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使用具有不相关分子结构的固有手性低聚物薄膜对两种模型氨基酸进行对映选择性拆分。

Enantioselective resolution of two model amino acids using inherently chiral oligomer films with uncorrelated molecular structures.

作者信息

Nulek Thitapond, Arnaboldi Serena, Salinas Gerardo, Bonetti Giorgia, Cirilli Roberto, Benincori Tiziana, Wattanakit Chularat, Flood Adrian E, Kuhn Alexander

机构信息

Department of Chemical and Biomolecular Engineering, School of Energy Science and Engineering, Vidyasirimedhi Institute of Science and Technology, 555 Moo 1, Payupnai, Wang Chan, Rayong 21210, Thailand.

Dip. Di Chimica, Univ. degli Studi di Milano, Milan, Italy.

出版信息

Chem Commun (Camb). 2023 Aug 8;59(64):9758-9761. doi: 10.1039/d3cc02258g.

Abstract

Preferential crystallization induced by chiral surfaces is an interesting alternative to isolate enantiopure antipodes. Herein, we take advantage of the outstanding enantiorecognition capabilities of inherently chiral oligomers to induce an enantioselective crystallization process. We exemplify this strategy with two amino acid model molecules, asparagine and glutamic acid, having a completely uncorrelated structure with respect to the template. This illustrates the versatility of the approach with potential applications in the resolution of pharmaceutical compounds.

摘要

由手性表面诱导的优先结晶是分离对映体纯对映体的一种有趣的替代方法。在此,我们利用固有手性低聚物出色的对映体识别能力来诱导对映选择性结晶过程。我们以两种氨基酸模型分子天冬酰胺和谷氨酸为例,它们的结构与模板完全不相关。这说明了该方法的通用性及其在药物化合物拆分中的潜在应用。

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