手性精氨酸体系对映体的分离:固相表征、溶解度相图和优先结晶。

IF 4.3 3区 化学 Q2 CHEMISTRY, MULTIDISCIPLINARY
ACS Omega Pub Date : 2025-05-26 eCollection Date: 2025-06-10 DOI:10.1021/acsomega.5c02584
Tam Le Minh, Andreas Seidel-Morgenstern, Heike Lorenz
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引用次数: 0

摘要

对映体的分离是许多工业部门的重要兴趣,如制药生产和农业化学。该技术需要对手性结构、热力学和动力学有全面的了解,以开发可持续的分离策略。在这项工作中,采用粉末x射线衍射、热重法、差示扫描量热法和显微镜分析,系统地研究了水溶液中对映体l-和外消旋体l-精氨酸的固相特征。本研究发现精氨酸的对映体和外消旋体形成了一个复杂的水合物体系。这些化合物的溶解度是在很宽的温度范围和由水和乙醇组成的溶剂混合物中测定的。因此,乙醇在精氨酸水溶液中起抗溶剂作用。对映体、外消旋体和溶剂之间的不同相互作用导致了不同的溶解度,并对三元相图(TPDs)中的共晶成分产生了影响。通过考虑不同水合物的形成构造了TPDs。观察到的共晶组成的变化为通过结晶进行手性分离提供了可能性。在此基础上,提出并验证了等温种子优先结晶法分离精氨酸对映体的方法。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
Separation of Enantiomers of the Chiral Arginine System: Solid-Phase Characterization, Solubility Phase Diagrams, and Preferential Crystallization.

The separation of enantiomers is of significant interest for various industrial sectors, such as pharmaceutical production and agrochemistry. The technology requires a comprehensive understanding of chiral structures, thermodynamics, and kinetics to develop sustainable separation strategies. In this work, a systematic investigation was undertaken to characterize the solid phases of both the enantiomer l- and the racemate dl-arginine in aqueous solutions by employing powder X-ray diffraction, thermogravimetry, differential scanning calorimetry, and microscopy analyses. This study discovered the formation of a complex hydrate system of the enantiomer and racemate of arginine. The solubilities of these compounds were determined across a broad range of temperatures and solvent mixtures composed of water and ethanol. Hereby, ethanol acts as an antisolvent in aqueous arginine solutions. The different interactions between the enantiomer, the racemate, and the solvents resulted in varying solubility ratios and had an influence on the eutectic compositions in ternary phase diagrams (TPDs). TPDs were constructed by taking into account different hydrate formations. Observed shifts in the eutectic composition offer possibilities for chiral separation via crystallization. Guided by the TPDs determined, an approach for the enantioseparation of arginine enantiomers was proposed and validated, exploiting isothermal seeded preferential crystallization.

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来源期刊
ACS Omega
ACS Omega Chemical Engineering-General Chemical Engineering
CiteScore
6.60
自引率
4.90%
发文量
3945
审稿时长
2.4 months
期刊介绍: ACS Omega is an open-access global publication for scientific articles that describe new findings in chemistry and interfacing areas of science, without any perceived evaluation of immediate impact.
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