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

Mengjie Liu, Sawaros Onchaiya, Lewis Yi Fong Tan, Mohammad A Haghighatbin, Tracey Luu, Tze Cin Owyong, Roozbeh Hushiarian, Conor F Hogan, Trevor A Smith, Yuning Hong

Molecules. 2017 Dec 4;22(12):2148.

PMID: 29207549

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.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP2444680 9-Vinylanthracene 9-Vinylanthracene 2444-68-0 Price
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