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9-Vinylanthracene Based Fluorogens: Synthesis, Structure-Property Relationships and Applications.


ABSTRACT: Fluorescent dyes with aggregation-induced emission (AIE) properties exhibit intensified emission upon aggregation. They are promising candidates to study biomolecules and cellular changes in aqueous environments when aggregation formation occurs. Here, we report a group of 9-position functionalized anthracene derivatives that were conveniently synthesized by the palladium-catalyzed Heck reaction. Using fluorometric analyses, these dyes were confirmed to show AIE behavior upon forming aggregates at high concentrations, in viscous solvents, and when poorly solubilized. Their photophysical properties were then further correlated with their structural features, using density functional theory (DFT) calculation. Finally, we demonstrated their potential applications in monitoring pH changes, quantifying globular proteins, as well as cell imaging with confocal microscopy.

SUBMITTER: Liu M 

PROVIDER: S-EPMC6149741 | biostudies-literature | 2017 Dec

REPOSITORIES: biostudies-literature

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9-Vinylanthracene Based Fluorogens: Synthesis, Structure-Property Relationships and Applications.

Liu Mengjie M   Onchaiya Sawaros S   Tan Lewis Yi Fong LYF   Haghighatbin Mohammad A MA   Luu Tracey T   Owyong Tze Cin TC   Hushiarian Roozbeh R   Hogan Conor F CF   Smith Trevor A TA   Hong Yuning Y  

Molecules (Basel, Switzerland) 20171204 12


Fluorescent dyes with aggregation-induced emission (AIE) properties exhibit intensified emission upon aggregation. They are promising candidates to study biomolecules and cellular changes in aqueous environments when aggregation formation occurs. Here, we report a group of 9-position functionalized anthracene derivatives that were conveniently synthesized by the palladium-catalyzed Heck reaction. Using fluorometric analyses, these dyes were confirmed to show AIE behavior upon forming aggregates  ...[more]

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