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一种具有多重荧光发射的新型近红外荧光探针的构建及其在细胞和活体斑马鱼中用于SO衍生物检测的应用

Construction of a novel near-infrared fluorescent probe with multiple fluorescence emission and its application for SO derivative detection in cells and living zebrafish.

作者信息

Liu Keyin, Chen Yunling, Sun Hui, Wang Shoujuan, Kong Fangong

机构信息

Key Laboratory of Pulp and Paper Science and Technology of Ministry of Education, Qilu University of Technology (Shandong Academy of Sciences), Jinan, Shandong 250353, P. R. China.

出版信息

J Mater Chem B. 2018 Nov 21;6(43):7060-7065. doi: 10.1039/c8tb02030b. Epub 2018 Oct 19.

DOI:10.1039/c8tb02030b
PMID:32254589
Abstract

Sulfur dioxide (SO) in biological systems is an important gaseous signal molecule and plays important roles in physiological activities. It can be endogenously produced by enzymes in mitochondria during oxidation of sulphur-containing molecules. Thus, the development of probes for sulfur dioxide detection in biological environment is necessary. Here, a new near-infrared fluorescent probe (Rh-TPA) with multiple fluorescence emission was constructed and applied for SO derivative detection. Rh-TPA was constructed via conjugation of a rhodamine analogue with a triphenylamine group. Rh-TPA exhibited a major emission peak at 740 nm and a shoulder peak at 810 nm. After interacting with SO derivatives, the conjugated system dissociated into two smaller chromophores with two emission peaks (520 nm and 570 nm) in the visible region. The probe showed negligible cytotoxicity, as demonstrated by the MTT results. Biological imaging application experiments indicated that the probe can be used to image SO derivatives in HeLa cells and living zebrafish.

摘要

生物体系中的二氧化硫(SO)是一种重要的气态信号分子,在生理活动中发挥着重要作用。它可在含硫分子氧化过程中由线粒体中的酶内源性产生。因此,开发用于生物环境中二氧化硫检测的探针很有必要。在此,构建了一种具有多重荧光发射的新型近红外荧光探针(Rh-TPA)并将其应用于SO衍生物检测。Rh-TPA通过罗丹明类似物与三苯胺基团共轭构建而成。Rh-TPA在740 nm处有一个主要发射峰,在810 nm处有一个肩峰。与SO衍生物相互作用后,共轭体系解离为两个较小的发色团,在可见光区域有两个发射峰(520 nm和570 nm)。MTT结果表明该探针的细胞毒性可忽略不计。生物成像应用实验表明,该探针可用于对HeLa细胞和活体斑马鱼中的SO衍生物进行成像。

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