Rearrangement regulated cysteine fluorescent probe for cellular oxidative stress evaluation induced by copper(Ⅱ)

作     者：Na Zhou Fangjun Huo Yongkang Yue Kaiqing Ma Caixia Yin Na Zhou;Fangjun Huo;Yongkang Yue;Kaiqing Ma;Caixia Yin

作者机构：Key Laboratory of Chemical Biology and Molecular Engineering of Ministry of EducationInstitute of Molecular ScienceShanxi UniversityTaiyuan 030006China Research Institute of Applied ChemistryShanxi UniversityTaiyuan 030006China 

出 版 物：《Chinese Chemical Letters》 (中国化学快报（英文版）)

年 卷 期：2020年第31卷第11期

页      面：2970-2974页

核心收录：

学科分类：0710[理学-生物学] 07[理学] 071009[理学-细胞生物学] 070302[理学-分析化学] 0703[理学-化学] 

基　　金：the National Natural Science Foundation of China(Nos.21775096,21907062) One Hundred People Plan of Shanxi Province Shanxi Province"1331 Project"Key Innovation Team Construction Plan Cultivation Team(No.2018-CT-1) 2018 Xiangyuan County Solid Waste Comprehensive Utilization Science and Technology Project(No.2018XYSDJS-05) the Shanxi Province Foundation for Selected(2019) Innovative Talents of Higher Education Institutions of Shanxi(2019) Scientific and Technological Innovation Programs of Higher Education Institutions in Shanxi(No.2019L0031) Key R&D Program of Shanxi Province(No.201903D421069) Natural Science Foundation of Shanxi Province of China(No.201901D111015) Shanxi Province Foundation for Returness(No.2017-026) Program for the Innovative Talents of Higher Education Institutions of Shanxi(2019) Shanxi Collaborative Innovation Center of High Value-added Utilization of Coalrelated Wastes(No.2015-10-B3) Scientific Instrument Center of Shanxi University(No.201512)。 

主　　题：Cysteine Rearrangement In vivo imaging Oxidative stress Copper(Ⅱ) 

摘      要：Cysteine(Cys)plays an important role in regulating cellular redox balance.But due to the constant changes in the concentration of Cys in organisms,fast response sensors are urgent required for practical application.In this work,a fluorescent probe with a fast response was developed by linking coumarin derivatives containingα,β-unsaturated ketones to NBD.The PET effect made the system non-fluorescent.When the probe reacted with Cys,the bond between the coumarin derivative and the NBD was cut off,meanwhile a rapid rearrangement and reactive site passivation occurred.Then two fluorophores with the same emission peak are released,among them,strong fluorescence signal of NBD dominated.Thus,although the similar reaction occurred for Hcy,the rate of NBD derivative rearrangement was slow,in a short time,fluorescence signal was still weak.As for GSH,cleavage could occur,but no rearrange within the NBD molecule due to GSH with large volume.Because of strong fluorescent emission,this probe was successfully used in biological imaging about cell and zebrafish.More importantly,the probe was successfully used to evaluate the oxidative stress caused by copper(Ⅱ)in living cells.This fluorescence strategy and application will provide a new way of studying intracellular oxidative stress processes and damage.