Fast-response fluorescent probe with favorable water solubility for highly sensitive imaging of endogenous tyrosinase in living cells and zebrafish model  

作　　者：Zheng Li Xiaofeng Xia Yu You Cuifen Lu Guichun Yang Chao Ma Junqi Nie Qi Sun Shuilin Wu Jun Ren Feiyi Wang 

机构地区：[1]Hubei Collaborative Innovation Center for Advanced Organic Chemical Materials&Ministry of Education Key Laboratory for the Synthesis and Application of Organic Functional Molecules&State Key Laboratory of Biocatalysis and Enzyme Engineering,Hubei University,Wuhan 430062,China [2]Key Laboratory for Green Chemical Process of Ministry of Education and School of Chemistry and Environmental Engineering,Wuhan Institute of Technology,Wuhan 430205,China

出　　处：《Chinese Chemical Letters》2021年第5期1785-1789,共5页中国化学快报（英文版）

基　　金：We gratefully acknowledge the financial support by the National Natural Science Foundation of China(Nos.21702053,21901066,21676075,51603064);Natural Science Foundation of Hubei Province(No.2020CFB601);Outstanding Young and Middle-aged Scientific Innovation Team of Colleges and Universities of Hubei Province(No.T201908);partially supported by Open Funding Project of the State Key Laboratory of Biocatalysis and Enzyme Engineering.

摘　　要：Tyrosinase(TYR) is an important polyphenolic oxidase enzyme and usually regards as a biomarker of melano ma cancer.Highly effective tracking TYR activity in vivo will help to study the mechanism of TYR in living organisms and forecasts related diseases.In this study,we present a novel TYR-activatable fluo rescent probe(CHMC-DOPA) for tracking TYR activity in vitro and in vivo.CHMC-DOPA is constructed by incorporating dopamine(DOPA) moiety into a fluorescent chloro-hydroxyl-merocyanine(CHMC)scaffold.Upon exposure to TYR,the dopamine unit in CHMC-DOPA is oxidized to a dopaquinone derivative,and an intramolecular photo-induced electron transfer(PET) process between CHMC fluorophore and o-dopaquinone will take place,the fluorescence of CHMC-DOPA is quenched rapidly.Therefore,the evaluation of TYR activity is established in terms of the relationship between fluorescence quenching efficiency and TYR activity.In our experiments,CHMC-DOPA shows various advantages,such as fast response(8 min),low concentration of TYR activation(0.5 U/mL),good water-solubility,as well as the lowest detection limit(0.003 U/mL) compared with previously reported works.Furthermore,CHMCDO PA also exhibits excellent cell membrane permeability and low cytotoxicity,which is successfully used to monitor endogenous TYR activity in living cancer cells and zebrafish models.CHMC-DOPA performs well,and we anticipate that this newly designed novel platform will provide an alternative for high effective monitoring TYR activity in biosystems.

关 键 词：FAST-RESPONSE Fluorescent probe TYROSINASE Good biocompatibility Fluorescence imaging 

分 类 号：O657.3[理学—分析化学] R446[理学—化学]