Aniline as a TICT rotor to derive methine fluorogens for biomolecules:A curcuminoid-BF2 compound for lighting up HSA/BSA  

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作  者:Yue Zhang Wei Zhou Ning Xu Guangying Wang Jin Li Kai An Wenchao Jiang Xuelian Zhou Qinglong Qiao Xindong Jiang Zhaochao Xu 

机构地区:[1]Liaoning&Shenyang Key Laboratory of Functional Dye and Pigment,Shenyang University of Chemical Technology,Shenyang 110142,China [2]CAS Key Laboratory of Separation Science for Analytical Chemistry,Dalian Institute of Chemical Physics,Chinese Academy of Sciences,Dalian 116023,China

出  处:《Chinese Chemical Letters》2023年第2期372-375,共4页中国化学快报(英文版)

基  金:supported by the National Natural Science Foundation of China (Nos. 22078314, 21878286, 21908216, 22078201, U1908202)。

摘  要:The unique structure of fluorescent proteins in which the fluorophore is encapsulated by the protein shell to restrict rotation and emit light inspired the screening of chromophores that selectively bind to biomolecules to generate fluorescence. In this paper, we report a curcuminoid-BF2-like fluorescent dye NBF2containing 4-dimethylaniline as an electron-donating group. When this dye is combined with HSA or BSA, the fluorescence is enhanced 90/112-fold, and the fluorescence quantum yield increases from <0.001to 0.16/0.19. Such a large change in fluorescence enhancement is due to the encapsulation of N-BF2in the protein cavity by HSA/BSA, which inhibits the intramolecular rotation of the aniline moiety caused by charge transfer after the fluorophore is excited by light. N-BF2has fast and strong binding to HSA or BSA and was found to be reversible in solution and intracellularly. Since N-BF2also has the ability to target lipid droplets, the complex of N-BF2/HSA realizes the regulation of reversible lipid droplet staining in cells.

关 键 词:Fluorogen ANILINE TICT HSA Methine dyes 

分 类 号:Q503[生物学—生物化学]

 

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