Near-infrared colorimetric and ratiometric fluorescent probe for dual-channel imaging of mitochondria and cysteine in the oxidative stress model

[Display omitted] •A colorimetric and ratiometric near-infrared fluorescent probe was constructed to detect Cys effectively.•Mitochondrial-targeted probe Mito-Pa had a longer emission wavelength (738 nm) and a large Stokes shift (118 nm).•Probe Mito-Pa displayed selective and sensitive dual-channel...

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Veröffentlicht in:Chemical engineering journal (Lausanne, Switzerland : 1996) Switzerland : 1996), 2023-11, Vol.475, p.146397, Article 146397
Hauptverfasser: Wu, Zhengjun, Zhang, Dan, Ma, Hailong, Wang, Erfei, Wang, Feiyi, Ren, Jun
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Sprache:eng
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Zusammenfassung:[Display omitted] •A colorimetric and ratiometric near-infrared fluorescent probe was constructed to detect Cys effectively.•Mitochondrial-targeted probe Mito-Pa had a longer emission wavelength (738 nm) and a large Stokes shift (118 nm).•Probe Mito-Pa displayed selective and sensitive dual-channel fluorescence signals to Cys.•Probe Mito-Pa was successfully applied for dual-channel imaging of mitochondria and Cys in the living systems. Mitochondria, known as the “cellular powerhouse”, play a variety of fundamental roles in various physiological and pathological processes, whose oxidative damage is usually emerging as a crucial induction factor that not only induces apoptosis but may also contribute to epilepsy and some other related diseases. Therefore, it is of notable significance to construct a high-discrimination method for informing the diagnosis and treatment of related diseases. Employing Cys-triggered conjugate addition cyclization-elimination strategy, we rationally constructed a mitochondria-targeted colorimetric and ratiometric near-infrared (NIR) fluorescent probe, named Mito-Pa, for Cys-triggered dual-channel fluorescence imaging of mitochondrial oxidative damage during apoptosis. Taking advantage of good membrane permeability and low cytotoxicity, probe Mito-Pa was successfully applied to visualize the mitochondria during apoptotic and the fluctuation of endogenous and exogenous Cys, or generated upon lipopolysaccharide-induced oxidative stress, in various living systems, including cancer cells, zebrafish, and mice. Thus, our proposed probe Mito-Pa would provide fresh insight for a better understanding of the ultimate relationship of Cys with mitochondrial oxidative damage, enabling easy access to accurately monitor the occurrence and progress of related diseases.
ISSN:1385-8947
1873-3212
DOI:10.1016/j.cej.2023.146397