Keto-salicylaldehyde azine: a kind of novel building block for AIEgens and its application in tracking lipid droplets,Materials Chemistry Frontiers

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Keto-salicylaldehyde azine: a kind of novel building block for AIEgens and its application in tracking lipid droplets
Materials Chemistry Frontiers ( IF 6.0 ) Pub Date : 2020-08-17 , DOI: 10.1039/d0qm00405g
Fan Zhou _{1,

2,

3,

4,

5} , Kexin Zhang _{1,

2,

3,

4,

5} , Gaofei Li _{6,

7,

8,

9,

10} , Chen Gui _{10,

11,

12,

13} , Rong Hu _{1,

2,

3,

4,

5} , Shiwu Li _{1,

2,

3,

4,

5} , Zhiming Wang _{1,

2,

3,

4,

5} , Yiyue Zhang _{6,

7,

8,

9,

10} , Ben Zhong Tang _{1,

2,

3,

4,

5}

Affiliation

Organic fluorescence probes play important roles in bioimaging, and the luminogens with AIE characteristics show unique superiority. Unlike common AIE-type building blocks based on the RIM mechanism, keto-salicylaldehyde azine (KSA) is developed combining the ESIPT process in our group. By simply tuning salicylaldehyde derivatives’ chemical structure from FAS and DPAS, a series of KSA-based derivatives with different color emission from cyan to red were prepared, and they inherited the expected AIE feature with high selectivity on targeting LDs and excellent photostability. Interestingly, they could be operated in a washing-free method or by blocking the ESIPT process by NaOH solution treatment, which would recover bright emission in the LDs without any other operation. Employing their excellent comprehensive properties in imaging, they could be applied as a reporter for monitoring the formation process of OA-induced LDs and the development process of LDs changes in a zebrafish larva model. All experiments show that KSA is an anticipated AIEgen building block in imaging and tracing, which might be applied for selectively recognizing other organelles via some modification with targeted groups.

中文翻译：

酮基水杨醛嗪：一种新型的AIEgens构建基块及其在跟踪脂滴中的应用

有机荧光探针在生物成像中起着重要作用，具有AIE特性的发光剂具有独特的优势。与基于RIM机制的常见AIE型构件不同，我们结合了ESIPT工艺开发了酮基水杨醛嗪（KSA）。通过简单地调整FAS和DPAS中水杨醛衍生物的化学结构，制备了一系列从青色到红色发射不同颜色的KSA基衍生物，它们继承了预期的AIE功能，对LD的选择性高且具有良好的光稳定性。有趣的是，它们可以以免清洗的方式进行操作，也可以通过用NaOH溶液处理阻止ESIPT过程进行操作，从而无需任何其他操作即可恢复LD中的亮光。利用其出色的成像综合性能，它们可以用作报告子，以监测斑马鱼幼虫模型中OA诱导的LDs的形成过程以及LDs变化的发生过程。所有实验均表明，KSA是成像和示踪中预期的AIEgen构建基块，可用于选择性识别其他细胞器通过针对目标群体的一些修改。

更新日期：2020-10-02

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