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具有增强的斯托克斯位移的近红外发射苯并噻唑鎓氰染料,用于活细胞中线粒体成像。

NIR-emitting benzothiazolium cyanines with an enhanced stokes shift for mitochondria imaging in live cells.

机构信息

Department of Chemistry, University of Akron, Akron, Ohio 44325, USA.

出版信息

Org Biomol Chem. 2018 May 9;16(18):3382-3388. doi: 10.1039/c8ob00327k.

DOI:10.1039/c8ob00327k
PMID:29670968
Abstract

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.

摘要

已经合成了一系列苯并噻唑基半花菁(3a-3f)。评估它们的光物理性质表明,它们具有改善的光物理特性。与现有的商业 MitoTrackers 相比,新探针显示出增强的斯托克斯位移(Δλ∼80nm)和最小化的聚集,以提高灵敏度。在少突胶质细胞系中,合成的探针被发现对线粒体染色具有优异的选择性。探针在水性环境中几乎没有荧光,而在有机溶剂中荧光增加约 10 倍,这使得无需染色后洗涤即可进行线粒体成像成为可能。由于探针的吸收峰接近商用共聚焦显微镜上 561nm 和 640nm 的激光波长,例如 3a 的 λabs∼620nm 和 λem∼702nm,它们可能是活细胞中线粒体追踪的有用探针。

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