A general strategy for in situ assembly of light-up fluorophores via bioorthogonal Suzuki-Miyaura cross-coupling  

作　　者：Xiang Li Hong Yang Yu Teng Yongcheng Wang Dali Yin Yulin Tian 

机构地区：[1]Key Laboratory of Bioactive Substances and Function of Natural Medicine,Beijing Key Laboratory of Active Substances Discovery and Drugability Evaluation,Institute of Materia Medica,Chinese Academy of Medical Sciences and Peking Union Medical College,Beijing 100050,China

出　　处：《Chinese Chemical Letters》2022年第9期4223-4228,共6页中国化学快报（英文版）

基　　金：supported by the Beijing Nova Program(No.Z201100006820049);the National Natural Science Foundation of China(No.21907109);the CAMS Innovation Fund for Graduate Students(No.2019–1007–03)

摘　　要：Herein we presented a general strategy for in situ assembly of intramolecular charge-transfer(ICT)-based light-up fluorophores via bioorthogonal Suzuki-Miyaura cross-coupling reaction.By introducing iodo group at the appropriate position,five fluorophores with different scaffolds including naphthalimide,coumarin,naphthalene sulfonate,nitrobenzoxadiazole,and acetonaphthone,were designed as bioorthogonal multicolor fluorogenic probes,which could produce significant fluorescence enhancement and high fluorescence quantum yield after Suzuki-Miyaura reaction with aryl boronic acid or boronate.Manipulating the substituents andπscaffold in the fluorophores allows fine-tuning of their photophysical properties.With this strategy,we succeeded in peptide conjugation,no-wash fluorogenic protein labeling,and mitochondria-selective bioorthogonal imaging in live cells.

关 键 词：Bioorthogonal reaction Suzuki-Miyaura cross-coupling Fluorogenic probes NAPHTHALIMIDE Live-cell imaging 

分 类 号：O657.3[理学—分析化学] Q503[理学—化学]