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基于 1,2-二氧杂环乙烷的化学发光探针用于体外和体内超氧阴离子的高选择性和高灵敏度检测。

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

机构信息

Key Laboratory of Basic Pharmacology of Ministry of Education, Joint International Research Laboratory of Ethnomedicine of Ministry of Education, Key Laboratory of Biocatalysis & Chiral Drug Synthesis of Guizhou Province, School of Pharmacy, Guizhou International Scientific and Technological Cooperation Base for Medical Photo-Theranostics Technology and Innovative Drug Development, Zunyi Medical University, No.6 West Xuefu Road, Xinpu District, Zunyi City, Guizhou Province, P. R. China.

出版信息

Chempluschem. 2022 Apr;87(4):e202200054. doi: 10.1002/cplu.202200054.

Abstract

Superoxide anion (O ), 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 O . 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 O , the Tf was specifically cleaved from the CLO, resulting in chemiluminescence generation. The CLO emits chemiluminescence at 450-650 nm (λ =540 nm), representing visible and red chemiluminescent molecules, responsive to O . The CLO processes high sensitivity (Limit of detection=66 nM) and selectivity for O with and has been applied to track O fluctuations in living cells and animals. In addition, CLO successfully detected and visualized O -related biochemical processes, making it promising as an important imaging tool for studying redox in biology and medicine.

摘要

超氧阴离子(O )是一种短寿命、高活性的活性氧物种,参与许多生理过程。本工作报道了一种基于 1,2-二氧杂环乙烷-苯酚的化学发光探针(CLO)的设计,该探针对 O 具有选择性和灵敏的响应。CLO 由一个 1,2-二氧杂环乙烷-苯酚作为化学发光体核心组成,带有三氟甲磺酸酯(Tf)部分和甲基丙烯酰胺基团。与 O 反应后,Tf 会从 CLO 中特异性地被切割下来,从而产生化学发光。CLO 发出波长为 450-650nm(λ=540nm)的化学发光,代表可见和红色的化学发光分子,对 O 有响应。CLO 对 O 具有高灵敏度(检测限=66nM)和选择性,并已应用于跟踪活细胞和动物中 O 的波动。此外,CLO 成功地检测和可视化了与 O 相关的生化过程,使其有望成为研究生物学和医学中氧化还原的重要成像工具。

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