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用于细胞成像的具有双态发射和pH敏感性的单苯基发光材料。

Monophenyl luminescent material with dual-state emission and pH sensitivity for cell imaging.

作者信息

Jin Yuxin, Jiang Bingli, Song Huajian, Mei Chanming, Liu Zuoan, Zhang Xiakai, Liu Jinyuan, Gong Yongyang

机构信息

College of Pharmacy, Guilin Medical University No. 1 Zhiyuan Rd, Lingui District Guilin 541199 China

Guangxi Key Laboratory of Optical and Electronic Materials and Devices, College of Materials Science and Engineering, Guilin University of Technology No. 12 Jian'gan Rd, Qixing District Guilin 541004 China

出版信息

RSC Adv. 2024 Apr 4;14(16):10942-10952. doi: 10.1039/d4ra01422g. eCollection 2024 Apr 3.

DOI:10.1039/d4ra01422g
PMID:38577426
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC10993106/
Abstract

Dual-state emission (DSE) luminescent materials are a newly discovered category of luminescent materials that exhibit efficient light emission in multiple states, including dilute solutions, highly concentrated solutions, aggregated states and solid states. These materials effectively address the aggregation-caused quenching (ACQ) observed in traditional organic luminescent materials with large conjugated planes, as well as the limitations of aggregation-induced emission (AIE) materials, which typically do not emit light in dilute solutions. The design and development of DSE luminescent materials for organelle imaging applications has attracted considerable interest. In this context, this study presents the design and synthesis of a novel luminescent compound, DMSS-AM, characterised by intramolecular hydrogen bonding and a D-π-A structure. As a monophenyl luminescent material, DMSS-AM exhibits DSE properties with fluorescence quantum yields of 22.1% in solution and 14.0% in the solid state. In particular, it exhibits unique pH-responsive properties, facilitating the targeted detection of lysosomal pH changes. Confocal laser scanning microscopy imaging of cells demonstrated that DSE emitters at both low and high concentrations do not affect image quality for bio-imaging applications. This advance is expected to significantly broaden the applicability of DSE luminescent materials in future applications.

摘要

双态发射(DSE)发光材料是新发现的一类发光材料,能在多种状态下高效发光,包括稀溶液、高浓度溶液、聚集态和固态。这些材料有效解决了具有大共轭平面的传统有机发光材料中观察到的聚集诱导猝灭(ACQ)问题,以及聚集诱导发光(AIE)材料的局限性,后者通常在稀溶液中不发光。用于细胞器成像应用的DSE发光材料的设计与开发引起了相当大的关注。在此背景下,本研究介绍了一种新型发光化合物DMSS-AM的设计与合成,其特征在于分子内氢键和D-π-A结构。作为一种单苯基发光材料,DMSS-AM表现出DSE特性,在溶液中的荧光量子产率为22.1%,在固态中的荧光量子产率为14.0%。特别是,它表现出独特的pH响应特性,有助于靶向检测溶酶体pH值变化。细胞的共聚焦激光扫描显微镜成像表明,低浓度和高浓度的DSE发射体均不影响生物成像应用的图像质量。这一进展有望显著拓宽DSE发光材料在未来应用中的适用性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/90c2/10993106/e6b164826707/d4ra01422g-f8.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/90c2/10993106/697f7b1c6414/d4ra01422g-f7.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/90c2/10993106/e6b164826707/d4ra01422g-f8.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/90c2/10993106/6ffe7d8d809d/d4ra01422g-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/90c2/10993106/3314ea92ce97/d4ra01422g-f1.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/90c2/10993106/add3bacffadd/d4ra01422g-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/90c2/10993106/35ff8499fc11/d4ra01422g-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/90c2/10993106/6e16528bdd8c/d4ra01422g-f5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/90c2/10993106/3448ecaa12a7/d4ra01422g-f6.jpg
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Acc Chem Res. 2024 Jan 2;57(1):140-152. doi: 10.1021/acs.accounts.3c00605. Epub 2023 Dec 21.
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Revealing Mitochondrion-Lysosome Dynamic Interactions and pH Variations in Live Cells with a pH-Sensitive Fluorescent Probe.利用 pH 敏感荧光探针在活细胞中揭示线粒体-溶酶体动态相互作用和 pH 变化。
Anal Chem. 2023 Nov 14;95(45):16609-16617. doi: 10.1021/acs.analchem.3c02878. Epub 2023 Nov 2.
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Preparation and Characterization of Carbazole-Based Luminogen with Efficient Emission in Solid and Solution States.
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Solid-state emitters presenting a modular excited-state proton transfer (ESIPT) process: recent advances in dual-state emission and lasing applications.呈现模块化激发态质子转移(ESIPT)过程的固态发射器:双态发射和激光应用的最新进展。
Phys Chem Chem Phys. 2023 Jun 7;25(22):15085-15098. doi: 10.1039/d3cp00938f.
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