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基于丙交酯衍生物的手性固定相用于高效液相色谱法。

Chiral stationary phases based on lactide derivatives for high-performance liquid chromatography.

机构信息

South China Advanced Institute for Soft Matter Science and Technology, School of Molecular Science and Engineering, South China University of Technology, Guangzhou, China 510640; Guangdong Provincial Key Laboratory of Functional and Intelligent Hybrid Materials and Devices, South China University of Technology, Guangzhou, China 510640.

South China Advanced Institute for Soft Matter Science and Technology, School of Molecular Science and Engineering, South China University of Technology, Guangzhou, China 510640; Guangdong Provincial Key Laboratory of Functional and Intelligent Hybrid Materials and Devices, South China University of Technology, Guangzhou, China 510640.

出版信息

J Chromatogr A. 2022 Jan 4;1661:462705. doi: 10.1016/j.chroma.2021.462705. Epub 2021 Nov 26.

DOI:10.1016/j.chroma.2021.462705
PMID:34879306
Abstract

Lactide is a natural and renewable lactone cyclic ester-containing intrinsic chiral center, providing an affordable natural compound that is potential for the development of chiral polymers. In this work, we reported two novel chiral stationary phases (CSPs) based on lactide derivatives, methylene lactide (MLA), for high-performance liquid chromatography (HPLC). By using free radical polymerization, chemically bonded CSPs of poly(methylene lactide) (PMLA) and side-chain modified PMLA by aminolysis (N-PMLA) can be prepared. Also, poly(l-lactic acid) (PLLA) was prepared as a control. The chiral resolution performance of the chromatographic columns was examined in both reversed-phase and normal-phase modes. PMLA and N-PMLA CSPs exhibited fairly good chiral recognition ability, whereas the separation ability of PLLA is much weaker. This work provides a new platform for the development of high-performance CSPs from affordable natural products.

摘要

丙交酯是一种天然的、可再生的内酯环状酯,含有内在手性中心,为手性聚合物的发展提供了一种具有成本效益的天然化合物。在这项工作中,我们报道了两种基于丙交酯衍生物、亚甲基丙交酯(MLA)的新型手性固定相(CSP),用于高效液相色谱(HPLC)。通过自由基聚合,可以制备聚(亚甲基丙交酯)(PMLA)的化学键合 CSP 和通过氨解(N-PMLA)侧链改性的 PMLA。同时,还制备了聚(L-乳酸)(PLLA)作为对照。在反相和正相模式下都考察了色谱柱的手性分离性能。PMLA 和 N-PMLA CSP 表现出相当好的手性识别能力,而 PLLA 的分离能力要弱得多。这项工作为开发具有成本效益的天然产物的高性能 CSP 提供了一个新的平台。

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