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A near-infrared fluorescent probe with an improved Stokes shift achieved by tuning the donor–acceptor–donor character of the rhodamine skeleton and its applications
Authors:Jin Gong  Chang Liu  Xiaojie Jiao  Song He  Liancheng Zhao  Xianshun Zeng
Institution:Tianjin Key Laboratory for Photoelectric Materials and Devices, School of Materials Science & Engineering, Tianjin University of Technology, Tianjin 300384 China.; School of Materials Science and Engineering, Harbin Institute of Technology, Harbin 150001 China
Abstract:In this paper, we report a novel near-infrared (NIR) mitochondrion-targeted fluorescent probe, RQS, with an improved Stokes shift (96 nm) for the specific detection of mitochondrial mercury ion (Hg2+) because mitochondrion is one of the main targeted organelles of Hg2+. For the preparation of the probe, a novel asymmetrical fluorescent xanthene dye RQ was first synthesized by tuning the donor–acceptor–donor (D–A–D) character of the rhodamine skeleton, and then the probe RQS was constructed by the mechanism of mercury-promoted ring-opening reaction. As expected, RQS could be used for the specific detection of Hg2+ with high selectivity, high sensitivity, and a detection limit down to the nanomolar range (2 nM). Importantly, RQS is capable of specifically distributing in mitochondria, and thus detect Hg2+ in real-time and provided a potential tool for studying the cytotoxic mechanisms of Hg2+.

A novel mitochondrion-targeting Hg2+ probe, RQS, with NIR emission (680 nm) and a large Stokes shift (96 nm) was developed by tuning the D–A–D character of the rhodamine skeleton.
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