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A 1,2‐Dioxetane‐Based Chemiluminescent Probe for Highly Selective and Sensitive Detection of Superoxide Anions in Vitro and in Vivo

A 1,2‐Dioxetane‐Based Chemiluminescent Probe for Highly Selective and Sensitive Detection of... Superoxide anion (O2.−), a short‐lived, highly active reactive oxygen species, participates in many physiological processes. This work reports the design of a chemiluminescent probe (CLO) based on 1,2‐dioxetane‐phenol with a selective and sensitive response to O2.−. The CLO consisted of a 1,2‐dioxetane‐phenol as a chemiluminophore core bearing a trifluoromethanesulfonate (Tf) moiety and methyl acrylate group. Upon reacting with O2.−, the Tf was specifically cleaved from the CLO, resulting in chemiluminescence generation. The CLO emits chemiluminescence at 450–650 nm (λmax=540 nm), representing visible and red chemiluminescent molecules, responsive to O2.−. The CLO processes high sensitivity (Limit of detection=66 nM) and selectivity for O2.− with and has been applied to track O2.− fluctuations in living cells and animals. In addition, CLO successfully detected and visualized O2.−‐related biochemical processes, making it promising as an important imaging tool for studying redox in biology and medicine. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png ChemPlusChem Wiley

A 1,2‐Dioxetane‐Based Chemiluminescent Probe for Highly Selective and Sensitive Detection of Superoxide Anions in Vitro and in Vivo

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Publisher
Wiley
Copyright
© 2022 Wiley‐VCH GmbH
eISSN
2192-6506
DOI
10.1002/cplu.202200054
Publisher site
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Abstract

Superoxide anion (O2.−), a short‐lived, highly active reactive oxygen species, participates in many physiological processes. This work reports the design of a chemiluminescent probe (CLO) based on 1,2‐dioxetane‐phenol with a selective and sensitive response to O2.−. The CLO consisted of a 1,2‐dioxetane‐phenol as a chemiluminophore core bearing a trifluoromethanesulfonate (Tf) moiety and methyl acrylate group. Upon reacting with O2.−, the Tf was specifically cleaved from the CLO, resulting in chemiluminescence generation. The CLO emits chemiluminescence at 450–650 nm (λmax=540 nm), representing visible and red chemiluminescent molecules, responsive to O2.−. The CLO processes high sensitivity (Limit of detection=66 nM) and selectivity for O2.− with and has been applied to track O2.− fluctuations in living cells and animals. In addition, CLO successfully detected and visualized O2.−‐related biochemical processes, making it promising as an important imaging tool for studying redox in biology and medicine.

Journal

ChemPlusChem – Wiley

Published: Apr 1, 2022

Keywords: 1,2-dioxetane-phenol; chemiluminescence; imaging; superoxide anion; tumors

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