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基于聚多巴胺辅助的快速一步法固定 L-精氨酸作为手性配体用于丹磺酰氨基酸对映体拆分的手性配体交换毛细管电色谱。

Polydopamine-Assisted Rapid One-Step Immobilization of L-Arginine in Capillary as Immobilized Chiral Ligands for Enantioseparation of Dansyl Amino Acids by Chiral Ligand Exchange Capillary Electrochromatography.

机构信息

School of Pharmacy, Southwest Medical University, Luzhou 646000, China.

School of Pharmacy, Tongren Polytechnic College, Tongren 554300, China.

出版信息

Molecules. 2021 Mar 23;26(6):1800. doi: 10.3390/molecules26061800.

Abstract

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.

摘要

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。

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