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  1. 原著論文

A Long-Lived o-Semiquinone Radical Anion is Formed from N-beta-alanyl-5-S-glutathionyl-3,4-dihydroxyphenylalanine (5-S-GAD), an Insect-derived Antibacterial Substance

https://repo.qst.go.jp/records/44939
https://repo.qst.go.jp/records/44939
deb658f6-56de-4158-84fc-dd83b129285d
Item type 学術雑誌論文 / Journal Article(1)
公開日 2007-08-14
タイトル
タイトル A Long-Lived o-Semiquinone Radical Anion is Formed from N-beta-alanyl-5-S-glutathionyl-3,4-dihydroxyphenylalanine (5-S-GAD), an Insect-derived Antibacterial Substance
言語
言語 eng
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 journal article
アクセス権
アクセス権 metadata only access
アクセス権URI http://purl.org/coar/access_right/c_14cb
著者 Akiyama, Nobuko

× Akiyama, Nobuko

WEKO 446284

Akiyama, Nobuko

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Nakanishi, Ikuo

× Nakanishi, Ikuo

WEKO 446285

Nakanishi, Ikuo

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Ohkubo, Kei

× Ohkubo, Kei

WEKO 446286

Ohkubo, Kei

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Fukuzumi, Shunichi

× Fukuzumi, Shunichi

WEKO 446287

Fukuzumi, Shunichi

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Ozawa, Toshihiko

× Ozawa, Toshihiko

WEKO 446288

Ozawa, Toshihiko

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et.al

× et.al

WEKO 446289

et.al

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中西 郁夫

× 中西 郁夫

WEKO 446290

en 中西 郁夫

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小澤 俊彦

× 小澤 俊彦

WEKO 446291

en 小澤 俊彦

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抄録
内容記述タイプ Abstract
内容記述 N-beta-Alanyl-5-S-glutathionyl-3,4-dihydroxyphenylalanine (5-S-GAD), an insect-induced antibacterial peptide, generates hydrogen peroxyde (H2O2) that exerts antitumour activity. We have investigated the precise mechanism of H2O2 production from 5-S-GAD by autoxidation aiming to understand its action toward tumour cells. Using the electron spin resonance (ESR) technique, we detected a strong signal due to radical formation from 5-S-GAD. Surprisingly, the ESR signal of the radicalo derived from 5-S-GAD appeared after incubation for 30 min at 310 K in the buffer at pH 7.4; the signal was persistently detected for 10 h in the absence of catalytic metal ions. The computer simulation of the observed ESR spectrum together with the theoretical calculation of the spin density of the radical species indicates that an o-semiquinone radical anion was formed from 5-S-GAD. We demonstrated that H2O2 is produced via the formation of superoxide anion by the electron-transfer reduction of molecular oxygen by the 5-S-GAD anion, which is in equiliblium with 5-S-GAD in the aqueous solution. The radical formation and the subsequent H2O2 production were inhibited by superoxide dismutase (SOD), when the antitumour activity of 5-S-GAD was inhibited by SOD. Thus, the formation of the o-semiquinone radical anion would be necessary for the antitumour activity of 5-S-GAD as an intermediate in the production of cytotoxic H2O2.
書誌情報 Journal of Biochemistry

巻 142, 号 1, p. 41-48, 発行日 2007-07
ISSN
収録物識別子タイプ ISSN
収録物識別子 0021-924X
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