Chiral acidic molecularly imprinted polymer for enantio-separation of norepinephrine racemate

IF 2.8 4区 化学 Q2 CHEMISTRY, ANALYTICAL
Chirality Pub Date : 2024-02-07 DOI:10.1002/chir.23645
May Abdullah Abomuti
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Abstract

We are looking into how well a copolymeric material made of poly (maleic acid–co-4-vinylpyridine) cross-linked with divinylbenzene can separate L-norepinephrine (L-NEP) from (±)-NEP. The initial step in this direction was the synthesis and subsequent analysis of L-NEP-maleimide chiral derivative. A 4-vinylpyridine/divinylbenzene combination was copolymerized with the resultant chiral maleimide. After heating the polymer materials in a high-alkaline environment to breakdown the connecting imide bonds, they were acidified in an HCl solution to eliminate the incorporated L-NEP species. Fourier transform infrared spectroscopy (FTIR) and a scanning electron microscope were used to examine the imprinted L-NEP-imprinted materials. The manufactured L-NEP-imprinted materials exhibited selectivity characteristics that were over 11 times greater for L-NEP than D-norepinephrine. The highest capacity observed in Langmuir adsorption studies was 170 mg/g at a pH of 7. After optical separation using a column technique, it was determined that the enantiomeric excess levels of D-norepinephrine and L-NEP in the first feeding and subsequent recovery solutions were 95% and 81%, respectively.

Abstract Image

用于去甲肾上腺素外消旋体对映体分离的手性酸性分子印迹聚合物
我们正在研究一种由聚(马来酸-4-乙烯基吡啶)与二乙烯基苯交联而成的共聚物材料如何从 (±)-NEP 中分离出 L-去甲肾上腺素 (L-NEP)。在这一方向上迈出的第一步是合成和分析 L-去甲肾上腺素-马来酰亚胺手性衍生物。4-vinylpyridine/divinylbenzene 组合与由此产生的手性马来酰亚胺共聚。在高碱性环境中加热聚合物材料以分解连接的酰亚胺键后,在盐酸溶液中对其进行酸化,以消除掺入的 L-NEP 物种。傅立叶变换红外光谱(FTIR)和扫描电子显微镜被用来检测 L-NEP 压印材料。制成的 L-NEP 压印材料显示出对 L-NEP 的选择性特征,是 D-去甲肾上腺素的 11 倍以上。在使用色谱柱技术进行光学分离后,确定在第一次进样和随后的回收溶液中,D-去甲肾上腺素和 L-NEP 的对映体过量水平分别为 95% 和 81%。
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来源期刊
Chirality
Chirality 医学-分析化学
CiteScore
4.40
自引率
5.00%
发文量
124
审稿时长
1 months
期刊介绍: The main aim of the journal is to publish original contributions of scientific work on the role of chirality in chemistry and biochemistry in respect to biological, chemical, materials, pharmacological, spectroscopic and physical properties. Papers on the chemistry (physiochemical, preparative synthetic, and analytical), physics, pharmacology, clinical pharmacology, toxicology, and other biological aspects of chiral molecules will be published.
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