New two-photon-absorbing probe with efficient superfluorescent properties.
The synthesis, linear photophysical, and photochemical parameters, two-photon absorption (2PA), and superfluorescence properties of 2,2'-(5,5'-(9,9-didecyl-9H-fluorene-2,7-diyl)bis(ethyne-2,1-diyl)bis(thiophene-5,2-diyl))dibenzo[d]thiazole (1) were investigated, suggesting its potential as an efficient fluorescent probe for bioimaging applications. The steady-state absorption, fluorescence, and excitation anisotropy spectra of 1 were measured in several organic solvents and aqueous media. Probe 1 exhibited high fluorescence quantum yield (~0.7-0.8) and photochemical stability (photobleaching quantum yield ~(3-7) × 10(-6)). The 2PA spectra were determined over a broad spectral range (640-920 nm) using a standard two-photon induced fluorescence method under femtosecond excitation. A well-defined two-photon allowed absorption band at 680-720 nm with corresponding 2PA cross sections δ(2PA) ≈ 800-900 GM was observed. The use of probe 1 in bioimaging was shown via one- and two-photon fluorescence imaging of HCT-116 cells. An amplification of the stimulated emission of 1 was demonstrated in organic solvents and thin polystyrene films, which potentially can be used for the development of new fluorescent labels with increased spectral brightness.
Department of Chemistry, University of Central Florida, P.O. Box 162366, Orlando, Florida 32816-2366, USA.
Kevin D
KD
Belfield
Carolina D
CD
Andrade
Ciceron O
CO
Yanez
Mykhailo V
MV
Bondar
Florencio E
FE
Hernandez
Olga V
OV
Przhonska
D000042:Absorption; D011992:Endosomes / Q000378:metabolism; D005454:Fluorescence Polarization; D005456:Fluorescent Dyes / Q000138:chemical synthesis / Q000737:chemistry*; D045325:HCT116 Cells; D006801:Humans; D007834:Lasers; D008247:Lysosomes / Q000378:metabolism; D008856:Microscopy, Fluorescence; D017785:Photons; D012997:Solvents / Q000737:chemistry; D013844:Thiazoles / Q000138:chemical synthesis / Q000737:chemistry*; D013876:Thiophenes / Q000138:chemical synthesis / Q000737:chemistry*
C555858:2,2'-(5,5'-(9,9-didecyl-9H-fluorene-2,7-diyl)bis(ethyne-2,1-diyl)bis(thiophene-5,2-diyl))dibenzo(d)thiazole; D005456:Fluorescent Dyes; D012997:Solvents; D013844:Thiazoles; D013876:Thiophenes