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用于细胞成像的二芳基乙烯基苯基吡啶鎓衍生物与葫芦[8]脲的近红外磷光开关

Near-Infrared Phosphorescent Switch of Diarylethene Phenylpyridinium Derivative and Cucurbit[8]uril for Cell Imaging.

作者信息

Wang Conghui, Liu Yao-Hua, Liu Yu

机构信息

College of Chemistry, State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin, 300071, P. R. China.

出版信息

Small. 2022 May;18(21):e2201821. doi: 10.1002/smll.202201821. Epub 2022 Apr 23.

DOI:10.1002/smll.202201821
PMID:35460176
Abstract

Near-infrared (NIR) pure organic room-temperature phosphorescence (RTP) materials have received growing research interest due to their wide application in the fields of high-resolution bioimaging and luminescent materials. In this work, the authors report a macrocycle-confined pure organic RTP supramolecular assembly, which is constructed by diarylethene phenylpyridinium derivative (DTE-TP) and cucurbit[8]uril (CB[8]). Compared with CB[6] and CB[7], the larger cavity of CB[8] induces molecular folding and enhances the intramolecular charge transfer interactions, which leads to the obtained assembly emitting efficient NIR phosphorescence at 700 nm. Due to the photochromism of the diarylethene core, the NIR phosphorescence is reversibly regulated by light irradiation at wavelengths of 365 and >600 nm. Furthermore, cell-based experiments show that this supramolecular assembly is located in the lysosomes and displays a NIR phosphorescence at 650-750 nm. In addition, by means of phosphorescence resonance energy transfer, the obtained assembly exhibits a red-shifted NIR emission at 817 nm. This supramolecular phosphorescent switch provides a convenient path for the modular design of water-soluble pure organic room-temperature NIR phosphorescent materials.

摘要

近红外(NIR)纯有机室温磷光(RTP)材料因其在高分辨率生物成像和发光材料领域的广泛应用而受到越来越多的研究关注。在这项工作中,作者报道了一种大环受限的纯有机RTP超分子组装体,它由二芳基乙烯基苯基吡啶鎓衍生物(DTE-TP)和葫芦[8]脲(CB[8])构建而成。与CB[6]和CB[7]相比,CB[8]更大的空腔诱导分子折叠并增强分子内电荷转移相互作用,这导致所获得的组装体在700 nm处发射高效的近红外磷光。由于二芳基乙烯核心的光致变色特性,近红外磷光可通过365和>600 nm波长的光照射进行可逆调节。此外,基于细胞的实验表明,这种超分子组装体位于溶酶体中,并在650 - 750 nm处显示近红外磷光。此外,通过磷光共振能量转移,所获得的组装体在817 nm处呈现红移的近红外发射。这种超分子磷光开关为水溶性纯有机室温近红外磷光材料的模块化设计提供了一条便捷途径。

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