文献类型：期刊文献

英文题名：Near-Infrared Biosensing of Drug-Induced Cell-Heterogeneous Injuries with an Ultrahigh Turn-On Ratio

作者：Hu, Xinru[1];Yao, Cheng[1];Wang, Baosheng[4];Zhang, Yuyang[1];Yang, Jinwen[1];Dong, Yan[1];Li, Yi[1];Wang, Danyang[1];Chen, Xiaohua[1];Deng, Yanyan[3];Ge, Guangbo[3];Zhou, Ben[4];Luo, Xiao[2];Qian, Xuhong[2];Yang, Youjun[1]

机构：[1]East China Univ Sci & Technol, Sch Pharm, Shanghai Key Lab Chem Biol, State Key Lab Bioreactor Engn, 130 Meilong Rd, Shanghai 200237, Peoples R China;[2]East China Normal Univ, Shanghai Engn Res Ctr Mol Therapeut & New Drug Dev, Sch Chem & Mol Engn, Shanghai 200241, Peoples R China;[3]Shanghai Univ Tradit Chinese Med, Inst Interdisciplinary Integrat Med Res, Shanghai Frontiers Sci Ctr TCM Chem Biol, Shanghai 201203, Peoples R China;[4]Chinese Acad Sci, Univ Chinese Acad Sci, Shanghai Inst Nutr & Hlth, CAS Key Lab Nutr Metab & Food Safety, Shanghai 200031, Peoples R China

年份：2025

卷号：64

期号：33

外文期刊名：ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

收录：;EI(收录号：20252618667769);WOS:【SCI-EXPANDED(收录号:WOS:001513659700001)】；

基金：This work was supported by the National Key Research and Development Program of China (no. 2022YFD1700800), the National Natural Science Foundation of China (nos. 22078098, 22278138, U23A20516 and 82273897), the Fundamental Research Funds for the Central Universities, the Shanghai Academic/Technology Research Leader (22XD1421000), and the Open Funding Project of the State Key Laboratory of Bioreactor Engineering.

语种：英文

外文关键词：Biosensing; Drug-induced injuries; In vivo imaging; Near-infrared; Reactive oxygen species

摘要：Fluorescence probes of reactive oxygen species in the near-infrared (NIR) spectral region, i.e., 800 nm and beyond, are desired for in vivo biosensing, diagnosis, and pharmacology. However, the NIR dyes are typically prone to oxidative destruction, and the probes based on these dyes exhibit a poor fluorescence turn-on ratio and a low detection sensitivity. EC5 is a bright and stable NIR fluorochromic scaffold and yet has not been exploited for probe design. Despite the structural analogy of EC5 to xanthene dyes, the classic spiro-cyclization at the central methine carbon was surprisingly not applicable to EC5. Here, we report the rational development of a novel probe design strategy for EC5 dye, i.e., asymmetric conjugative addition at the quinone-methide carbon. EC5-H3 via this approach is a robust probe for highly oxidative species. Its merits include an ultrahigh turn-on ratio of ca. 200-fold and high resistance of the detection product toward ONOO--mediated destruction. The feasibility of EC5-H3 for practical applications was showcased by in vivo biosensing of drug-induced oxidative injuries to the liver. The high turn-on ratio and high brightness of the probe allow tissue injuries to be imaged with confocal microscopy to reveal the heterogeneity in oxidative injuries to different liver cells.