| アイテムタイプ |
itemtype_ver1(1) |
| 公開日 |
2026-01-26 |
| タイトル |
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タイトル |
3,4-Dihydroquinolizinium Ring, the Core Structure of Quinocidin, As a Cysteine-Selective Electrophile |
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言語 |
en |
| 著者 |
Nakagawa, Yu
Manabe, Yuka
Kondo, Wataru
Kondo, Tatsuhiko
Irie, Kazuhiro
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| アクセス権 |
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アクセス権 |
embargoed access |
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アクセス権URI |
http://purl.org/coar/access_right/c_f1cf |
| 権利 |
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権利情報 |
"This is the peer reviewed version of the following article: [Nakagawa, Y., Manabe, Y., Kondo, W., Kondo, T. and Irie, K. (2025), 3,4-Dihydroquinolizinium Ring, the Core Structure of Quinocidin, as a Cysteine-Selective Electrophile. ChemPlusChem, 90: e202500149. https://doi.org/10.1002/cplu.202500149], which has been published in final form at [https://doi.org/10.1002/cplu.202500149]. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions. This article may not be enhanced, enriched or otherwise transformed into a derivative work, without express permission from Wiley or by statutory rights under applicable legislation. Copyright notices must not be removed, obscured or modified. The article must be linked to Wiley’s version of record on Wiley Online Library and any embedding, framing or otherwise making available the article or pages thereof by third parties from platforms, services and websites other than Wiley Online Library must be prohibited." |
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言語 |
en |
| 内容記述 |
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内容記述タイプ |
Abstract |
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内容記述 |
Quinocidin is an actinomycete-derived natural product with an unusual 3,4-dihydroquinolizinium (DQ) ring, which reacts with thiols via a Michael addition-type reaction. In view of the simple structure and reactivity toward thiols, the DQ ring has the possibility to become a unique electrophile toward cysteine (Cys) for use in biochemical research. Herein, this possibility is investigated by evaluating the reactivity of a simple DQ salt toward amino acids and Cys-containing peptides in neutral aqueous media. The results show that the DQ salt selectively forms adducts with free Cys and Cys residues in peptides. It is also demonstrated that the DQ salt effectively inhibits the enzymatic activity of glyceraldehyde-3-phosphate dehydrogenase, which contains a Cys residue in its active center. These results indicate that the DQ ring could serve as a new reactive group capable of Cys modification for biochemical and pharmaceutical applications. |
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言語 |
en |
| 出版者 |
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出版者 |
Wiley |
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言語 |
en |
| 言語 |
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言語 |
eng |
| 資源タイプ |
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資源タイプresource |
http://purl.org/coar/resource_type/c_6501 |
|
タイプ |
journal article |
| 出版タイプ |
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出版タイプ |
AM |
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出版タイプResource |
http://purl.org/coar/version/c_ab4af688f83e57aa |
| 関連情報 |
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関連タイプ |
isVersionOf |
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識別子タイプ |
DOI |
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関連識別子 |
https://doi.org/10.1002/cplu.202500149 |
| 収録物識別子 |
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収録物識別子タイプ |
PISSN |
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収録物識別子 |
2192-6506 |
| 書誌情報 |
en : ChemPlusChem
巻 90,
号 7,
p. e202500149,
発行日 2025-07
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| ファイル公開日 |
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日付 |
2026-07-01 |
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日付タイプ |
Available |
ChemPlusChem_accepted_Nakagawa.pdf (1008 KB)
