期刊
JOURNAL OF MATERIALS CHEMISTRY B
卷 8, 期 9, 页码 1914-1921出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/c9tb02593f
关键词
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资金
- National Natural Science Foundation of China [21978222, 31960720, 31560712]
- Natural Science Foundation of Tianjin [17JCYBJC19600, 18JCYBJC94900]
- Fundacao para a Ciencia e a Tecnologia (FCT, CQM, Portuguese government funds) [PEst-OE/QUI/UI0674/2019]
- ARDITI-Agencia Regional para o Desenvolvimento da Investigacao Tecnologia e Inovacao through Centro de Quimica da Madeira-CQM+ (Madeira 14-20 Program) [M1420-01-0145-FEDER-000005]
- [ARDITI-2017-ISG-003]
Sulfur dioxide derivatives are intimately involved in some physiological processes in organisms, and high levels of these substances can cause many diseases. Herein, we rationally prepared a mitochondrion-targeting, in situ-activatable near-infrared (NIR) fluorescent probe (DCQN) by coupling 2-(3,5,5-trimethylcyclohex-2-enylidene)malononitrile with 3-quinolinium carboxaldehyde. DCQN displayed a NIR fluorescence turn-on signal to indicate the presence of HSO3-, along with a considerable hyperchromic shift from light yellow to purple via a 1,4-nucleophilic addition reaction. We were able to use DCQN to instantaneously and quantitatively determine the concentration of HSO3- with high specificity, a low detection limit (24 nM), a large Stokes shift (similar to 110 nm), and a high contrast ratio. Moreover, DCQN displayed good mitochondrion-targeting abilities and was in situ-activated by HSO3- to produce NIR fluorescence for imaging HSO3- in the mitochondria of live breast cancer cells. Furthermore, DCQN was used to monitor HSO3- in zebrafish with a high contrast ratio.
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