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NIR-emitting benzothiazolium cyanines with an enhanced stokes shift for mitochondria imaging in live cells†
Organic & Biomolecular Chemistry ( IF 2.9 ) Pub Date : 2018-04-11 00:00:00 , DOI: 10.1039/c8ob00327k Chathura S. Abeywickrama 1, 2, 3, 4 , Hannah J. Baumann 1, 2, 3, 4 , Nicolas Alexander 1, 2, 3, 4 , Leah P. Shriver 1, 2, 3, 4, 5 , Michael Konopka 1, 2, 3, 4 , Yi Pang 1, 2, 3, 4, 6
Organic & Biomolecular Chemistry ( IF 2.9 ) Pub Date : 2018-04-11 00:00:00 , DOI: 10.1039/c8ob00327k Chathura S. Abeywickrama 1, 2, 3, 4 , Hannah J. Baumann 1, 2, 3, 4 , Nicolas Alexander 1, 2, 3, 4 , Leah P. Shriver 1, 2, 3, 4, 5 , Michael Konopka 1, 2, 3, 4 , Yi Pang 1, 2, 3, 4, 6
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A series of benzothiazolium-based hemicyanines (3a–3f) have been synthesized. Evaluation of their photophysical properties shows that they exhibit improved photophysical characteristics. In comparison with the available commercial MitoTrackers, the new probes revealed an enhanced Stokes shift (Δλ ∼ 80 nm) and minimized aggregation for increased sensitivity. The synthesized probes are found to exhibit excellent selectivity for mitochondrial staining in an oligodendrocyte cell line. Probes show almost no fluorescence in aqueous environments, while the fluorescence is increased by ∼10-fold in organic solvents, making it possible for mitochondrial imaging without the need for post-staining washing. Since the absorption peaks of probes are close to the laser wavelengths of 561 and 640 nm on a commercial confocal microscope, e.g.3a exhibits λabs ∼ 620 nm and λem ∼ 702 nm, they could be useful probes for mitochondrial tracking in live cells.
中文翻译：
发射近红外光的苯并噻唑鎓花青素具有增加的斯托克斯位移，可在活细胞中进行线粒体成像†
合成了一系列基于苯并噻唑鎓的半菁（3a-3f）。对它们的光物理性质的评估表明，它们表现出改善的光物理特性。与市售MitoTrackers比较，新的探头，发现增强的斯托克斯位移（Δ λ〜80 nm）和最小的聚集以提高灵敏度。发现合成的探针在少突胶质细胞细胞系中对线粒体染色表现出极好的选择性。探针在水性环境中几乎没有荧光，而在有机溶剂中荧光则增加了约10倍，这使得线粒体成像成为可能，而无需进行后染洗涤。由于探针的吸收峰是接近的561和640纳米的激光波长上的商业共焦显微镜，例如图3a显示出λ ABS〜620nm和λ EM〜702纳米，它们可能是在活细胞中的线粒体跟踪有用的探针。
更新日期：2018-04-11
中文翻译：
发射近红外光的苯并噻唑鎓花青素具有增加的斯托克斯位移，可在活细胞中进行线粒体成像†
合成了一系列基于苯并噻唑鎓的半菁（3a-3f）。对它们的光物理性质的评估表明，它们表现出改善的光物理特性。与市售MitoTrackers比较，新的探头，发现增强的斯托克斯位移（Δ λ〜80 nm）和最小的聚集以提高灵敏度。发现合成的探针在少突胶质细胞细胞系中对线粒体染色表现出极好的选择性。探针在水性环境中几乎没有荧光，而在有机溶剂中荧光则增加了约10倍，这使得线粒体成像成为可能，而无需进行后染洗涤。由于探针的吸收峰是接近的561和640纳米的激光波长上的商业共焦显微镜，例如图3a显示出λ ABS〜620nm和λ EM〜702纳米，它们可能是在活细胞中的线粒体跟踪有用的探针。
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