甲基乙二醛荧光探针的研究进展

doi:10.6023/cjoc202403003

摘要/Abstract

甲基乙二醛(MGO)作为一种高活性的羰基化合物, 在生理和病理过程中起着重要作用. MGO作为糖基化剂可与蛋白质、DNA以及脂质反应形成晚期糖基化终产物(AGEs), 导致蛋白质功能障碍和细胞死亡, 从而产生一系列疾病, 如心血管疾病、炎症、糖尿病等. 因此, 开发高效、快速、原位检测胞内MGO的方法尤为重要. 荧光探针因其具有选择性好、灵敏度高、无侵入性等优势, 被广泛地运用于生物系统中MGO的检测. 总结了近年来MGO荧光探针的研究进展, 对MGO荧光探针的设计思想、识别机理及其生物应用进行了重点阐述, 并对MGO荧光探针的设计和应用前景提出了展望.

关键词: 甲基乙二醛, 活性羰基化合物, 晚期糖基化终末产物, 荧光探针

Methylglyoxal (MGO), as a highly active carbonyl compound, plays an important role in physiological and patho- logical processes. As a glycosylation agent, MGO can react with proteins, DNAs and lipids to form advanced glycation end products (AGEs), which leads to protein dysfunctions and cell death, and then causes a series of diseases, such as cardiovascular disease, inflammation, diabetes and so on. Therefore, it is important to develop an efficient, rapid and in situ method for detecting intracellular MGO. Fluorescent probes have been widely used in the detection of MGO in biological systems due to their advantages of good selectivity, high sensitivity and non-invasiveness. In this review, the research progress on fluorescence probes of MGO is summarized and the design concept, recognition mechanism and biological application are emphasized in recent years. Finally, the prospect to design and applications of fluorescence probes for MGO is also discussed.

Key words: methylglyoxal, active carbonyl compounds, advanced glycation end products, fluorescent probes

引用此文

王雅萍, 范艳玲, 任咏琪, 徐玉林. 甲基乙二醛荧光探针的研究进展[J]. 有机化学, 2024, 44(11): 3299-3308.

Yaping Wang, Yanling Fan, Yongqi Ren, Yulin Xu. Recent Progress on Fluorescent Probes for the Detection of Methylglyoxal[J]. Chinese Journal of Organic Chemistry, 2024, 44(11): 3299-3308.

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图/表 16

图式1. 探针1~3的结构及其与MGO的响应

Scheme 1. Structures of probes 1~3 and its responding reactions towards methylglyoxal

图式2. 探针4的结构及其与MGO的识别机理

Scheme 2. Structure of probe 4 and its reaction mechanism of methylglyoxal

图式3. 探针5和6的结构及其与MGO的响应

Scheme 3. Structures of probes 5 and 6 and its responding reactions towards methylglyoxal

图式4. 探针7的结构及其与FA、MGO和OA的响应

Scheme 4. Structure of probe 7 and its responding reactions towards formaldehyde, methylglyoxal and oxalaldehyde

图式5. 探针8的结构及其与MGO的识别机理

Scheme 5. Structure of probe 8 and its reaction mechanism of methylglyoxal

图式6. 探针9的结构及其与MGO的识别机理

Scheme 6. Structure of probe 9 and its reaction mechanism of methylglyoxal

图式7. 探针10的结构及其与MGO的响应

Scheme 7. Structure of probe 10 and its strategy for detection of methylglyoxal

图式8. 探针11的结构及其与MGO的响应

Scheme 8. Structure of probe 11 and its responding reactions towards methylglyoxal

图式9. 探针13的结构

Scheme 9. Structure of probe 13

图式10. 探针15的结构及其与MGO的响应

Scheme 10. Structure of probe 15 and its strategy for detection of methylglyoxal

图式11. 探针16的结构及其与MGO的响应

Scheme 11. Structure of probe 16 and its responding reactions towards methylglyoxal

图式12. 探针17和18的结构及其与GOS的识别机理

Scheme 12. Structures of probes 17 and 18 and its reaction mechanism of glyoxals

图式13. 探针19的结构及其与GOS的响应

Scheme 13. Structure of probe 19 and its responding reactions towards glyoxals

图式14. 探针20的结构及其与GOS的响应

Scheme 14. Structure of probe 20 and its responding reactions towards glyoxals

图式15. 探针21的结构及其与MGO的响应

Scheme 15. Structure of probe 21 and its responding reactions towards methylglyoxal

图式16. 探针22的结构及其与MGO的响应

Scheme 16. Structure of probe 22 and its responding reactions towards methylglyoxal

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