State Key Laboratory of Bioreactor Engineering, Shanghai Frontiers Science Center of Optogenetic Techniques for Cell Metabolism, Shanghai Key Laboratory of New Drug Design, and Shanghai Key Laboratory of Chemical Biology, School of Pharmacy, East China University of Science & Technology, 130 Meilong Road, Shanghai 200237, China.
School of Public Health, Anhui University of Science and Technology, Hefei, Anhui Province, 231131, China.
Org Biomol Chem. 2024 Sep 18;22(36):7349-7353. doi: 10.1039/d4ob01198h.
Formaldehyde (FA) is an endogenous one-carbon metabolite and an environmental pollutant and carcinogen. Elevated FA levels are associated with many diseases. Methods for the convenient and detection of FA levels are of great significance for understanding FA's biofunctions and signalling pathways. Herein, the NAP-FAP2 series of fluorescent probes for FA detection were developed based on FA-promoted C-N cleavage of 3-nitrophenylazanyl -arylcarbamate FA-induced intramolecularity, where the aryl group is the fluorophore 1,8-naphthalimide-4-yl. The 3-nitrophenylazanyl containing reactive group also functions as a fluorescence quenching group a photo-induced electron transfer mechanism to generate turn-on fluorescence response upon reaction with FA. The probes were applied to explore FA level changes in erastin-induced ferroptosis, and it was found that the FA level increases intracellularly, but not in the endoplasmic reticulum, suggesting that the FA level increases in ferroptosis are not derived from lipid peroxidation.
甲醛（FA）是一种内源性一碳代谢物和环境污染物及致癌物。FA 水平升高与许多疾病有关。FA 水平的便捷检测方法对于了解 FA 的生物功能和信号通路具有重要意义。本文基于 FA 促进的 3-硝基苯偶氮基-芳基氨基甲酸酯的 C-N 裂解和 FA 诱导的分子内性，开发了用于 FA 检测的 NAP-FAP2 系列荧光探针，其中芳基是荧光团 1,8-萘二甲酰亚胺-4-基。含反应性基团的 3-硝基苯偶氮基还起到荧光猝灭基团的作用和光诱导电子转移机制，与 FA 反应时会产生开启型荧光响应。该探针被用于研究依拉司琼诱导的铁死亡过程中 FA 水平的变化，结果发现 FA 水平在细胞内增加，但不在内质网中增加，这表明铁死亡过程中 FA 水平的增加不是来自脂质过氧化。
