Rapid, specific, and ultrasensitive fluorogenic sensing of phosgene through an enhanced PeT mechanism

Tae Il Kim; Dami Kim; Jean Bouffard; Youngmi Kim

doi:10.1016/j.snb.2018.12.017

Rapid, specific, and ultrasensitive fluorogenic sensing of phosgene through an enhanced PeT mechanism

Tae Il Kim, Dami Kim, Jean Bouffard, Youngmi Kim

Department of Chemistry & Nanoscience

Research output: Contribution to journal › Article › peer-review

51 Scopus citations

Abstract

We report the design of an enhanced PeT-based fluorogenic phosgene probe 1-CN comprising a BODIPY fluorescence reporter, and a catechol quencher at the meso-position acting as the phosgene reaction site. The fluorescent catechol-derived probe 1-CN specifically reacts with phosgene to result in a cyclic carbonate ester. The fast (< 3 s) reaction suppresses a reductive PeT quenching process, leading to a fluorescence turn-on signal (F/F₀ up to ca. 1300). The high sensitivity (LOD = 24 pM) of the probe is achieved by the precise adjustment of the energy levels of the frontier orbitals involved in the PeT.

Original language	English
Pages (from-to)	458-462
Number of pages	5
Journal	Sensors and Actuators, B: Chemical
Volume	283
DOIs	https://doi.org/10.1016/j.snb.2018.12.017
State	Published - 15 Mar 2019

Bibliographical note

Funding Information:
This research was supported by National Research Foundation of Korea (NRF) grants funded by the Korean government (MSIP) ( NRF-2017M3D9A1073769 , NRF-2018R1D1A1B07044894 , and NRF-2015R1A5A1008958 ).

Publisher Copyright:
© 2018 Elsevier B.V.

Keywords

BODIPY
Fluorescent turn-on probe
Phosgene
Photoinduced electron transfer (PeT)
Sensing

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10.1016/j.snb.2018.12.017

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title = "Rapid, specific, and ultrasensitive fluorogenic sensing of phosgene through an enhanced PeT mechanism",

abstract = "We report the design of an enhanced PeT-based fluorogenic phosgene probe 1-CN comprising a BODIPY fluorescence reporter, and a catechol quencher at the meso-position acting as the phosgene reaction site. The fluorescent catechol-derived probe 1-CN specifically reacts with phosgene to result in a cyclic carbonate ester. The fast (< 3 s) reaction suppresses a reductive PeT quenching process, leading to a fluorescence turn-on signal (F/F0 up to ca. 1300). The high sensitivity (LOD = 24 pM) of the probe is achieved by the precise adjustment of the energy levels of the frontier orbitals involved in the PeT.",

keywords = "BODIPY, Fluorescent turn-on probe, Phosgene, Photoinduced electron transfer (PeT), Sensing",

author = "Kim, {Tae Il} and Dami Kim and Jean Bouffard and Youngmi Kim",

note = "Funding Information: This research was supported by National Research Foundation of Korea (NRF) grants funded by the Korean government (MSIP) ( NRF-2017M3D9A1073769 , NRF-2018R1D1A1B07044894 , and NRF-2015R1A5A1008958 ). Publisher Copyright: {\textcopyright} 2018 Elsevier B.V.",

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doi = "10.1016/j.snb.2018.12.017",

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AU - Kim, Tae Il

AU - Kim, Dami

AU - Bouffard, Jean

AU - Kim, Youngmi

N1 - Funding Information: This research was supported by National Research Foundation of Korea (NRF) grants funded by the Korean government (MSIP) ( NRF-2017M3D9A1073769 , NRF-2018R1D1A1B07044894 , and NRF-2015R1A5A1008958 ). Publisher Copyright: © 2018 Elsevier B.V.

PY - 2019/3/15

Y1 - 2019/3/15

N2 - We report the design of an enhanced PeT-based fluorogenic phosgene probe 1-CN comprising a BODIPY fluorescence reporter, and a catechol quencher at the meso-position acting as the phosgene reaction site. The fluorescent catechol-derived probe 1-CN specifically reacts with phosgene to result in a cyclic carbonate ester. The fast (< 3 s) reaction suppresses a reductive PeT quenching process, leading to a fluorescence turn-on signal (F/F0 up to ca. 1300). The high sensitivity (LOD = 24 pM) of the probe is achieved by the precise adjustment of the energy levels of the frontier orbitals involved in the PeT.

AB - We report the design of an enhanced PeT-based fluorogenic phosgene probe 1-CN comprising a BODIPY fluorescence reporter, and a catechol quencher at the meso-position acting as the phosgene reaction site. The fluorescent catechol-derived probe 1-CN specifically reacts with phosgene to result in a cyclic carbonate ester. The fast (< 3 s) reaction suppresses a reductive PeT quenching process, leading to a fluorescence turn-on signal (F/F0 up to ca. 1300). The high sensitivity (LOD = 24 pM) of the probe is achieved by the precise adjustment of the energy levels of the frontier orbitals involved in the PeT.

KW - BODIPY

KW - Fluorescent turn-on probe

KW - Phosgene

KW - Photoinduced electron transfer (PeT)

KW - Sensing

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M3 - Article

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SN - 0925-4005

VL - 283

SP - 458

EP - 462

JO - Sensors and Actuators, B: Chemical

JF - Sensors and Actuators, B: Chemical

ER -

Rapid, specific, and ultrasensitive fluorogenic sensing of phosgene through an enhanced PeT mechanism

Abstract

Bibliographical note

Keywords

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