| Item type |
文献 / Documents(1) |
| 公開日 |
2020-11-26 |
| アクセス権 |
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アクセス権 |
open access |
| 資源タイプ |
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資源タイプ識別子 |
http://purl.org/coar/resource_type/c_6501 |
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資源タイプ |
journal article |
| 出版社版DOI |
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識別子タイプ |
DOI |
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関連識別子 |
https://doi.org/10.1039/c7sc01933e |
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言語 |
ja |
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関連名称 |
10.1039/c7sc01933e |
| 出版タイプ |
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|
出版タイプ |
VoR |
|
出版タイプResource |
http://purl.org/coar/version/c_970fb48d4fbd8a85 |
| タイトル |
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|
タイトル |
Design of peptide-containing N5-unmodified neutral flavins that catalyze aerobic oxygenations |
|
言語 |
en |
| 著者 |
荒川, 幸弘
ヤマノモト, ケン
キタ, ハヅキ
南川, 慶二
田中, 正己
ハラグチ, ナオキ
イツノ, シンイチ
今田, 泰嗣
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| 抄録 |
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内容記述タイプ |
Abstract |
|
内容記述 |
Simulation of the monooxygenation function of flavoenzyme (Fl-Enz) has been long-studied with N5-modified cationic flavins (FlEt+), but never with N5-unmodified neutral flavins (Fl) despite the fact that Fl is genuinely equal to the active center of Fl-Enz. This is because of the greater lability of 4a-hydroperoxy adduct of Fl, FlOOH, compared to those of FlEt+, FlEtOOH, and Fl-Enz, FlOOH-Enz. In this study, Fl incorporated into a short peptide, flavopeptide (Fl-Pep), was designed by a rational top-down approach using a computational method, which could stabilize the corresponding 4a-hydroperoxy adduct (FlOOH-Pep) through intramolecular hydrogen bonds. We report catalytic chemoselective sulfoxidation as well as Baeyer–Villiger oxidation by means of Fl-Pep under light-shielding and aerobic conditions, which are the first Fl-Enz-mimetic aerobic oxygenation reactions catalyzed by Fl under non-enzymatic conditions. |
|
言語 |
en |
| 書誌情報 |
en : Chemical Science
巻 8,
号 8,
p. 5468-5475,
発行日 2017-05-30
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| 収録物ID |
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収録物識別子タイプ |
ISSN |
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収録物識別子 |
20416539 |
| 出版者 |
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出版者 |
The Royal Society of Chemistry |
|
言語 |
en |
| 権利情報 |
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|
言語 |
en |
|
権利情報 |
This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. |
| EID |
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識別子 |
324652 |
|
識別子タイプ |
URI |
| 言語 |
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|
言語 |
eng |
cs_8_8_5468.pdf (932 KB)
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