Improved Aromatic Substitution Rearrangement-Based Ratiometric Fluorescent Cysteine-Specific Probe and Its Application of Real-Time Imaging under Oxidative Stress in Living Zebrafish
Improved Aromatic Substitution Rearrangement-Based Ratiometric Fluorescent Cysteine-Specific Probe and Its Application of Real-Time Imaging under Oxidative Stress in Living Zebrafish
复制标题
改进的基于芳香取代重排的比率荧光半胱氨酸特异性探针及其在活体斑马鱼氧化应激下实时成像的应用
DOI：
10.1021/acs.analchem.7b02649
复制
发表时间：
2017-09-05
影响因子：
7.4
通讯作者：
Lin, Weiying
中科院分区：
文献类型：
--
作者：
He, Longwei;Yang, Xueling;Lin, Weiying
Biothiols, including cysteine (Cys), homocysteine (Hcy), and glutathione (GSH), play a crucial role in many physiological processes. Cys production and metabolism is closely connected with Hcy and GSH; meanwhile, the dynamic antioxidant defenses network by Cys is independent of the GSH system, and Cys can serve as a more effective biomarker of oxidative stress. Hence, it is significant and urgent to develop an efficient method for specific detection of Cys over other biothiols (Hcy/GSH). However, most of the present Cys-specific fluorescent probes distinguished Cys from Hcy through response time, which would suffer from an unavoidable interference from Hcy in long-time detection. In this work, in order to improve the selectivity, we employed an improved aromatic substitution rearrangement strategy to develop a ratiometric Cys-specific fluorescent probe (Cou-SBD-Cl) based on a new fluorescence resonance energy transfer (FRET) coumarin sulfonyl benzoxadiazole (Cou-SBD) platform for discrimination of Hcy and GSH. Response of Cou SBD-Cl to Cys would switch FRET on and generate a new yellow fluorescence emission with a 56.1-fold enhancement of ratio signal and a 99 nm emission shift. The desirable dual-color ratiometric imaging was achieved in living cells and normal zebrafish. In addition, probe Cou SBD-Cl was also applied to real-time monitor Cys fluctuation in lipopolysaccharide-mediated oxidative stress in zebrafish.
