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低极性非手性溶剂中基于苯丙氨酸的有机凝胶的超分子手性反转与调控

Supramolecular chiral inversion and regulation of phenylalanine-based organogels in low-polarity achiral solvents.

作者信息

Zhang Wannian, Yu Fang, He Yu-Peng

机构信息

State Key Laboratory of Fine Chemicals, Ningbo Institute of Dalian University of Technology, Ningbo, China.

School of Chemical Engineering, Dalian University of Technology, No.2 Linggong Road, Dalian, China.

出版信息

Commun Chem. 2025 Aug 12;8(1):243. doi: 10.1038/s42004-025-01650-8.

DOI:10.1038/s42004-025-01650-8
PMID:40796645
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC12344037/
Abstract

Metamaterials with supramolecular chirality have been widely developed in many fields, and their assembly modes provide valuable insights for understanding living systems. In this work, we achieved for the first time the inversion of supramolecular chirality in organogels using a low-polarity achiral solvent. Furthermore, the regulation of supramolecular chirality was achieved through structural modification of the achiral moieties. Additionally, the impact of hydrogen bond variability on the modulation of supramolecular chirality was investigated by replacing the O atom with the N atom. Subsequently, the mechanisms governing supramolecular chirality modulation through low-polarity solvents and weakly polar structural motifs was elucidated. The results demonstrate that weak-polarity solvents, achiral long-chain moieties, and hydrogen bonds can individually serve as effective modulators for regulating intermolecular assembly patterns, thereby exerting critical influence on the emergence of supramolecular chirality. These findings establish a robust foundation for the precise construction and manipulation of supramolecular chirality in organogel systems.

摘要

具有超分子手性的超材料已在许多领域得到广泛发展,其组装模式为理解生命系统提供了有价值的见解。在这项工作中,我们首次使用低极性非手性溶剂实现了有机凝胶中超分子手性的反转。此外,通过非手性部分的结构修饰实现了超分子手性的调控。此外,通过用N原子取代O原子,研究了氢键变异性对超分子手性调制的影响。随后,阐明了通过低极性溶剂和弱极性结构基序调控超分子手性的机制。结果表明,弱极性溶剂、非手性长链部分和氢键可分别作为调节分子间组装模式的有效调节剂,从而对超分子手性的出现产生关键影响。这些发现为在有机凝胶系统中精确构建和操纵超分子手性奠定了坚实的基础。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8e37/12344037/2d0cf6f32a05/42004_2025_1650_Fig5_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8e37/12344037/0d71e3d3b5aa/42004_2025_1650_Fig1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8e37/12344037/683a87aa2236/42004_2025_1650_Fig2_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8e37/12344037/1a7166fac89d/42004_2025_1650_Fig3_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8e37/12344037/9ca35d88e7d2/42004_2025_1650_Fig4_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8e37/12344037/2d0cf6f32a05/42004_2025_1650_Fig5_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8e37/12344037/0d71e3d3b5aa/42004_2025_1650_Fig1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8e37/12344037/683a87aa2236/42004_2025_1650_Fig2_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8e37/12344037/1a7166fac89d/42004_2025_1650_Fig3_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8e37/12344037/9ca35d88e7d2/42004_2025_1650_Fig4_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8e37/12344037/2d0cf6f32a05/42004_2025_1650_Fig5_HTML.jpg

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