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Structural basis for olivetolic acid formation by a polyketide cyclase from Cannabis sativa
http://hdl.handle.net/10110/00019278
http://hdl.handle.net/10110/0001927826750858-ad13-437f-91db-93d8bb5fe2b9
名前 / ファイル | ライセンス | アクション |
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FEBSJ_283(6)_1088to1106_Yang (980.8 kB)
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Item type | 学術雑誌論文 / Journal Article(1) | |||||
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公開日 | 2019-02-25 | |||||
タイトル | ||||||
タイトル | Structural basis for olivetolic acid formation by a polyketide cyclase from Cannabis sativa | |||||
言語 | ||||||
言語 | eng | |||||
キーワード | ||||||
主題Scheme | Other | |||||
主題 | crystal structure | |||||
キーワード | ||||||
主題Scheme | Other | |||||
主題 | enzyme mechanism | |||||
キーワード | ||||||
主題Scheme | Other | |||||
主題 | olivetolic acid cyclase | |||||
キーワード | ||||||
主題Scheme | Other | |||||
主題 | Cannabis sativa | |||||
キーワード | ||||||
主題Scheme | Other | |||||
主題 | DABB protein | |||||
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 |
Yang, Xinmei
× Yang, Xinmei× Matsui, Takashi× Kodama, Takeshi× Mori, Takahiro× Zhou, Xiaoxi× Taura, Futoshi× Noguchi, Hiroshi× Abe, Ikuro× Morita, Hiroyuki |
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抄録 | ||||||
内容記述タイプ | Abstract | |||||
内容記述 | In polyketide biosynthesis, ring formation is one of the key diversification steps. Olivetolic acid cyclase (OAC) from Cannabis sativa, involved in cannabinoid biosynthesis, is the only known plant polyketide cyclase. In addition, it is the only functionally characterized plant a+b barrel (DABB) protein that catalyzes the C2-C7 aldol cyclization of the linear pentyl tetra-b-ketide CoA as the substrate, to generate olivetolic acid (OA). Herein, we solved the OAC apo and OAC-OA complex binary crystal structures at 1.32 and 1.70 Å resolutions, respectively. The crystal structures revealed that the enzyme indeed belongs to the DABB superfamily, as previously proposed, and possesses a unique active-site cavity containing the pentyl-binding hydrophobic pocket and the polyketide binding site, which have never been observed among the functionally and structurally characterized bacterial polyketide cyclases. Furthermore, site-directed mutagenesis studies indicated that Tyr72 and His78 function as acid/base catalysts at the catalytic center. Structural and/or functional studies of OAC suggested that the enzyme lacks thioesterase and aromatase activities. These observations demonstrated that OAC employs unique catalytic machinery utilizing the acid/base catalytic chemistry for the formation of the precursor of OA. The structural and functional insights obtained this work thus provide the foundation for analyses of the plant polyketide cyclases that will be discovered in the future. | |||||
書誌情報 |
FEBS Journal 巻 283, 号 6, p. 1088-1106, 発行日 2016-01-18 |
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ISSN | ||||||
収録物識別子タイプ | ISSN | |||||
収録物識別子 | 1742464X | |||||
ISSN | ||||||
収録物識別子タイプ | ISSN | |||||
収録物識別子 | 14321033 | |||||
DOI | ||||||
関連タイプ | isVersionOf | |||||
識別子タイプ | DOI | |||||
関連識別子 | info:doi/10.1111/febs.13654 | |||||
権利 | ||||||
権利情報 | This is the peer reviewed version of the following article: Yang, X. , Matsui, T. , Kodama, T. , Mori, T. , Zhou, X. , Taura, F. , Noguchi, H. , Abe, I. and Morita, H. (2016), Structural basis for olivetolic acid formation by a polyketide cyclase from Cannabis sativa. FEBS J, 283: 1088-1106. doi:10.1111/febs.13654, which has been published in final form at 10.1111/febs.13654. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions. | |||||
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 | |||||
資源タイプ(DSpace) | ||||||
内容記述タイプ | Other | |||||
内容記述 | Article | |||||
関係URI | ||||||
識別子タイプ | DOI | |||||
関連識別子 | https://doi.org/10.1111/febs.13654 | |||||
関連名称 | 出版社版 |