Naphthalene <i>peri</i>-Diselenide-Based BODIPY Probe for the Detection of Hydrogen Peroxide, <i>tert-</i>Butylhydroperoxide, Hydroxyl Radical, and Peroxynitrite Ion

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 (H<sub>2</sub>O<sub>2</sub>) and <i>tert-</i>butylhydroperoxide (<i>t-</i>BuOOH), hydroxyl radical (<sup>•</sup>OH), and peroxynitrite ion (ONOO<sup>-</sup>) detection and reversibility upon treatment with glutathione. The limits of detection of the probe were observed to be 0.40 μM for H<sub>2</sub>O<sub>2</sub>, 0.41 μM for <i>t</i>-BuOOH, 0.95 μM for <sup>•</sup>OH, and 0.46 μM for ONOO<sup>-</sup>, 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.

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Publication Details

Journal
ACS Omega
Published
2025-02-13
DOI
https://doi.org/10.1021/acsomega.4c05366
Citations
2
Primary Topic
Molecular Sensors and Ion Detection
Type
article
Field-Weighted Citation Impact
1.51

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article

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

M. Rajeswara Rao, Sumbal Saba, Vijay P. Singh, Rajni Kadian et al.
2 citations
ACS Omega
Molecular Sensors and Ion Detection
1.51
article

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

M. Rajeswara Rao, Sumbal Saba, Vijay P. Singh, Rajni Kadian, Babli Chhillar, Jamal Rafique, Nikhil Sodhi, Vinutha K. Venkatareddy, Manisha Yadav, Manisha Kundu, Eliane Ribeiro Neres
article en
2 citations

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 (H<sub>2</sub>O<sub>2</sub>) and <i>tert-</i>butylhydroperoxide (<i>t-</i>BuOOH), hydroxyl radical (<sup>•</sup>OH), and peroxynitrite ion (ONOO<sup>-</sup>) detection and reversibility upon treatment with glutathione. The limits of detection of the probe were observed to be 0.40 μM for H<sub>2</sub>O<sub>2</sub>, 0.41 μM for <i>t</i>-BuOOH, 0.95 μM for <sup>•</sup>OH, and 0.46 μM for ONOO<sup>-</sup>, 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.

ACS OmegaVol. 10(7)
Universidade Federal de Mato Grosso do Sul (BR), Indian Institute of Technology Dharwad (IN), Panjab University (IN), Universidade Federal de Goiás (BR)
Council of Scientific and Industrial Research, India, Coordenação de Aperfeiçoamento de Pessoal de Nível Superior, Conselho Nacional de Desenvolvimento Científico e Tecnológico, Fundação de Amparo à Pesquisa do Estado de Goiás, Universidade Federal de Goiás, Panjab University, Science and Engineering Research Board
Clean water and sanitation
Openalex Percentile: Top 21%
Molecular Sensors and Ion Detection
1.51
DOIOpen Access PDFOpenAlex
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