| ID | 58589 |
| フルテキストURL | |
| 著者 |
Takamura, Hiroyoshi
Department of Biological Science, Graduate School of Natural Science and Technology, Okayama University
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Motose, Hiroyasu
Graduate School of Natural Science and Technology, Okayama University
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Otsu, Taichi
Department of Chemistry, Graduate School of Natural Science and Technology, Okayama University
Shinohara, Shiori
Department of Biological Science, Graduate School of Natural Science and Technology, Okayama University
Kouno, Ryugo
Department of Biological Science, Graduate School of Natural Science and Technology, Okayama University
Kadota, Isao
Department of Chemistry, Graduate School of Natural Science and Technology, Okayama University
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Takahashi, Taku
Department of Biological Science, Graduate School of Natural Science and Technology, Okayama University
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| 抄録 | Xylemin (6 ) and its designed structural analogues 18 –23 , N ‐(4‐aminobutyl)alkylamines, were synthesized by 2‐nitrobenzenesulfonamide (Ns) strategy. Investigation of the improved synthesis of 20 –23 resulted in the development of one‐step synthesis of these analogues from the commercially available corresponding ketones. Biological assessment of the synthetic molecules elucidated that xylemin (6 ) and the analogue N ‐(4‐aminobutyl)cyclopentylamine (21 ) promoted the expression level of thermospermine synthase ACAULIS5 (ACL5 ) and enhanced xylem formation. In addition, xylemin (6 ) was found to significantly promote lateral root formation, whereas xylemin analogues 18 –23 including 21 did not. These results indicate that the analogue 21 has the potential as a novel inhibitor of thermospermine synthesis to work specifically in xylem differentiation.
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| キーワード | Amines
Biological activity
Chemical synthesis
Reductive amination
Structure‐activity relationships
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| 備考 | This fulltext is available in Mar. 2021.
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| 発行日 | 2020-03-20
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| 出版物タイトル |
European Journal of Organic Chemistry
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| 巻 | 2020巻
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| 号 | 18号
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| 出版者 | Wiley
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| 開始ページ | 2745
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| 終了ページ | 2753
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| ISSN | 1434193X
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| NCID | AA1118165X
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| 資料タイプ |
学術雑誌論文
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| 言語 |
英語
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| OAI-PMH Set |
岡山大学
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| 論文のバージョン | author
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| DOI | |
| Web of Science KeyUT | |
| 関連URL | https://doi.org/10.1002/ejoc.202000322
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| 助成機関名 |
文部科学省
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| 助成番号 | 17K05862
16H01245
19K06724
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