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A General Strategy to Control Viscosity Sensitivity of Molecular Rotor‐Based Fluorophores
Author(s) -
Ye Songtao,
Zhang Han,
Fei Jinyu,
Wolstenholme Charles H.,
Zhang Xin
Publication year - 2021
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.202011108
Subject(s) - viscosity , rotor (electric) , fluorescence , sensitivity (control systems) , materials science , biological system , chemical physics , chemistry , nanotechnology , chemical engineering , biophysics , optics , composite material , physics , quantum mechanics , electronic engineering , biology , engineering
Molecular rotor‐based fluorophores (RBFs) have been widely used in many fields. However, the lack of control of their viscosity sensitivity limits their application. Herein, this problem is resolved by chemically installing extended π‐rich alternating carbon‐carbon linkages between the rotational electron donors and acceptors of RBFs. The data reveal that the length of the linkage strongly influences the viscosity sensitivity, likely resulting from varying height of the energy barriers between the fluorescent planar and the dark twisted configurations. Three RBF derivatives that span a wide range of viscosity sensitivities were designed. These RBFs demonstrated, through a dual‐color imaging strategy, that they can differentiate misfolded protein oligomers and insoluble aggregates, both in test tubes and live cells. Beyond RBFs, it is envisioned that this chemical mechanism might be generally applicable to a wide range of photoisomerizable and aggregation‐induced emission fluorophores.