Far-red/near-infrared emitting, two-photon absorbing, and bio-stable amino-Si-pyronin dyes
SCIE
SCOPUS
- Title
- Far-red/near-infrared emitting, two-photon absorbing, and bio-stable amino-Si-pyronin dyes
- Authors
- Kim, Kyeong Hwan; Singha, Subhankar; Jun, Yong Woong; Reo, Ye Jin; Kim, Hye Rim; Ryu, Hye Gun; Bhunia, Snehasis; Ahn, Kyo Han
- Date Issued
- 2019-10
- Publisher
- ROYAL SOC CHEMISTRY
- Abstract
- Organic fluorophores emitting in the far-red/near-infrared (NIR) wavelength region are in great demand for minimal autofluorescence and reduced light scattering in deep tissue or whole body imaging. Currently, only a few classes of far-red/NIR fluorophores are available including widely used cyanine dyes, which are susceptible to photobleaching and form nonfluorescent aggregates. Even rare are those far-red/NIR emitting dyes that have two-photon imaging capability. Here we report a new class of far-red/NIR-emitting dyes that are photo-stable, very bright, biocompatible, and also two-photon absorbing. The introduction of an electron-withdrawing group such as N-acyl or N-alkoxycarbonyl groups on the C-10-amino substituent of the new julolidine-derived amino-Si-pyronin dyes (ASiP(j)), which emit in the far-red region, causes large bathochromic shifts, leading to NIR-emitting amino-Si-pyronin dyes (NIR-ASiP(j)) having high cellular stability. Furthermore, the ASiP(j)-NIR-ASiP(j) couple offers a novel ratiometric bioimaging platform with a large spectral gap, as demonstrated here with a boronate-containing NIR-ASiP(j) derivative that is converted to the corresponding ASiP(j) dye upon reaction with hydrogen peroxide.
- URI
- https://oasis.postech.ac.kr/handle/2014.oak/100383
- DOI
- 10.1039/c9sc02287b
- ISSN
- 2041-6520
- Article Type
- Article
- Citation
- CHEMICAL SCIENCE, vol. 10, no. 39, page. 9028 - 9037, 2019-10
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