC 的影响,以确定 CEC 的最佳条件。通过 CEC 获得的苯丙氨酸对映体的最佳分离度达到 3.48。此外,通过选择性实验研究了 L-PHE@MIP(APTES-TEOS)@TiO 对 PHE 对映体的特异性识别效果。最后,通过吸附动力学研究、吸附平衡等温线研究和吸附热力学实验,研究了 L-PHE@MIP(APTES-TEOS)@TiO@毛细管对 PHE 对映体的分离机制,实验结果与 CEC 实验结果一致。

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