Premium
Deoxyribonucleoside‐Modified Squaraines as Near‐IR Viscosity Sensors
Author(s) -
Zhang Yuanwei,
Yue Xiling,
Kim Bosung,
Yao Sheng,
Belfield Kevin D.
Publication year - 2014
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201403003
Subject(s) - sonogashira coupling , fluorescence , intramolecular force , viscosity , chemistry , photochemistry , biophysics , materials science , organic chemistry , composite material , optics , catalysis , physics , palladium , biology
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.