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乙酰基辅助的过氧化氢快速分子内识别:一种用于高效过氧化氢探针的新型有前景的方法。

Acetyl group assisted rapid intramolecular recognition of hydrogen peroxide: A novel promising approach for efficient hydrogen peroxide probe.

作者信息

Chen Shijun, Fan Wenkang, Sun Zhen, Zheng En, Wang Lin, Wu Yuanyuan, Hou Shicong, Ma Xiaodong

机构信息

College of Science, China Agricultural University, Beijing 100193, PR China.

College of Science, China Agricultural University, Beijing 100193, PR China.

出版信息

Spectrochim Acta A Mol Biomol Spectrosc. 2022 Aug 5;276:121162. doi: 10.1016/j.saa.2022.121162. Epub 2022 Mar 24.

Abstract

As a vital biomolecule, hydrogen peroxide (HO) is involved in many physiological and pathological processes. Therefore, it is important to detect HO in vivo conveniently and efficiently. In this paper, we report a new method of nucleophilic addition of HO to the acetyl group to promote the rapid intramolecular reaction, which can be used to develop an efficient HO probe. Based on this unique auxiliary recognition part, a fluorescent probe for HO detection was designed and synthesized. This probe has the advantages of high sensitivity (limits of detection 7.0 × 10 M or even lower.), fast response (within 3 min) and large Stokes shift (225 nm), which not only can monitor exogenous and endogenous HO in cells but also successfully achieves the change of endogenous HO level caused by drug sexual organ injury in zebrafish.

摘要

作为一种重要的生物分子,过氧化氢(H₂O₂)参与许多生理和病理过程。因此,方便、高效地在体内检测H₂O₂很重要。在本文中,我们报道了一种新方法,即H₂O₂与乙酰基进行亲核加成以促进快速分子内反应,该方法可用于开发一种高效的H₂O₂探针。基于这种独特的辅助识别部分,设计并合成了一种用于检测H₂O₂的荧光探针。该探针具有高灵敏度(检测限为7.0×10⁻⁸ M甚至更低)、快速响应(3分钟内)和大斯托克斯位移(225 nm)的优点,不仅可以监测细胞中外源和内源性H₂O₂,还成功实现了斑马鱼药物性器官损伤引起的内源性H₂O₂水平变化的监测。

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