Substituent Effects in BODIPY in Live Cell Imaging

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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 approximate to 1-2min with a low detection limit (19.6nm), and shows a approximate to 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.
Publisher
WILEY-V C H VERLAG GMBH
Issue Date
2016-12
Language
English
Article Type
Article
Keywords

RATIOMETRIC FLUORESCENT-PROBE; INDUCED HOCL PRODUCTION; HYPOCHLOROUS ACID; LIPID DROPLETS; CANCER-CELLS; LIVING CELLS; TURN-ON; SELECTIVE DETECTION; TAP WATER; RUTHENIUM(II) COMPLEX

Citation

CHEMISTRY-AN ASIAN JOURNAL, v.11, no.24, pp.3598 - 3605

ISSN
1861-4728
DOI
10.1002/asia.201601400
URI
http://hdl.handle.net/10203/220977
Appears in Collection
BS-Journal Papers(저널논문)CH-Journal Papers(저널논문)
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