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两种罗丹明内酰胺调控的溶酶体靶向荧光探针,用于灵敏和选择性地监测亚细胞细胞器 pH 值变化。

Two rhodamine lactam modulated lysosome-targetable fluorescence probes for sensitively and selectively monitoring subcellular organelle pH change.

机构信息

Ministry of Education Key Laboratory of Synthetic and Natural Functional Molecule Chemistry, College of Chemistry & Materials Science, Northwest University, Xi'an 710069, China.

Key Laboratory of Resource Biology and Biotechnology in Western China, Ministry of Education, College of Life Science, Northwest University, Xi'an 710069, China.

出版信息

Anal Chim Acta. 2015 Nov 5;900:97-102. doi: 10.1016/j.aca.2015.10.021. Epub 2015 Oct 26.

Abstract

Be a powerful technique for convenient detection of pH change in living cells, especially at subcellular level, fluorescent probes has attracted more and more attention. In this work, we designed and synthesized three rhodamine lactam modulated fluorescent probes RS1, RS2 and RS3, which all respond sensitively toward weak acidity (pH range 4-6) via the photophysical property in buffer solution without interference from the other metal ions, and they also show ideal pKa values and excellent reversibility. Particularly, by changing the lone pair electrons distribution of lactam-N atom with different conjugations, RS2 and RS3 exhibit high quantum yield, negligible cytotoxicity and excellent permeability. They are suitable to stain selectively lysosomes of tumor cells and monitor its pH changes sensitively via optical molecular imaging. The above findings suggest that the probes we designed could act as ideal and easy method for investigating the pivotal role of H(+) in lysosomes and are potential pH detectors in disease diagnosis through direct intracellular imaging.

摘要

作为一种方便检测活细胞中 pH 值变化的强大技术,尤其是在亚细胞水平上,荧光探针越来越受到关注。在这项工作中,我们设计并合成了三种罗丹明内酰胺调制的荧光探针 RS1、RS2 和 RS3,它们都通过在缓冲溶液中的光物理性质对弱酸性(pH 值范围 4-6)敏感,而不受其他金属离子的干扰,并且它们还具有理想的 pKa 值和出色的可逆性。特别是,通过改变内酰胺-N 原子的孤对电子分布与不同的共轭,RS2 和 RS3 表现出高量子产率、可忽略的细胞毒性和出色的通透性。它们适用于选择性染色肿瘤细胞的溶酶体,并通过光学分子成像灵敏地监测其 pH 值变化。上述发现表明,我们设计的探针可以作为研究 H(+) 在溶酶体中关键作用的理想且简便的方法,并通过直接细胞内成像成为疾病诊断中潜在的 pH 值检测器。

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