Abstract
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.
Original language | English (US) |
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Pages (from-to) | 7249-7253 |
Number of pages | 5 |
Journal | Chemistry - A European Journal |
Volume | 20 |
Issue number | 24 |
DOIs | |
State | Published - Jun 10 2014 |
Externally published | Yes |
All Science Journal Classification (ASJC) codes
- Catalysis
- Organic Chemistry
Keywords
- aggregation
- deoxyribonucleosides
- near-IR imaging
- squaraine dyes
- viscosity sensors