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Electrochemical and Mechanistic Study of Reactivities of α-, β-, γ-, and δ-Tocopherol toward Electrogenerated Superoxide in N,N-Dimethylformamide through Proton-Coupled Electron Transfer
https://gifu-pu.repo.nii.ac.jp/records/14849
https://gifu-pu.repo.nii.ac.jp/records/148497a087c06-8103-4f13-a7fb-d02aba72b685
名前 / ファイル | ライセンス | アクション |
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Item type | 一般雑誌記事 / Article(1) | |||||
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公開日 | 2021-12-22 | |||||
タイトル | ||||||
タイトル | Electrochemical and Mechanistic Study of Reactivities of α-, β-, γ-, and δ-Tocopherol toward Electrogenerated Superoxide in N,N-Dimethylformamide through Proton-Coupled Electron Transfer | |||||
タイトル | ||||||
言語 | en | |||||
タイトル | Electrochemical and Mechanistic Study of Reactivities of α-, β-, γ-, and δ-Tocopherol toward Electrogenerated Superoxide in N,N-Dimethylformamide through Proton-Coupled Electron Transfer | |||||
言語 | ||||||
言語 | eng | |||||
キーワード | ||||||
主題Scheme | Other | |||||
主題 | proton-coupled electron transfer | |||||
キーワード | ||||||
主題Scheme | Other | |||||
主題 | superoxide radical anion | |||||
キーワード | ||||||
主題Scheme | Other | |||||
主題 | antioxidants | |||||
キーワード | ||||||
主題Scheme | Other | |||||
主題 | cyclic voltammetry | |||||
キーワード | ||||||
主題Scheme | Other | |||||
主題 | electron spin resonance spectrum | |||||
キーワード | ||||||
主題Scheme | Other | |||||
主題 | tocopherol | |||||
キーワード | ||||||
言語 | en | |||||
主題Scheme | Other | |||||
主題 | proton-coupled electron transfer | |||||
キーワード | ||||||
言語 | en | |||||
主題Scheme | Other | |||||
主題 | superoxide radical anion | |||||
キーワード | ||||||
言語 | en | |||||
主題Scheme | Other | |||||
主題 | antioxidants | |||||
キーワード | ||||||
言語 | en | |||||
主題Scheme | Other | |||||
主題 | cyclic voltammetry | |||||
キーワード | ||||||
言語 | en | |||||
主題Scheme | Other | |||||
主題 | electron spin resonance spectrum | |||||
キーワード | ||||||
言語 | en | |||||
主題Scheme | Other | |||||
主題 | tocopherol | |||||
資源タイプ | ||||||
資源タイプ識別子 | http://purl.org/coar/resource_type/c_6501 | |||||
資源タイプ | article | |||||
著者 |
Nakayama, Tatsushi
× Nakayama, Tatsushi× Honda, Ryo× Kuwata, Kazuo× Usui, Shigeyuki× Uno, Bunji |
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抄録 | ||||||
内容記述タイプ | Abstract | |||||
内容記述 | Scavenging of superoxide radical anion (O2•−) by tocopherols (TOH) and related compounds was investigated on the basis of cyclic voltammetry and in situ electrolytic electron spin resonance spectrum in N,N-dimethylformamide (DMF) with the aid of density functional theory (DFT) calculations. Quasi-reversible dioxygen/O2•− redox was modified by the presence of TOH, suggesting that the electrogenerated O2•− was scavenged by α-, β-, γ-TOH through proton-coupled electron transfer (PCET), but not by δ-TOH. The reactivities of α-, β-, γ-, and δ-TOH toward O2•− characterized by the methyl group on the 6-chromanol ring was experimentally confirmed, where the methyl group promotes the PCET mechanism. Furthermore, comparative analyses using some related compounds suggested that the para-oxygen-atom in the 6-chromanol ring is required for a successful electron transfer (ET) to O2•− through the PCET. The electrochemical and DFT results in dehydrated DMF suggested that the PCET mechanism involves the preceding proton transfer (PT) forming a hydroperoxyl radical, followed by a PCET (intermolecular ET–PT). The O2•− scavenging by TOH proceeds efficiently along the PCET mechanism involving one ET and two PTs. | |||||
書誌情報 |
antioxidants en : antioxidants 巻 11, 号 1, p. 9, 発行日 2021-12-22 |
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出版者 | ||||||
出版者 | MDPI | |||||
ISSN | ||||||
収録物識別子タイプ | ISSN | |||||
収録物識別子 | 2076-3921 | |||||
DOI | ||||||
識別子タイプ | DOI | |||||
関連識別子 | doi.org/10.3390/antiox11010009 |