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Issue 5, 2013
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MegaStokes BODIPY-triazoles as environmentally sensitive turn-on fluorescent dyes

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Abstract

A novel class of triazole-derivatized BODIPY compounds have been synthesized on solid-phase by employing mild reaction conditions based on the copper-catalyzed azide–alkyne cycloaddition. The resulting BODIPY-triazoles exhibited MegaStokes shifts (up to 160 nm) and remarkable environmentally sensitive quantum yield increments that asserted their potential as turn-on fluorescent sensors. Out of a library of 120 compounds, we identified BDC-9 as a fluorescent chemosensor with high sensitivity and remarkable species-selectivity towards human serum albumin. These results validate MegaStokes BODIPY dyes as new fluorophores for the development of environmentally sensitive fluorescent probes.

Graphical abstract: MegaStokes BODIPY-triazoles as environmentally sensitive turn-on fluorescent dyes

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Article information


Submitted
06 Dec 2012
Accepted
20 Feb 2013
First published
22 Feb 2013

Chem. Sci., 2013,4, 2168-2176
Article type
Edge Article

MegaStokes BODIPY-triazoles as environmentally sensitive turn-on fluorescent dyes

J. C. Er, M. K. Tang, C. G. Chia, H. Liew, M. Vendrell and Y. Chang, Chem. Sci., 2013, 4, 2168
DOI: 10.1039/C3SC22166K

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