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基于类似菁染料的模块化系统的新型溶酶体靶向荧光分子转子及其在活细胞中的应用。

Novel lysosome-targeted fluorescent molecular rotors based on a cyanine-like modular system and their application in living cells.

机构信息

Tianjin Key Laboratory for Photoelectric Materials and Devices, and Key Laboratory of Display Materials & Photoelectric Devices, Ministry of Education, School of Materials Science & Engineering, Tianjin University of Technology, Tianjin 300384, China.

Tianjin Key Laboratory for Photoelectric Materials and Devices, and Key Laboratory of Display Materials & Photoelectric Devices, Ministry of Education, School of Materials Science & Engineering, Tianjin University of Technology, Tianjin 300384, China.

出版信息

Spectrochim Acta A Mol Biomol Spectrosc. 2022 Jan 15;265:120404. doi: 10.1016/j.saa.2021.120404. Epub 2021 Sep 16.

DOI:10.1016/j.saa.2021.120404
PMID:34562859
Abstract

Two novel fluorescence molecular rotors DpIn and NaIn were designed and synthesized involving of indolium units linked with meta-diphenol or ortha-naphthalenediol moiety, respectively. They underwent intramolecular charge transfer to form a cyanine-like modular system at a physiological pH. In glycerol aqueous solutions, the probe DpIn exhibited NIR strong emission (3-fold) at ca. 700 nm, while the probe NaIn displayed a turn-on emission (8-fold) with a larger Stokes shift (⊿λ ≈ 97 nm). The HeLa cell imaging experiments indicated probe DpIn and NaIn both exhibited excellent selectivity for staining intracellular lysosomes instead of mitochondria. H NMR spectra revealed that more electrons were accumulated around benzene ring of indolium groups, which could be the evidence for its basic character leading to the lysosomes targeted staining. Furthermore, the probe NaIn proved to be an ideal lysosome-targeting tracer for monitor the changes of viscosity caused by stimuli in living cells.

摘要

设计并合成了两个新型荧光分子转子 DpIn 和 NaIn,它们分别由吲哚单元与间二苯酚或邻萘二酚部分连接而成。在生理 pH 条件下,它们通过分子内电荷转移形成类似菁的模块化系统。在甘油水溶液中,探针 DpIn 在约 700nm 处表现出近红外强发射(3 倍),而探针 NaIn 则表现出开启式发射(8 倍),Stokes 位移较大(⊿λ≈97nm)。HeLa 细胞成像实验表明,探针 DpIn 和 NaIn 均表现出对细胞内溶酶体而非线粒体的优异选择性染色。1H NMR 光谱表明,吲哚基团苯环周围积累了更多的电子,这可以证明其碱性特征导致其对溶酶体的靶向染色。此外,探针 NaIn 被证明是一种理想的溶酶体靶向示踪剂,可用于监测活细胞中因刺激引起的粘度变化。

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