文献类型：期刊文献

英文题名：A turn-on fluorescent probe based on π-extended coumarin for imaging endogenous hydrogen peroxide in RAW 264.7 cells

作者：Wang, Yu-Bo;Luo, Hui-Zhen;Wang, Cheng-Yun[1];Guo, Zhi-Qian;Zhu, Wei-Hong[1]

机构：[1]East China Univ Sci & Technol, Sch Chem & Mol Engn, Key Lab Adv Mat, 130 Meilong Rd, Shanghai 200237, Peoples R China; East China Univ Sci & Technol, Sch Chem & Mol Engn, Inst Fine Chem, 130 Meilong Rd, Shanghai 200237, Peoples R China

年份：2021

卷号：414

外文期刊名：JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY

收录：;EI(收录号：20240815602654);WOS:【SCI-EXPANDED(收录号:WOS:000646669900002)】；

基金：The authors are grateful to financial support from Natural Science Foundation of Shanghai (No. 16ZR1408000) and the National Key Program ofChina (No. 2016YFA0200302). And the authors would like to thank Professor Xiao-Peng He for living cells experiment.

语种：英文

外文关键词：Fluorescent probe; Coumarin; Endogenous; Hydrogen peroxide; Bioimaging

摘要：Hydrogen peroxide (H2O2), one of reactive oxygen species, is implicated in the biological process of oxidative metabolism and signal transduction. However, the detection of H2O2 in vivo is restricted by background interference in the context of fluorescence probes. In this work, by regulating the intramolecular charge transfer (ICT) process, a novel ?turn-on? fluorescent probe BC-OB is constructed based on a ?-extended coumarin and a pdihydroxyborylbenzyloxycarbonyl moiety as an optimized hydrogen peroxide reactive site. The mechanism was identified by HPLC and HRMS: after the H2O2-mediated oxidation of aryl boronate moiety on BC-OB, the hydrolysis resulted in a release of the ?-extended coumarin with specific fluorescence response. The sensitive response of probe BC-OB to H2O2 was revealed by high fluorescence quantum yields (? up to 0.68) and low detection limit (0.47 ?M) due to the enhancement of the ICT process. Further, probe BC-OB could successfully trap endogenous H2O2 in RAW 264.7 cells, promising it would be used as an efficient indicator for imaging H2O2.