Synthesis of water-soluble, ring-substituted squaraine dyes and their evaluation as fluorescent probes and labels.
A series of ring-substituted squaraines absorbing and emitting in the red and NIR spectral region was synthesized and their spectral and photophysical properties (quantum yields, fluorescence lifetimes) and photostabilities were measured and compared to Cy5, a commonly used fluorescent label. The absorption maxima in aqueous media were found to be between 628 and 667 nm and the emission maxima are between 642 and 685 nm. Squaraine dyes exhibit high extinction coefficients (163,000-265,000 M(-1) cm(-1)) and lower quantum yields (2-7%) in aqueous buffer but high quantum yields (up to 45%) and long fluorescence lifetimes (up to 3.3 ns) in presence of BSA. Dicyanomethylene- and thio-substituted squaraines exhibit an additional absorption around 400 nm with extinction coefficients between 21,500 and 44,500 M(-1) cm(-1). These dyes are excitable not only with red but also with blue diode lasers or light emitting diodes. Due to the favourable spectral and photophysical properties these dyes can be used as fluorescent probes and labels for intensity- and fluorescence lifetime-based biomedical applications.
Tatarets
Anatoliy L
AL
SSI Institute for Single Crystals of the National Academy of Sciences of Ukraine, 60 Lenin Ave., Kharkov 61001, Ukraine.
Fedyunyayeva
Irina A
IA
Dyubko
Tatyana S
TS
Povrozin
Yevgeniy A
YA
Doroshenko
Andrey O
AO
Terpetschnig
Ewald A
EA
Patsenker
Leonid D
LD