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透过镜子看卟啉:新型自组装卟啉衍生物超分子手性起源的光谱与机理洞察

Porphyrins Through the Looking Glass: Spectroscopic and Mechanistic Insights in Supramolecular Chirogenesis of New Self-Assembled Porphyrin Derivatives.

作者信息

Stefanelli Manuela, Savioli Marco, Zurlo Francesca, Magna Gabriele, Belviso Sandra, Marsico Giulia, Superchi Stefano, Venanzi Mariano, Di Natale Corrado, Paolesse Roberto, Monti Donato

机构信息

Department of Science and Chemical Technologies, University of Rome "Tor Vergata", Rome, Italy.

Department of Sciences, University of Basilicata, Potenza, Italy.

出版信息

Front Chem. 2020 Oct 15;8:587842. doi: 10.3389/fchem.2020.587842. eCollection 2020.

Abstract

The solvent driven aggregation of porphyrin derivatives, covalently linked to a L- or D-prolinate enantiomer, results in the stereospecific formation of species featuring remarkable supramolecular chirality, as a consequence of reading and amplification of the stereochemical information stored in the proline-appended group. Spectroscopic, kinetic, and topographic SEM studies gave important information on the aggregation processes, and on the structures of the final chiral architectures. The results obtained may be the seeds for the construction of stereoselective sensors aiming at the detection, for example, of novel emergent pollutants from agrochemical, food, and pharmaceutical industry.

摘要

与L-或D-脯氨酸对映体共价连接的卟啉衍生物的溶剂驱动聚集,由于读取和放大了脯氨酸附加基团中存储的立体化学信息,导致具有显著超分子手性的物种的立体特异性形成。光谱、动力学和形貌扫描电子显微镜研究提供了有关聚集过程以及最终手性结构的结构的重要信息。所获得的结果可能是构建立体选择性传感器的种子,旨在检测例如来自农业化学、食品和制药行业的新型新兴污染物。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/da98/7593786/0aaa5f250e90/fchem-08-587842-g0006.jpg

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