细胞器靶向型半胱氨酸荧光探针研究进展

doi:10.6023/cjoc202209005

摘要/Abstract

半胱氨酸作为一种重要的内源性小分子硫醇, 参与众多生理过程, 对细胞内氧化还原水平的调节和生物活性物质的合成具有重要意义. 细胞器在生命过程中发挥着不可或缺的作用, 不同细胞器具有各自独特的功能, 而半胱氨酸在不同细胞器内的作用机制不尽相同. 荧光探针的高灵敏度与原位检测能力提供了研究不同细胞器内半胱氨酸的方法, 有助于更加全面了解半胱氨酸在不同亚细胞器中的作用机制. 基于荧光探针所靶向的细胞器, 总结了近年来报道的具有细胞器靶向性能的半胱氨酸荧光探针, 并从其结构、响应机制、光谱学性质和生物应用等方面进行了比较和分析.

关键词: 半胱氨酸, 细胞器, 靶向定位, 荧光探针

As an important endogenous biothiol, cysteine is involved in various physiological processes. Besides, cysteine also plays an important role in the regulation of intracellular redox levels and the synthesis of bioactive substances. Cellular organelles all act an essential role in the life process, but different cellular organelles have their own unique functions, which makes the mechanism of cysteine in different organelles may be different. The high sensitivity and in situ analyze ability of fluorescent probes provide a method to monitor cysteine in different organelles, which is helpful to understand the mechanism of cysteine in physiological process more comprehensively. In this review, the recent reports on cysteine specific fluorescent probes are classified according to their targeted organelles. Besides, the property of those probes, including their structure, response mechanism, spectral properties and biological applications, is summarized.

Key words: cysteine, cellular organelles, targetable localization, fluorescent probe

引用此文

刘飞冉, 敬静, 张小玲. 细胞器靶向型半胱氨酸荧光探针研究进展[J]. 有机化学, 2023, 43(6): 2053-2067.

Feiran Liu, Jing Jing, Xiaoling Zhang. Research Progress of Fluorescent Probes for Cysteine Targeting Cellular Organelles[J]. Chinese Journal of Organic Chemistry, 2023, 43(6): 2053-2067.

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图/表 12

图1. 基于花菁染料的线粒体靶向型半胱氨酸荧光探针结构

Figure 1. Stuctures of fluorescent probes for cysteine targeting mitochondria based on cyanine dyes

图2. 基于半花菁染料的线粒体靶向型半胱氨酸荧光探针结构

Figure 2. Structures of fluorescent probes for cysteine targeting Mitochondria based on hemi-cyanine dyes

图3. 基于鎓离子的线粒体靶向型半胱氨酸荧光探针结构

Figure 3. Structures of fluorescent probes for cysteine targeting mitochondria based on onium ion

图4. 基于其他靶向结构的线粒体半胱氨酸荧光探针结构

Figure 4. Structures of fluorescent probes for cysteine within mitochondria based on other targetable group

图5. 双功能荧光探针29的结构与识别机理

Figure 5. Structures and recognition mechanism of difunctional fluorescent probe 29

图6. 基于丙烯酸酯识别基团的溶酶体靶向型半胱氨酸荧光探针结构

Figure 6. Structures of fluorescent probes for cysteine targeting lysosome based on the acrylate group

图7. HeLa细胞与荧光探针36 (SHCy-C)、半胱氨酸以及5种靶向不同细胞器的商业染料的共定位图像[87]

Figure 7. Images of HeLa cells co-incubated with the fluorescent probe 36 (SHCy-C), cysteine and five different organelle- trackers[87]

图8. 基于其他识别基团的溶酶体靶向型半胱氨酸荧光探针结构

Figure 8. Structures of fluorescent probes for cysteine targeting lysosome based on other recognition groups

图9. 内质网靶向型半胱氨酸荧光探针的结构

Figure 9. Structures of fluorescent probes for cysteine targeting endoplasmic reticulum

图10. HeLa细胞与荧光探针49 (Gol-Cys)、半胱氨酸以及四种靶向不同细胞器的商业染料的共定位图像[116]

Figure 10. Images of HeLa cells co-incubated with the fluorescent probe 49 (Gol-Cys), cysteine and four different organelle-trackers[116]

图11. 高尔基体靶向型半胱氨酸荧光探针结构与识别机理

Figure 11. Structures and recognition mechanism of fluorescent probes for cysteine targeting Golgi apparatus

图12. 探针52的结构

Figure 12. Structure of probe 52

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