WEKO3
アイテム
Control of stereoselectivity of benzylic hydroxylation catalysed by wild-type cytochrome P450BM3 using decoy molecules
http://hdl.handle.net/2237/27359
http://hdl.handle.net/2237/2735925e3fb1d-84da-4146-a1d6-6bf4c2aa3ff0
| 名前 / ファイル | ライセンス | アクション |
|---|---|---|
RSC_draft_final_Josh.pdf ファイル公開日:2018/08/07 (1.4 MB)
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| アイテムタイプ | 学術雑誌論文 / Journal Article(1) | |||||
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| 公開日 | 2018-02-05 | |||||
| タイトル | ||||||
| タイトル | Control of stereoselectivity of benzylic hydroxylation catalysed by wild-type cytochrome P450BM3 using decoy molecules | |||||
| 言語 | en | |||||
| 著者 |
Suzuki, Kazuto
× Suzuki, Kazuto× Kyle, Stanfield Joshua× Shoji, Osami× Yanagisawa, Sota× Sugimoto, Hiroshi× Shiro, Yoshitsugu× Watanabe, Yoshihito |
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| アクセス権 | ||||||
| アクセス権 | open access | |||||
| アクセス権URI | http://purl.org/coar/access_right/c_abf2 | |||||
| 抄録 | ||||||
| 内容記述タイプ | Abstract | |||||
| 内容記述 | The hydroxylation of non-native substrates catalysed by wild-type P450BM3 is reported, wherein “decoy molecules”, i.e., native substrate mimics, controlled the stereoselectivity of hydroxylation reactions. We employed decoy molecules with diverse structures, resulting in either a significant improvement in enantioselectivity or clear inversion of stereoselectivity in the benzylic hydroxylation of alkylbenzenes and cycloalkylbenzenes. For example, supplementation of wild-type P450BM3 with 5-cyclohexylvaleric acid-L-phenylalanine (5CHVA-Phe) and Z-proline-L-phenylalanine yielded 53% (R) ee and 56% (S) ee for indane hydroxylation, respectively, although 16% (S) ee was still observed in the absence of any additives. Moreover, we performed a successful crystal structure analysis of 5CHVA-L-tryptophan-bound P450BM3 at 2.00 Å, which suggests that the changes in selectivity observed were caused by conformational changes in the enzyme induced by binding of the decoy molecules. | |||||
| 言語 | en | |||||
| 出版者 | ||||||
| 出版者 | Royal Society of Chemistry | |||||
| 言語 | en | |||||
| 言語 | ||||||
| 言語 | eng | |||||
| 資源タイプ | ||||||
| 資源タイプresource | http://purl.org/coar/resource_type/c_6501 | |||||
| タイプ | journal article | |||||
| 出版タイプ | ||||||
| 出版タイプ | AM | |||||
| 出版タイプResource | http://purl.org/coar/version/c_ab4af688f83e57aa | |||||
| DOI | ||||||
| 関連タイプ | isVersionOf | |||||
| 識別子タイプ | DOI | |||||
| 関連識別子 | https://doi.org/10.1039/C7CY01130J | |||||
| ISSN | ||||||
| 収録物識別子タイプ | PISSN | |||||
| 収録物識別子 | 2044-4753 | |||||
| 書誌情報 |
en : Catalysis Science and Technology 巻 7, p. 3332-3338, 発行日 2017-08-07 |
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| 著者版フラグ | ||||||
| 値 | author | |||||
| URI | ||||||
| 識別子 | http://doi.org/10.1039/C7CY01130J | |||||
| 識別子タイプ | DOI | |||||
| URI | ||||||
| 識別子 | http://hdl.handle.net/2237/27359 | |||||
| 識別子タイプ | HDL | |||||
