A synthesized water‐soluble rhodol derivative bearing a triphenylphosphonium moiety possesses an intense fluorescent light emission spectrum in the yellow range upon using one‐ or two‐photon excitation techniques. The presence of the positively charged triphenylphosphonium functional group gives rise to selective accumulation and labeling active and coupled mitochondria according to mitochondrial membrane potential Δψ. These chemical and spectroscopic properties of the rhodol derivative allow efficient labeling and imaging eukaryotic cell mitochondria with one‐photon excitation at 488 nm and two‐photon excitation at 800 nm. Selective staining of the coupled mitochondria has been confirmed by a decrease of emission intensity after treatment with protonophore, which acts as an inner mitochondrial membrane‐depolarizing agent. A rhodol‐based fluorescent probe possessing an uncharged structure also accumulates in the eukaryotic cells but with much lower selectivity in relation to the mitochondria. The uncharged rhodol molecule is spread more evenly in the cell without specific organelle labeling. In our experimental conditions, rhodol probes exhibit very low phototoxicity as evaluated based on the morphology of endothelial EA.hy 926 cells.

中文翻译：

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基于Rhodol发色团的单光子和两光子线粒体荧光探针

使用单光子或双光子激发技术后，带有三苯基moiety部分的水溶性rhodol衍生物在黄色范围内具有很强的荧光发射光谱。带正电的三苯基官能团的存在，根据线粒体膜电位Δ引起选择性积累和标记活性和线粒体耦合ψ。罗丹衍生物的这些化学和光谱性质允许在488 nm的单光子激发和800​​ nm的双光子激发下对真核细胞线粒体进行高效标记和成像。通过用质子载体处理后的发射强度降低，可以证实偶合的线粒体有选择性染色，质子作为内部线粒体膜去极化剂。具有不带电结构的基于Rhodol的荧光探针也可以在真核细胞中积累，但相对于线粒体而言，其选择性要低得多。不带电荷的rhodol分子在细胞中更均匀地分布，没有特定的细胞器标记。在我们的实验条件下，根据内皮EA.hy 926细胞的形态评估，rhodol探针显示出非常低的光毒性。