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.

Highlights

  • Chirality is one of the crucially fundamental characteristics of nature [1]

  • Inspired by the prior works, we explored the possibility of PDA-assisted immobilization of L-arginine (L-Arg) on the capillary inner wall for establishing an innovative open-tubular chiral ligand exchange capillary electrochromatography (CLE-CEC) system

  • D,L-amino acid enantiomers, dansyl chloride (Dns-Cl) and lithium carbonate, were to further illustrate the application potential and validate the practicability of the CLEpurchased from Macklin Reagent Co., Ltd. (Shanghai, China)

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Summary

Introduction

Chirality is one of the crucially fundamental characteristics of nature [1]. A number of compounds which compose the building blocks of life are enantiotropic chemicals, and the different stereostructures and optical rotation performance between the enantiomers have major effects on the metabolism and normal physiological activities of the life systems [2,3].Amino acids (AAs) are ubiquitous in all forms of life, and they are basic components of proteins and act as signal transmitters [4,5]. Chirality is one of the crucially fundamental characteristics of nature [1]. A number of compounds which compose the building blocks of life are enantiotropic chemicals, and the different stereostructures and optical rotation performance between the enantiomers have major effects on the metabolism and normal physiological activities of the life systems [2,3]. Amino acids (AAs) are ubiquitous in all forms of life, and they are basic components of proteins and act as signal transmitters [4,5]. Free AAs play a crucial part in numerous life activities [6,7]. There are striking differences in vital movement between D-AAs and L-AAs. L-AAs have been considered essential in humans, whereas

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