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三苯基膦键合香豆素酮染料实现线粒体和核仁的双色成像。

Triphenylphosphine-bonded coumaranone dyes realize dual color imaging of mitochondria and nucleoli.

机构信息

Artemisinin Research Center, School of Pharmaceutical Sciences, Guangzhou University of Chinese Medicine, Guangzhou 510006, China; School of Medicine, Foshan University, Foshan 528000, China.

Artemisinin Research Center, School of Pharmaceutical Sciences, Guangzhou University of Chinese Medicine, Guangzhou 510006, China.

出版信息

Spectrochim Acta A Mol Biomol Spectrosc. 2024 Sep 5;317:124434. doi: 10.1016/j.saa.2024.124434. Epub 2024 May 9.

DOI:10.1016/j.saa.2024.124434
PMID:38735113
Abstract

Probing intracellular organelles with fluorescent dyes offers opportunities to understand the structures and functions of these cellular compartments, which is attracting increasing interests. Normally, the design principle varies for different organelle targets as they possess distinct structural and functional profiles against each other. Therefore, developing a probe with dual intracellular targets is of great challenge. In this work, a new sort of donor-π-bridge-acceptor (D-π-A) type coumaranone dyes (CMO-1/2/3/4) have been prepared. Four fluorescent probes (TPP@CMO-1/2/3/4) were then synthesized by linking these coumaranone dyes with an amphiphilic cation triphenylphosphonium (TPP). Interestingly, both TPP@CMO-1 and TPP@CMO-2 exhibited dual color emission upon targeting to two different organelles, respectively. The green emission is well localized in mitochondria, while, the red emission realizes nucleoli imaging. RNA is the target of TPP@CMOs, which was confirmed by spectroscopic analysis and computational calculation. More importantly, the number and morphology changes of nucleoli under drug stress have been successfully evaluated using TPP@CMO-1.

摘要

用荧光染料探测细胞内细胞器为了解这些细胞区室的结构和功能提供了机会,这越来越引起人们的兴趣。通常,不同细胞器的靶标具有不同的设计原则,因为它们彼此之间具有独特的结构和功能特征。因此,开发具有双重细胞内靶标的探针具有很大的挑战性。在这项工作中,我们制备了一种新型的给体-π-桥-受体(D-π-A)型香豆素酮染料(CMO-1/2/3/4)。然后,通过将这些香豆素酮染料与两亲性阳离子三苯基膦(TPP)连接,合成了四种荧光探针(TPP@CMO-1/2/3/4)。有趣的是,当靶向两个不同的细胞器时,TPP@CMO-1 和 TPP@CMO-2 分别表现出双颜色发射。绿色发射很好地定位于线粒体,而红色发射则实现了核仁成像。TPP@CMO 的靶标是 RNA,这通过光谱分析和计算计算得到了证实。更重要的是,使用 TPP@CMO-1 成功评估了药物应激下核仁的数量和形态变化。

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