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Selectivity improvement of an azole inhibitor of CYP707A by replacing the monosubstituted azole with a disubstituted azole.
http://hdl.handle.net/10297/5279
http://hdl.handle.net/10297/527900071d62-3206-4a36-9e03-2d5e42d2ff43
名前 / ファイル | ライセンス | アクション |
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100913001.pdf (465.5 kB)
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Item type | 学術雑誌論文 / Journal Article_01(1) | |||||||
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公開日 | 2010-09-13 | |||||||
タイトル | ||||||||
言語 | en | |||||||
タイトル | Selectivity improvement of an azole inhibitor of CYP707A by replacing the monosubstituted azole with a disubstituted azole. | |||||||
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 | |||||||
著者 |
Todoroki, Yasushi
× Todoroki, Yasushi
WEKO
2419
× Naiki, Kumi× Aoyama, Hikaru× Shirakura, Minaho× Ueno, Kotomi× Mizutani, Masaharu× Hirai, Nobuhiro |
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書誌情報 |
Bioorganic & Medicinal Chemistry Letters 巻 20, 号 18, p. 5506-5509, 発行日 2010-09-15 |
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出版者 | ||||||||
出版者 | Elsevier | |||||||
権利情報 | ||||||||
権利情報 | Copyright © 2010 Elsevier Ltd All rights reserved. | |||||||
NDC | ||||||||
主題Scheme | NDC | |||||||
主題 | 471 | |||||||
抄録 | ||||||||
内容記述タイプ | Abstract | |||||||
内容記述 | The plant growth-retardant uniconazole (UNI), a triazole inhibitor of gibberellin biosynthetic enzyme (CYP701A), inhibits multiple P450 enzymes including ABA 8'-hydroxylase (CYP707A), a key enzyme in ABA catabolism. Azole P450 inhibitors bind to a P450 active site by both coordinating to the heme-iron atom via sp2 nitrogen and interacting with surrounding protein residues through a lipophilic region. We hypothesized that poor selectivity of UNI may result from adopting a distinct conformation and orientation for different active sites. Based on this hypothesis, we designed and synthesized novel UNI analogs with a disubstituted azole ring (DSI). These analogs were expected to have higher selectivity than UNI because the added functional group may interact with the active site to restrict orientation of the molecule in the active site. DSI-505ME and DSI-505MZ, which have an imidazolyl group with a methyl 5-acrylate, strongly inhibited recombinant CYP707A3, with no growth-retardant effect. | |||||||
ISSN | ||||||||
収録物識別子タイプ | ISSN | |||||||
収録物識別子 | 0960894X | |||||||
EISSN | ||||||||
収録物識別子タイプ | ISSN | |||||||
収録物識別子 | 14643405 | |||||||
NII書誌ID | ||||||||
収録物識別子タイプ | NCID | |||||||
収録物識別子 | AA1079577X | |||||||
PubMed番号 | ||||||||
関連タイプ | isVersionOf | |||||||
識別子タイプ | PMID | |||||||
関連識別子 | 20692835 | |||||||
出版者DOI | ||||||||
関連タイプ | isVersionOf | |||||||
識別子タイプ | DOI | |||||||
関連識別子 | 10.1016/j.bmcl.2010.07.067 | |||||||
フォーマット | ||||||||
内容記述タイプ | Other | |||||||
内容記述 | application/pdf | |||||||
著者版フラグ | ||||||||
出版タイプ | AM | |||||||
出版タイプResource | http://purl.org/coar/version/c_ab4af688f83e57aa | |||||||
出版者版 | ||||||||
関連タイプ | isVersionOf | |||||||
識別子タイプ | URI | |||||||
関連識別子 | https://doi.org/10.1016/j.bmcl.2010.07.067 |