A near-infrared fluorescent probe for visualizing transformation pathway of Cys/Hcy and H2S and its applications in living system  

作　　者：Yudi Cheng Xiao Wang Jiao Chen Zihan Zhang Jiadong Ou Mengyao She Fulin Chen Jianli Li 

机构地区：[1]Key Laboratory of Synthetic and Natural Functional Molecule of the Ministry of Education,Xi’an Key Laboratory of Functional Supramolecular Structure and Materials,College of Chemistry&Materials Science,Northwest University,Xi’an 710127,China [2]Key Laboratory of Resource Biology and Biotechnology in Western China,Ministry of Education,Biomedicine Key Laboratory of Shaanxi Province,Lab of Tissue Engineering,the College of Life Sciences,Faculty of Life Science&Medicine,Northwest University,Xi’an 710069,China

出　　处：《Chinese Chemical Letters》2024年第5期296-301,共6页中国化学快报（英文版）

基　　金：supported by the National Natural Science Foundation of China(Nos.22077099 and 22171223);the Innovation Capability Support Program of Shaanxi(Nos.2023-CX-TD-75 and 2022KJXX-32);the Technology Innovation Leading Program of Shaanxi(Program No.2023KXJ-209);the Natural Science Basic Research Program of Shaanxi(Nos.2022JQ-151 and 2023-JC-YB-141);Young Talent Fund of Association for Science and Technology in Shaanxi,China(No.SWYY202206);the Shaanxi Fundamental Science Research Project for Chemistry&Biology(Nos.22JHZ010 and 22JHQ080);the Yan’an City Science and Technology Project(No.2022SLZDCY-002).

摘　　要：Sulfydryl-contained(-SH)substances including hydrogen sulfide(H_(2)S),cysteine(Cys),homocysteine(Hcy)and glutathione(GSH)play crucial roles in living systems,and their variations are closely associated with various diseases.Herein,we developed a near-infrared intramolecular charge transfer(ICT)based fluorescent probe Y-NBD,achieving detection of Cys/Hcy and H_(2)S with different fluorescent signals(green-red for Cys/Hcy,red for H_(2)S),large Stokes shifts(∼100/105nm or 191 nm)and high signal-background-ratio,but not responding to GSH.Y-NBD was successfully applied to image exogenous/endogenous Cys/Hcy and H_(2)S in various living cancer cells(HeLa,A549,and HepG2)and in zebrafish.It not only visualized the transformation pathway of several thiols in HepG2 cells but also verified that the intestine is the main site for the activation and metabolism of Y-NBD in zebrafish,as well as realized to evaluate the degree of drug-induced liver injury.This work provides a promising tool for imaging Cys/Hcy and H_(2)S in living systems and shows great potency in evaluating drug-induced liver injury and its treatment.

关 键 词：Fluorescent probe NEAR-INFRARED Hydrogen sulfide Cysteine/homocysteine Large Stokes shift Dicyanoisophorone Drug-induced liver injury 

分 类 号：Q503[生物学—生物化学] O657.33[理学—分析化学]