多信号同时检测生物硫醇荧光探针的研究进展

doi:10.6023/cjoc202210034

摘要/Abstract

生物硫醇之间存在着密切的联系, 一种生物硫醇在特定的细胞代谢过程中发生的变化可能与另一种生物硫醇有关, 许多疾病也是两种或多种生物硫醇联合作用的结果. 利用荧光法同时检测多种生物硫醇对生物学研究和疾病诊断具有特别重要的意义. 近年来, 在这一领域出现了突破性的研究成果. 综述了多信号荧光探针在同步检测生物硫醇领域的研究进展. 根据探针所检测的对象进行系统分类讨论, 归纳和总结了相应探针的设计理念、光学性质、检测机制、识别性能和生物应用, 并对该领域的发展和应用前景做了展望.

关键词: 生物硫醇, 荧光探针, 同时检测, 多信号

There is a close relationship between different biothiols. The changes of one biothiol level in a specific cell metabolism process may be related to the variation of another biothiol, and many diseases are the result of the combination of two or more biothiols. The simultaneous detection of divers biological thiols by fluorescence method is of particular importance for biological research and disease diagnosis. In recent years, breakthrough results have been achieved in this field. The research progress of multi-signal fluorescent probes in the field of simultaneous detection of biothiols is reviewed. According to the objects detected by the probes, the fluorescent probes are systemically classified and discussed, and the corresponding design concept, optical properties, detection mechanism, recognition performance and biological applications are summarized. At the same time, the future development and application in this field are proposed.

Key words: biothiol, fluorescent probe, simultaneous detection, multi-signal

引用此文

刘甜甜, 张鸿鹏, 焦晓梦, 白银娟. 多信号同时检测生物硫醇荧光探针的研究进展[J]. 有机化学, 2023, 43(6): 2081-2095.

Tiantian Liu, Hongpeng Zhang, Xiaomeng Jiao, Yinjuan Bai. Research Progress of Multi-signal Fluorescent Probes for Simultaneous Detection of Biothiols[J]. Chinese Journal of Organic Chemistry, 2023, 43(6): 2081-2095.

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图/表 21

图式1. 探针与硫醇“芳香亲核取代-重排”反应机理

Scheme 1. Mechanism of reaction between probe and thiol with “aromatic nucleophilic substitution-rearrangement”

图式2. 区分检测GSH与Cys/Hcy的探针1

Scheme 2. Probe 1 for distinguishing GSH and Cys/Hcy

图式3. 区分检测GSH与Cys/Hcy的探针15和16

Scheme 3. Probes 15 and 16 for distinguishing GSH and Cys/Hcy

图式4. 区分检测GSH与Cys/Hcy的探针17

Scheme 4. Probe 17 for distinguishing GSH and Cys/Hcy

图式5. 区分检测GSH与Cys/Hcy的探针18~23

Scheme 5. Probes 18~23 for distinguishing GSH and Cys/Hcy

图式6. 区分检测GSH与Cys/Hcy的探针24和25

Scheme 6. Probes 24 and 25 for distinguishing GSH and Cys/Hcy

图式7. 探针与硫醇“芳香亲核取代-加成”反应机理

Scheme 7. Mechanism of reaction between probe and thiol with “aromatic nucleophilic substitution-addition”

图式8. 区分检测GSH与Cys/Hcy的探针26和27

Scheme 8. Probes 26 and 27 for distinguishing GSH and Cys/Hcy

图式9. 区分检测GSH与Cys/Hcy的探针30

Scheme 9. Probe 30 for distinguishing GSH and Cys/Hcy

图式10. 区分检测GSH与Cys/Hcy的探针31~33

Scheme 10. Probes 31~33 for distinguishing GSH and Cys/ Hcy

图式11. 区分检测Cys和Hcy/GSH的探针34

Scheme 11. Probe 34 for distinguishing Cys and Hcy/GSH

图式12. 区分检测Cys和Hcy/GSH的探针35

Scheme 12. Probe 35 for distinguishing Cys and Hcy/GSH

图式13. 区分检测Cys和Hcy/GSH的探针36

Scheme 13. Probe 36 for distinguishing Cys and Hcy/GSH

图式14. 区分检测Cys和Hcy/GSH的探针37

Scheme 14. Probe 37 for distinguishing Cys and Hcy/GSH

图式15. 区分检测Cys和Hcy/GSH的探针38

Scheme 15. Probe 38 for distinguishing Cys and Hcy/GSH

图式16. 区分检测Hcy和Cys/GSH的探针39

Scheme 16. Probe 39 for distinguishing Hcy and Cys/GSH

图式17. 区分检测Hcy和Cys/GSH的探针40

Scheme 17. Probe 40 for distinguishing Hcy and Cys/GSH

图式18. 同时区分检测Cys、Hcy和GSH的探针41

Scheme 18. Probe 41 for distinguishing Cys, Hcy and GSH

图式19. 同时区分检测Cys、Hcy和GSH的探针42~44

Scheme 19. Probes 42~44 for distinguishing Cys, Hcy and GSH

图式20. 同时区分检测Cys、Hcy和GSH的探针45

Scheme 20. Probe 45 for distinguishing Cys, Hcy and GSH

图式21. 同时区分检测Cys、Hcy和GSH的探针46

Scheme 21. Probe 46 for distinguishing Cys, Hcy and GSH

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