Details

Autor(en) / Beteiligte

• Wang, Jianhua
• Liu, Yaoming
• Dong, Chuan
• Wang, Yu
• Shuang, Shaomin

Titel

Ratiometric imaging of peroxynitrite in live cells, Locusta Malpighian tubes and zebrafish by a benzothiazole-based mitochondria-targetable fluorescent probe

Ist Teil von

• Journal of luminescence, 2023-02, Vol.254, p.119504, Article 119504

Ort / Verlag

Elsevier B.V

Erscheinungsjahr

2023

Link zum Volltext

Quelle

Elsevier ScienceDirect Journals Complete

Beschreibungen/Notizen

• Peroxynitrite (ONOO−), an essential reactive oxygen species, plays a critical role in various cellular processes. However, irregular ONOO− concentration will disturb the normal function of cells. In this work, we present the design and synthesis of a new peroxynitrite probe, BTNB, in which 3-benzyl-2-(6-hydroxylnaphthalene-2-vinyl) benzothiazolium bromide as the signaling fluorophore was integrated with benzyl borate moiety as the responsive group. The faint electron-withdrawing nature of the boronic ester caused a reduction in the intramolecular charge transfer (ICT) character of BTNB, which was greatly enhanced by ONOO− due to the oxidation of aryl boronates to yield a phenolic product. As a result, BTNB exhibited ratiometric responses to ONOO− with high selectivity and sensitivity (LOD = 0.25 μM) in an aqueous solution. Having large stokes shift (163 nm), good mitochondrial targeting ability and low cytotoxicity, the probe BTNB exhibits good performance in dual-channel (yellow and red channel) ratiometric imaging of ONOO− in cells, zebrafish, and Malpighian tubes. [Display omitted] •A novel ratiometric fluorescent probe for selective sensing of ONOO− in aqueous solution.•The proposed probe exhibits low cytotoxicity and good mitochondria-targeting ability.•Ratiometric imaging and tracking of ONOO− in cells, zebrafish and Malpighian tubes.