School of Pharmacy, Southwest Medical University, Luzhou 646000, China.
School of Pharmacy, Tongren Polytechnic College, Tongren 554300, China.
Molecules. 2021 Mar 23;26(6):1800. doi: 10.3390/molecules26061800.
Herein, a novel L-arginine (L-Arg)-modified polydopamine (PDA)-coated capillary (PDA/L-Arg@capillary) was firstly fabricated via the basic amino-acid-induced PDA co-deposition strategy and employed to constitute a new chiral ligand exchange capillary electrochromatography (CLE-CEC) method for the high-performance enantioseparation of D,L-amino acids (D,L-AAs) with L-Arg as the immobilized chiral ligand coordinating with the central metal ion Zn(II) as running buffer. Assisted by hydrothermal treatment, the robust immobilization of L-Arg on the capillary inner wall could be facilely achieved within 1 h, prominently improving the synthesis efficiency and simplifying the preparation procedure. The successful preparation of PDA/L-Arg coatings in the capillary was systematically characterized and confirmed using several methods. In comparison with bare and PDA-functionalized capillaries, the enantioseparation capability of the presented CLE-CEC system was significantly enhanced. Eight D,L-AAs were completely separated and three pairs were partially separated under the optimal conditions. The prepared PDA/L-Arg@capillary showed good repeatability and stability. The potential mechanism of the greatly enhanced enantioseparation performance obtained by PDA/L-Arg@capillary was also explored. Moreover, the proposed method was further utilized for studying the enzyme kinetics of L-glutamic dehydrogenase, exhibiting its promising prospects in enzyme assays and other related applications.
在此,通过基本氨基酸诱导的 PDA 共沉积策略,首次制备了一种新型 L-精氨酸(L-Arg)修饰的聚多巴胺(PDA)涂层毛细管(PDA/L-Arg@capillary),并将其用于构建一种新的手性配体交换毛细管电色谱(CLE-CEC)方法,用于高效拆分 D,L-氨基酸(D,L-AAs)。L-Arg 作为固定化手性配体与中心金属离子 Zn(II)配位作为运行缓冲液。在水热处理的辅助下,L-Arg 可以在 1 小时内轻松地固定在毛细管内壁上,显著提高了合成效率并简化了制备步骤。使用多种方法系统地表征和确认了毛细管中 PDA/L-Arg 涂层的成功制备。与裸毛细管和 PDA 功能化毛细管相比,所提出的 CLE-CEC 系统的手性拆分能力显著增强。在最佳条件下,八种 D,L-AAs 完全分离,三对部分分离。制备的 PDA/L-Arg@capillary 显示出良好的重复性和稳定性。还探索了 PDA/L-Arg@capillary 获得的手性拆分性能大大增强的潜在机制。此外,该方法还进一步用于研究 L-谷氨酸脱氢酶的酶动力学,展示了其在酶测定和其他相关应用中的广阔前景。