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Triarylboron Anchored Luminescent Probes: Selective Detection and Imaging of Thiophenols in the Intracellular Environment

Pagidi, Sudhakar and Kalluvettukuzhy, Neena K and Thilagar, Pakkirisamy (2018) Triarylboron Anchored Luminescent Probes: Selective Detection and Imaging of Thiophenols in the Intracellular Environment. In: LANGMUIR, 34 (28). pp. 8170-8177.

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Official URL: https://dx.doi.org/10.1021/acs.langmuir.8b01036

Abstract

The advances in boron incorporated organics have captured overwhelming interest on account of their outstanding properties and promising applications in various fields. Mostly,& nbsp; triarylborane compounds (TAB) are exploited as sensors of F- and CN- anions at the expense of the intrinsic Lewis acidic nature of boron. New molecular probes 1 and 2 for detection of toxic thiophenol were designed by conjugating highly fluorescent borylanilines with the luminescent quencher 2,4-dinitrobenzene based sulfonamides (DNBS), wherein the electrOphilicity of the DNBS moiety has been modulated by fine-tuning the intrinsic Lewis acidity of boron. The interplay between PET (photoinduced electron transfer) and ICT have been employed for developing the TAB tethered turn-on fluorescent sensor for thiophenol with high selectivity for the first time. The newly developed probes showed very fast response toward thiophenol (within similar to 5 min) with limits of detection (LOD) lying in the micromolar range, clearly pointing to their potential. Further, compounds 1 and 2 were explored for detecting thiophenol in the intracellular environment by discriminating biothiols. DFT and TD-DFT calculations were performed to support the sensing mechanism.

Item Type: Journal Article
Additional Information: Copyright of this article belong to AMER CHEMICAL SOC, 1155 16TH ST, NW, WASHINGTON, DC 20036 USA
Department/Centre: Division of Chemical Sciences > Inorganic & Physical Chemistry
Depositing User: Id for Latest eprints
Date Deposited: 09 Aug 2018 15:40
Last Modified: 09 Aug 2018 15:40
URI: http://eprints.iisc.ac.in/id/eprint/60389

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