Tetrazine as a general phototrigger to turn on fluorophores.
Tetrazine as a general phototrigger to turn on fluorophores.
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DOI：
10.1039/d0sc01009j
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发表时间：
2020-05-07
期刊：
影响因子：
8.4
通讯作者：
Xiao H
中科院分区：
文献类型：
--
作者：
Loredo A;Tang J;Wang L;Wu KL;Peng Z;Xiao H
四嗪首次被证明可作为一种通用的光触发剂用于设计光激活荧光团探针。
光激活荧光为监测亚细胞结构和动态提供了一种强大的工具，可增强对荧光信号的时间和空间控制。在此，我们展示了一种通用且直接的策略，即利用四嗪光触发剂设计在可见光谱范围内发射的光激活荧光团。已知四嗪可通过一种被称为键合能量转移的机制有效地猝灭各种荧光团的荧光。在光照下，受限的四嗪部分会发生光解反应，生成两个腈和分子氮，从而恢复荧光团的荧光。重要的是，我们发现这种策略可成功转化并推广到多种荧光团支架。基于这些结果，我们利用这种机制设计了针对细胞器和蛋白质的光激活荧光团。与广泛使用的光触发剂（例如，邻硝基苄基和硝基苯乙基）相比，本研究提供了一种新的光激活机制，其中猝灭剂在光照下光解以恢复荧光。由于在荧光探针设计中专门使用四嗪作为光猝灭剂，我们预计我们目前的研究将极大地促进新型光激活荧光团的开发。
Tetrazine was demonstrated for the first time as a general phototrigger to design photoactivatable fluorophore probes. Light-activated fluorescence affords a powerful tool for monitoring subcellular structures and dynamics with enhanced temporal and spatial control of the fluorescence signal. Here, we demonstrate a general and straightforward strategy for using a tetrazine phototrigger to design photoactivatable fluorophores that emit across the visible spectrum. Tetrazine is known to efficiently quench the fluorescence of various fluorophores via a mechanism referred to as through-bond energy transfer. Upon light irradiation, restricted tetrazine moieties undergo a photolysis reaction that generates two nitriles and molecular nitrogen, thus restoring the fluorescence of fluorophores. Significantly, we find that this strategy can be successfully translated and generalized to a wide range of fluorophore scaffolds. Based on these results, we have used this mechanism to design photoactivatable fluorophores targeting cellular organelles and proteins. Compared to widely used phototriggers (e.g., o-nitrobenzyl and nitrophenethyl groups), this study affords a new photoactivation mechanism, in which the quencher is photodecomposed to restore the fluorescence upon light irradiation. Because of the exclusive use of tetrazine as a photoquencher in the design of fluorogenic probes, we anticipate that our current study will significantly facilitate the development of novel photoactivatable fluorophores.
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