Novel nonplanar and rigid fluorophores with intensive emission in water and the application in two-photon imaging of live cells

Novel nonplanar and rigid fluorophores with intensive emission in water and the application in two-photon imaging of live cells
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DOI:
10.1039/c6ra13226j
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发表时间:
2016-07
期刊:
影响因子:
3.9
通讯作者:
Jingwen Zhang;Chao Wang;Lei Zhang;Huijing Wu;Yi Xiao;Yufang Xu;X. Qian;Weiping Zhu
Jingwen Zhang;Chao Wang;Lei Zhang;Huijing Wu;Yi Xiao;Yufang Xu;X. Qian;Weiping Zhu
中科院分区:
化学3区
文献类型:
--
作者:
Jingwen Zhang;Chao Wang;Lei Zhang;Huijing Wu;Yi Xiao;Yufang Xu;X. Qian;Weiping Zhu

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明亮且光稳定的荧光团在特定细胞内分子的成像中起关键作用。在这里,我们报告了一种简便的方法来提高萘酰亚胺荧光团在水中的亮度。我们通过在萘酰亚胺骨架上稠合一个七元杂环,合成了一系列非平面刚性化合物(FM 1,FM 2和FM 3)。与经典的萘酰亚胺(FM 0)相比,这些新型荧光团在水溶液中表现出更高的量子产率(Φ = 0.60-0.66)和更高的摩尔消光系数,其亮度上级FM 0。它们还表现出良好的光稳定性、pH独立性和双光子显微镜(TPM)成像能力。这种结构非平面化和刚性化的新策略为提高传统染料的量子效率提供了一种有效的途径。
Bright and photostable fluorophores play a key role in the imaging of specific intracellular molecules. Here we report a facile approach to improve the brightness of naphthalimide fluorophores in water. We synthesized a series of nonplanar and rigid compounds (FM1, FM2, and FM3) by fusing a seven-membered heterocycle onto a naphthalimide skeleton. Compared with classic naphthalimide (FM0), these novel fluorophores exhibited much higher quantum yield values (Φ = 0.60–0.66), and higher molar extinction coefficients in aqueous solution, which elicited superior brightness to FM0. They also showed good photostability, pH-independence, and two-photon microscope (TPM) imaging ability. This new strategy of structural nonplanarity and rigidification provides an efficient way to improve the quantum efficiencies of traditional dyes.