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Synthesis of Near-Infrared Fluorescent Two-Photon-Absorbing Fluorenyl Benzothiadiazole and Benzoselenadiazole Derivatives
- Source :
- ACS Omega, ACS Omega, Vol 1, Iss 6, Pp 1149-1156 (2016)
- Publication Year :
- 2016
- Publisher :
- American Chemical Society (ACS), 2016.
-
Abstract
- A series of dyes 2–5 based on 5-thienyl-2,1,3-benzothiadiazole and 5-thienyl-2,1,3-benzoselenadiazole cores were synthesized as near-infrared-emitting two-photon-absorbing fluorophores. Fluorescence maxima wavelengths as long as 714 nm and quantum yields as high as 0.67 were realized. The fluorescence quantum yields of dyes 2–4 were nearly constant, regardless of solvent polarity. These diazoles exhibited large Stokes shifts (>110 nm) and high two-photon figure of merit. Cells incubated on a 3D scaffold with probe 4 (encapsulated in Pluronic micelles) exhibited bright fluorescence, enabling 3D two-photon fluorescence imaging to a depth of 100 μm.
- Subjects :
- Fluorescence-lifetime imaging microscopy
010405 organic chemistry
Chemistry
General Chemical Engineering
Near-infrared spectroscopy
Analytical chemistry
General Chemistry
010402 general chemistry
Photochemistry
01 natural sciences
Fluorescence
Article
3. Good health
0104 chemical sciences
lcsh:Chemistry
Pluronic micelles
Wavelength
lcsh:QD1-999
Two-photon excitation microscopy
Solvent polarity
Figure of merit
Subjects
Details
- ISSN :
- 24701343
- Volume :
- 1
- Database :
- OpenAIRE
- Journal :
- ACS Omega
- Accession number :
- edsair.doi.dedup.....4fa434ec1d63d3b6e7f52bd66498a126