文献类型：期刊文献

英文题名：Fluorescent probes for formaldehyde based on formaldehyde-promoted C-N cleavage of azanyl carbamates

作者：Xing, Wanjin[1,2];Li, Yang[1,2];Que, Yulin[1,2];Xu, Huan[3];Wang, Wei[4,5];Lou, Kaiyan[1,2]

机构：[1]East China Univ Sci & Technol, Shanghai Frontiers Sci Ctr Optogenet Tech Cell Met, State Key Lab Bioreactor Engn, Sch Pharm,Shanghai Key Lab New Drug Design, 130 Meilong Rd, Shanghai 200237, Peoples R China;[2]East China Univ Sci & Technol, Sch Pharm, Shanghai Key Lab Chem Biol, 130 Meilong Rd, Shanghai 200237, Peoples R China;[3]Anhui Univ Sci & Technol, Sch Publ Hlth, Hefei 231131, Anhui Province, Peoples R China;[4]Univ Arizona, Dept Pharmacol & Toxicol, Tucson, AZ 85721 USA;[5]Univ Arizona, BIO5 Inst, Tucson, AZ 85721 USA

年份：2024

卷号：22

期号：36

起止页码：7349

外文期刊名：ORGANIC & BIOMOLECULAR CHEMISTRY

收录：;EI(收录号：20243516957784);WOS:【SCI-EXPANDED(收录号:WOS:001298282200001)】；

基金：The financial support from the Shanghai Natural Science Fund (Grant No. 20ZR1414700), the Shanghai Frontiers Science Center of Optogenetic Techniques for Cell Metabolism (Shanghai Municipal Education Commission), the Undergraduate Innovation and Entrepreneurship Training Program, ECUST (Grant No. X202310251130), and the National Natural Science Foundation of China (Grant No. 42177417) is greatly appreciated.

语种：英文

外文关键词：Metabolites

摘要：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 in situ 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 N-arylcarbamate via 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 via 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. C-N cleavage of 3-nitrophenylazanyl N-arylcarbamate promoted by formaldehyde-induced intramolecularity was utilized for formaldehyde detection in the NAP-FAP2 series of fluorescent probes.