Enantioselective adsorption of ibuprofen enantiomers using chiral-active carbon nanoparticles induced S-α-methylbenzylamine

IF 2.8 4区 化学 Q2 CHEMISTRY, ANALYTICAL Chirality Pub Date : 2023-11-05 DOI:10.1002/chir.23628
Zhenbo Zhao, Min Liao, Gang Hu, Siwen Zeng, Li Ge, Kedi Yang
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Abstract

The chiral media is crucial to the chiral recognition and separation of enantiomers. In this study, we report the preparation of novel chiral carbon nanoparticles (CCNPs) via surface passivation using glucose as the carbon source and S-(−)-α-methylbenzylamine as the chiral ligand. The structures of the obtained CCNPs are characterized via FT-IR, Raman spectroscopy, DLS, XPS, XRD, TEM, and zeta potential analysis. These CCNPs could be employed as the chiral adsorbent and used for the enantioselective adsorption of the ibuprofen enantiomers. The results demonstrated that the CCNPs could selectively adsorb R-enantiomer from ibuprofen racemate solution and give an enantiomeric excess (e.e.) of about 50% under an optimal adsorption condition. Moreover, the regeneration efficiency of the CCNPs remained above e.e. of 43% after the fifth cycle. The present work confirmed that the prepared CCNPs show great potential in the enantioselective separation of ibuprofen racemate.

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手性活性炭纳米粒子诱导S-α-甲基苄胺对布洛芬对映体的对映选择性吸附。
手性介质是手性识别和分离对映体的关键。在本研究中,我们报道了以葡萄糖为碳源,S-(-)-α-甲基苄胺为手性配体,通过表面钝化制备新型手性碳纳米颗粒(CCNPs)。通过FT-IR、拉曼光谱、DLS、XPS、XRD、TEM和ζ电位分析对所获得的CCNP的结构进行了表征。这些CCNPs可作为手性吸附剂,用于布洛芬对映体的对映选择性吸附。结果表明,在最佳吸附条件下,CCNPs可以选择性地从布洛芬外消旋体溶液中吸附R-对映体,并产生约50%的对映体过量。此外,CCNP的再生效率在第五次循环后保持在43%以上。本工作证实了所制备的CCNPs在布洛芬外消旋体的对映选择性分离中显示出巨大的潜力。
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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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