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- Title
Substituent Effects in BODIPY in Live Cell Imaging.
- Authors
Mulay, Sandip V.; Yudhistira, Tesla; Choi, Minsuk; Kim, Youngsam; Kim, Jinjoo; Jang, Yoon Jeong; Jon, Sangyong; Churchill, David G.
- Abstract
Small-molecule organoselenium-based fluorescent probes possess great capacity in understanding biological processes through the detection of various analytes such as reactive oxygen/nitrogen species (ROS/RNS), biothiols (cysteine, homocysteine and glutathione), lipid droplets, etc. Herein, we present how substituents on the BODIPY system play a significant part in the detection of biologically important analytes for in vitro conditions and live cell imaging studies. The fluorescence of the probe was quenched by 2-chloro and 6-phenyl selenium groups; the probe shows high selectivity with NaOCl among other ROS/RNS, and gives a turn-on response. The maximum fluorescence intensity is attained within ≈1-2 min with a low detection limit (19.6 n m), and shows a ≈110-fold fluorescence enhancement compared to signals generated for other ROS/RNS. Surprisingly, in live cell experiments, the probe specifically located and accumulated in lipid droplets, and showed a fluorescence turn-on response. We believe this turn-on response occurred because of aggregation-induced emission (AIE), which surprisingly occurred only by introducing one lipophilic mesityl group at the meso position of the BODIPY.
- Subjects
CELL imaging; HYPOCHLORITES; EMISSION spectroscopy; FLUORESCENT dyes spectra; LIPIDS; OXIDATION
- Publication
Chemistry - An Asian Journal, 2016, Vol 11, Issue 24, p3598
- ISSN
1861-4728
- Publication type
Article
- DOI
10.1002/asia.201601400