Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 20, Issue 24, Pages 7249-7253Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201403003
Keywords
aggregation; deoxyribonucleosides; near-IR imaging; squaraine dyes; viscosity sensors
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Funding
- National Science Foundation [CHE-0832622]
- US National Academy of Sciences [PGA-P210877]
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Deoxyribonucleoside-modified squaraines were synthesized by Sonogashira coupling reactions using an unsymmetrical, terminal alkynylated benzothiazolium squaraine dye. These non-natural nucleosides exhibited fluorescent 'turn-on' properties in viscous conditions with an enhancement of > 300-fold. The viscosity-dependent fluorescence enhancement was attributed to a combination of hampering both molecular aggregation and intramolecular bond rotation of the squaraine probe. Fluorescence microscopy allowed visualization of highly viscous regions during various stages of cellular mitosis.
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