Facile Blinking Dyes with Spontaneous Enol-Keto Tautomerism for Super-Resolution Imaging of Subcellular Targets  

作　　者：Ji Gao Weijun Wu Lulu Zhou Shaokuan Gong Chong Li Xihan Chen Yiming Li Kai Li 

机构地区：[1]Guangdong Provincial Key Laboratory of Advanced Biomaterials,Department of Biomedical Engineering,Southern University of Science and Technology(SUSTech),Shenzhen 518055 [2]SUSTech Energy Institute for Carbon Neutrality,Department of Mechanical and Energy Engineering,Southern University of Science and Technology(SUSTech),Shenzhen 518055

出　　处：《CCS Chemistry》2024年第11期2770-2782,共13页中国化学会会刊（英文）

基　　金：supported by the Ministry of Science and Technology of China(grant no.2020YFA0908900);the National Natural Science Foundation of China(grant no.U21A2097);Key Technology Research and Development Program of Shandong(grant no.2021CXGC010212);Guangdong Provincial Key Laboratory of Advanced Biomaterials(grant no.2022B1212010003);Guangdong Natural Science Foundation Joint Fund(grant no.2020A1515110380);the Shenzhen Science and Technology Program(grant nos.KQTD20200820113012029 and JCYJ20220818100416036);the start-up fund provided by SUSTech for financial support;The authors acknowledge the Center for Computational Science and Engineering at SUSTech for theoretical calculation support,and SUSTech Core Research Facilities for technical support.

摘　　要：Fluorophores with controlled on–off switching properties and subcellular targeting abilities are essential for modern super-resolution microscopy techniques.However,the effective design strategies of blinking fluorophores are still limited with scarce building blocks(e.g.,rhodamine and cyanine analogues),and sophisticated functionalization is always required for organelle recognition.Therefore,exploring live-cell compatible and organelle-targetable fluorophores with a new blinking mechanism is of broad interest to promote the emerging development of superresolution microscopy.Here,we report a type of live-cell permeable fluorophore with a facile synthesis strategy to facilitate the imaging of lipid droplets and lysosomes using single-molecule localization microscopy.The fluorophores only require a two-step synthetic route.They show signature enol-keto tautomerism by spontaneous proton transfer at the ground state without additional photoactivation,which ensures blinking performance by exciting the minor portion of molecules in keto form.This fluorescence switching mechanism provides a distinct character from that of previously reported live-cell permeable dyes for super-resolution imaging,while the specific organelle binding affinity can be tuned by simply changing the targeting moiety of fluorophores.

关 键 词：spontaneous enol-keto tautomerism fluorophore proton transfer fluorescence imaging subcellular target 

分 类 号：O62[理学—有机化学]