A highly sensitive and rapidly responding fluorescent probe with a large Stokes shift for imaging intracellular hypochlorite

Guo, Bingpeng; Nie, Hailiang; Yang, Wen; Tian, Yong; Jing, Jing; Zhang, Xiaoling

doi:10.1016/j.snb.2016.06.004

Cited by 65 publications

(32 citation statements)

References 55 publications

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“…A peak at m/z=372.0640, could be assigned to [ CCA + H] + , a peak at m/z=408.8570, could be assigned to [ CCA + 2H 2 O + H] + . These results suggested that the strong oxidation and weakly acidic by hydrolysis of ClO − promoted the redox reaction on surface lactone groups of probe CCO by ring opening, as showed in Scheme .…”

Section: Resultsmentioning

confidence: 82%

A Fluorescent Probe with a Significant Selective Turn‐On Response for HClO Detection and Bioimaging in Living Cells

et al. 2019

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Hypochlorous/Hypochlorite(HClO/ClO À ) plays an important biochemistry roles in normal operation of the life system. Herein, a fluorescent probe 7-chloro-3-((E)-3-(4-(dimethylamino)phenyl)acryloyl)-2H-chromen-2-one (CCO) was rationally designed and synthesized via aldehyde ketone condensation reaction to detect ClO À in Tris-HCl (pH = 7.2, 60% DMF) solution. Probe CCO was cleaved conceivably in the coumarin lactone ring by an oxidation reaction with ClO À and emitted intensive bright yellow fluorescence. The sensing mechanism was further confirmed by ESI-MS and DFT calculation. The fluorescence emission of probe CCO triggered by ClO À was obviously enhanced within 20 s. The limit of detection of probe CCO was calculated as low as 2.6 nM. Furthermore, probe CCO can be given as an effective and outstanding fluorescent exogenous ClO À probe in living HEK293T cells for microscopic cell imaging.

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Section: Resultsmentioning

confidence: 82%

A Fluorescent Probe with a Significant Selective Turn‐On Response for HClO Detection and Bioimaging in Living Cells

et al. 2019

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“…In addition, the imaging of the ROS in HeLa cells was achieved. Zhang and co‐workers developed a naphthalimide‐based probe with large Stokes Shift to visualize the intracellular ClO − generated by PMA stimulation in RAW264.7 macrophage.…”

Section: Fluorescent Imaging Agents For Diagnosis Of Ros‐relevant Dismentioning

confidence: 99%

Sensors, Imaging Agents, and Theranostics to Help Understand and Treat Reactive Oxygen Species Related Diseases

et al. 2019

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Reactive oxygen species (ROS) consist of a diverse range of oxidative small molecular ions and free radicals that are produced throughout the body during certain biological processes. Due to their high reactivity, these molecules result in the damage of tissues and cells. Therefore, ROS have been implicated in an array of diseases including cancer, inflammation, and neurodegenerative diseases such as Parkinson's disease and Alzheimer's disease. Owing to the simplicity, sensitivity, and selectivity of fluorescence‐based strategies, many small‐molecular sensors or imaging agents have been developed to sense and visualize ROS both in vitro and in vivo. Likewise, activatable drug delivery and prodrug systems that can be triggered by ROS for disease theranostics (diagnostic and therapeutic combined) have been developed. Herein, recently developed fluorescence‐based sensing and imaging agents for the detection of ROS both intracellularly and in vivo are summarized. In addition, drug delivery, which require activation by ROS to achieve disease theranostics is also discussed.

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“…To date, a large number of uorescent probes for HOCl/ClO À detection have been developed based on specic uorophores, for example, dibenzoylhydrazine, 22 oxime, 23,24 p-methoxyphenol, 25 selenide, 26 diaminomaleonitrile 27 and others. 21,[28][29][30][31][32][33][34][35] Unfortunately, many of the reported HClO/ClO À probes display a delayed response time, and weak uorescence intensity and are unavailable for bioimaging application.…”

Section: Introductionmentioning

confidence: 99%

A highly specific and sensitive turn-on fluorescence probe for hypochlorite detection and its bioimaging applications

et al. 2019

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A highly sensitive and rapidly responding fluorescent probe with a large Stokes shift for imaging intracellular hypochlorite

Cited by 65 publications

References 55 publications

A Fluorescent Probe with a Significant Selective Turn‐On Response for HClO Detection and Bioimaging in Living Cells

A Fluorescent Probe with a Significant Selective Turn‐On Response for HClO Detection and Bioimaging in Living Cells

Sensors, Imaging Agents, and Theranostics to Help Understand and Treat Reactive Oxygen Species Related Diseases

A highly specific and sensitive turn-on fluorescence probe for hypochlorite detection and its bioimaging applications

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