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用于检测过氧化氢、叔丁基过氧化氢、羟基自由基和过氧亚硝酸盐离子的基于萘二硒化物的硼二吡咯荧光探针

Naphthalene -Diselenide-Based BODIPY Probe for the Detection of Hydrogen Peroxide, Butylhydroperoxide, Hydroxyl Radical, and Peroxynitrite Ion.

作者信息

Chhillar Babli, Sodhi Nikhil, Kadian Rajni, Neres Eliane Ribeiro, Yadav Manisha, Kundu Manisha, Venkatareddy Vinutha K, Malakalapalli Rajeswara Rao, Rafique Jamal, Saba Sumbal, Singh Vijay P

机构信息

Department of Chemistry & Centre of Advanced Studies in Chemistry, Panjab University, Sector-14, Chandigarh 160014, India.

LabSO, Instituto de Química - IQ, Universidade Federal de Goiás - UFG, Goiânia 74690-900, GO, Brazil.

出版信息

ACS Omega. 2025 Feb 13;10(7):6396-6405. doi: 10.1021/acsomega.4c05366. eCollection 2025 Feb 25.

DOI:10.1021/acsomega.4c05366
PMID:40028082
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11865972/
Abstract

Dimethoxynaphthalene peri-diselenide-based BODIPY (4,4-difluoro-4-bora-3a,4a-diaza-s-indacene) probe has been synthesized. The probe demonstrated selectivity and sensitivity for hydrogen peroxide (HO) and butylhydroperoxide (BuOOH), hydroxyl radical (OH), and peroxynitrite ion (ONOO) detection and reversibility upon treatment with glutathione. The limits of detection of the probe were observed to be 0.40 μM for HO, 0.41 μM for -BuOOH, 0.95 μM for OH, and 0.46 μM for ONOO, respectively. A proposed mechanism for the "turn-on" event has been suggested and corroborated by spectroscopic and computational data. It has been proposed that electron transfer occurred from the Se center to the BODIPY moiety, followed by the photoinduced electron transfer (PET) mechanism.

摘要

已合成基于二甲氧基萘周边二硒化物的BODIPY（4,4-二氟-4-硼-3a,4a-二氮杂-s-茚）探针。该探针在检测过氧化氢（HO）、叔丁基过氧化氢（BuOOH）、羟基自由基（OH）和过氧亚硝酸根离子（ONOO）时表现出选择性和灵敏度，并且在用谷胱甘肽处理后具有可逆性。观察到该探针对HO的检测限为0.40 μM，对BuOOH为0.41 μM，对OH为0.95 μM，对ONOO为0.46 μM。通过光谱和计算数据提出并证实了“开启”事件的拟议机制。有人提出电子从硒中心转移到BODIPY部分，随后是光诱导电子转移（PET）机制。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fbfe/11865972/85dba4deed39/ao4c05366_0010.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fbfe/11865972/85dba4deed39/ao4c05366_0010.jpg

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