Design and Synthesis of Reactive Perylene Tetracarboxylic Diimide Derivatives for Rapid Cell Imaging

Design and Synthesis of Reactive Perylene Tetracarboxylic Diimide Derivatives for Rapid Cell Imaging
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用于快速细胞成像的反应性苝四甲酰二亚胺衍生物的设计与合成

DOI:
10.1021/acsomega.8b01275
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发表时间:
2018-08
期刊:
影响因子:
4.1
通讯作者:
Shu Wang
Shu Wang
中科院分区:
化学3区
文献类型:
--
作者:
Endong Zhang;Libing Liu;Fengting Lv;Shu Wang

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设计合成了一种新的水溶性反应性苝四羧基二亚胺衍生物(PDI-pfp),可实现对活细胞内质网的快速成像。PDI-pfp由三个功能基团组成:作为荧光骨架的苝四羧基二亚胺,提供良好水分散能力的聚乙二醇,以及生理条件下作为反应基的五氟酚活性酯。PDI-pfp的活性酯基与细胞膜上的胺基发生共价反应,PDI-pfp能快速与细胞膜相互作用,并在1分钟内被活的MCF-7细胞摄取,具有较低的细胞毒性。此外,PDI-pfp被证明是其他类型细胞的通用显像剂。这种荧光探针在细胞细胞器的快速成像中具有很大的应用潜力。
A new water-soluble reactive perylene tetracarboxylic diimide derivative (PDI-pfp) is designed and synthesized that can realize fast imaging of the endoplasmic reticulum in living cells. The PDI-pfp comprises three functional moieties: perylene tetracarboxylic diimide as fluorescent backbone, poly(ethylene glycol) for providing good water disperse ability, and pentafluorophenol active ester as the reactive group under physiological condition. On the basis of covalent reaction between the active ester group of PDI-pfp and amine groups on cytomembrane, PDI-pfp can rapidly interact with cytomembrane, followed by uptake by living MCF-7 cells within 1 min and also exhibit low cell cytotoxicity. Furthermore, it is proved that PDI-pfp acts as a universal imaging agent for other types of cells. This fluorescent probe is of great potential for the application in the rapid imaging of organelles in cells.
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