Electrophilic Susceptibility of Graphene Quantum Dots: Hypochlorous versus Hypobromous Acids─Experimental and Theoretical Study

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Autor(es): dc.contributorUniversidade Estadual Paulista (UNESP)-
Autor(es): dc.contributorUniversidade Estadual de Campinas (UNICAMP)-
Autor(es): dc.creatorMizumoto, Guilherme Justiniano-
Autor(es): dc.creatorMorgon, Nelson Henrique-
Autor(es): dc.creatorde Souza, Aguinaldo Robinson-
Autor(es): dc.creatorXimenes, Valdecir Farias-
Data de aceite: dc.date.accessioned2025-08-21T16:12:20Z-
Data de disponibilização: dc.date.available2025-08-21T16:12:20Z-
Data de envio: dc.date.issued2025-04-29-
Data de envio: dc.date.issued2024-12-31-
Fonte completa do material: dc.identifierhttp://dx.doi.org/10.1021/acsomega.5c01500-
Fonte completa do material: dc.identifierhttps://hdl.handle.net/11449/309388-
Fonte: dc.identifier.urihttp://educapes.capes.gov.br/handle/11449/309388-
Descrição: dc.descriptionGraphene quantum dots (GQDs) are water-soluble, are biocompatible, and exhibit low toxicity. These properties, along with their adjustable and efficient fluorescent emission, make GQDs valuable for biological applications, particularly as spectroscopic nanosensors. In this context, GQDs have been utilized to detect hypochlorous acid (HOCl). While HOCl is a well-known synthetic disinfectant, it is also naturally produced by the enzyme myeloperoxidase (MPO) in mammals. This heme-peroxidase also catalyzes the production of hypobromous acid (HOBr), a more potent halogenating agent. In our study, we compared the reactivity of HOCl and HOBr with GQDs. By monitoring the fluorescence bleaching of the GQDs, we demonstrated that HOBr is more reactive than HOCl. The increased reactivity was attributed to HOBr’s higher electrophilicity. The electrophilic nature of the reaction was further confirmed by introducing nicotine as a chlorination catalyst. Anisole did not inhibit the electrophilic attack, confirming the high reactivity of GODs with HOBr. The enzyme MPO was used to generate HOBr through oxidation of Br- by H2O2. Thus, the enzymatic activity of MPO could be monitored by GQDs’ fluorescence bleaching, and the efficiency of MPO inhibitors could be evaluated. We applied differential function theory (DFT) methodologies to support our experimental findings, proposing a transition state for the electrophilic attack. Consistent with our experimental results, the energetic barrier for the reaction with HOBr was lower than that for HOCl. Overall, our results indicate the susceptibility of GQDs to electrophilic attacks by hypohalous acids and highlight new opportunities for biological applications.-
Descrição: dc.descriptionDepartamento de Química Universidade Estadual Paulista Júlio de Mesquita Filho (UNESP), Bauru-
Descrição: dc.descriptionDepartamento de Físico-Química Instituto de Química Universidade Estadual de Campinas-
Descrição: dc.descriptionDepartamento de Química Universidade Estadual Paulista Júlio de Mesquita Filho (UNESP), Bauru-
Idioma: dc.languageen-
Relação: dc.relationACS Omega-
???dc.source???: dc.sourceScopus-
Título: dc.titleElectrophilic Susceptibility of Graphene Quantum Dots: Hypochlorous versus Hypobromous Acids─Experimental and Theoretical Study-
Tipo de arquivo: dc.typelivro digital-
Aparece nas coleções:Repositório Institucional - Unesp

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