• 文献检索
  • 文档翻译
  • 深度研究
  • 学术资讯
  • Suppr Zotero 插件Zotero 插件
  • 邀请有礼
  • 套餐&价格
  • 历史记录
应用&插件
Suppr Zotero 插件Zotero 插件浏览器插件Mac 客户端Windows 客户端微信小程序
定价
高级版会员购买积分包购买API积分包
服务
文献检索文档翻译深度研究API 文档MCP 服务
关于我们
关于 Suppr公司介绍联系我们用户协议隐私条款
关注我们

Suppr 超能文献

核心技术专利:CN118964589B侵权必究
粤ICP备2023148730 号-1Suppr @ 2026

文献检索

告别复杂PubMed语法,用中文像聊天一样搜索,搜遍4000万医学文献。AI智能推荐,让科研检索更轻松。

立即免费搜索

文件翻译

保留排版,准确专业,支持PDF/Word/PPT等文件格式,支持 12+语言互译。

免费翻译文档

深度研究

AI帮你快速写综述,25分钟生成高质量综述,智能提取关键信息,辅助科研写作。

立即免费体验

盘基网柄菌的二萜环化酶β-蒎烯合酶和棒状链霉菌的氢化芘合酶的作用机制。

Mechanisms of the Diterpene Cyclases β-Pinacene Synthase from Dictyostelium discoideum and Hydropyrene Synthase from Streptomyces clavuligerus.

作者信息

Rinkel Jan, Rabe Patrick, Chen Xinlu, Köllner Tobias G, Chen Feng, Dickschat Jeroen S

机构信息

Kekulé-Institute of Organic Chemistry and Biochemistry, University of Bonn, Gerhard-Domagk-Straße 1, 53121, Bonn, Germany.

Department of Plant Sciences, University of Tennessee, 2431 Joe Johnson Drive, Knoxville, TN, 37996-4561, USA.

出版信息

Chemistry. 2017 Aug 4;23(44):10501-10505. doi: 10.1002/chem.201702704. Epub 2017 Jul 11.

DOI:10.1002/chem.201702704
PMID:28696553
Abstract

Two diterpene cyclases, one from the social amoeba Dictyostelium discoideum and the other from the bacterium Streptomyces clavuligerus, with products containing a Z-configured double bond between the original C2 and C3 of geranylgeranyl diphosphate, were extensively investigated for their mechanisms through isotopic labelling experiments. The participation of geranyllinalyl diphosphate, in analogy to the role of linalyl and nerolidyl diphosphate for mono- and sesquiterpene biosynthesis, as an intermediate towards diterpenes with a Z-configured C2=C3 double bond is discussed.

摘要

通过同位素标记实验,对两种二萜环化酶进行了广泛的机制研究,其中一种来自社会性变形虫盘基网柄菌,另一种来自细菌克拉维链霉菌,它们的产物在香叶基香叶基二磷酸的原始C2和C3之间含有一个Z构型的双键。本文讨论了香叶基芳樟基二磷酸作为具有Z构型C2 = C3双键的二萜生物合成中间体的参与情况,这类似于芳樟基二磷酸和橙花叔基二磷酸在单萜和倍半萜生物合成中的作用。

相似文献

1
Mechanisms of the Diterpene Cyclases β-Pinacene Synthase from Dictyostelium discoideum and Hydropyrene Synthase from Streptomyces clavuligerus.盘基网柄菌的二萜环化酶β-蒎烯合酶和棒状链霉菌的氢化芘合酶的作用机制。
Chemistry. 2017 Aug 4;23(44):10501-10505. doi: 10.1002/chem.201702704. Epub 2017 Jul 11.
2
Diterpene Biosynthesis in Actinomycetes: Studies on Cattleyene Synthase and Phomopsene Synthase.放线菌二萜生物合成:卡特烯合酶和腐皮镰刀菌素合酶的研究。
Angew Chem Int Ed Engl. 2019 Jul 1;58(27):9230-9233. doi: 10.1002/anie.201902950. Epub 2019 May 24.
3
Genome mining in Streptomyces clavuligerus: expression and biochemical characterization of two new cryptic sesquiterpene synthases.棒状链霉菌的基因组挖掘:两种新型隐秘倍半萜合酶的表达及生化特性分析
Chem Biol. 2011 Jan 28;18(1):32-7. doi: 10.1016/j.chembiol.2010.11.008.
4
Terpene Cyclases from Social Amoebae.粘菌萜烯环化酶。
Angew Chem Int Ed Engl. 2016 Dec 5;55(49):15420-15423. doi: 10.1002/anie.201608971. Epub 2016 Nov 10.
5
Characterisation of three terpene synthases for β-barbatene, β-araneosene and nephthenol from social amoebae.从社会阿米巴中鉴定出三种萜烯合酶,用于β-石竹烯、β-石竹烯和萘酚。
Chem Commun (Camb). 2019 Oct 31;55(88):13255-13258. doi: 10.1039/c9cc07681f.
6
Telescoping a Prenyltransferase and a Diterpene Synthase to Transform Unnatural FPP Derivatives to Diterpenoids.将 prenyltransferase 和 diterpene synthase 缩合,将非天然 FPP 衍生物转化为二萜类化合物。
Org Lett. 2024 Jul 19;26(28):5888-5892. doi: 10.1021/acs.orglett.4c01670. Epub 2024 Jul 8.
7
Mechanism and stereochemistry of the germacradienol/germacrene D synthase of Streptomyces coelicolor A3(2).天蓝色链霉菌A3(2)的吉马烯二醇/吉马烯D合酶的作用机制和立体化学
J Am Chem Soc. 2004 Mar 10;126(9):2678-9. doi: 10.1021/ja039929k.
8
Cyclization mechanism of phomopsene synthase: mass spectrometry based analysis of various site-specifically labeled terpenes.叶茎点霉烯合酶的环化机制:基于质谱法对各种位点特异性标记萜类化合物的分析
J Antibiot (Tokyo). 2017 May;70(5):632-638. doi: 10.1038/ja.2017.27. Epub 2017 Mar 8.
9
Mono and diterpene production in Escherichia coli.大肠杆菌中一元和二元萜类化合物的生产。
Biotechnol Bioeng. 2004 Jul 20;87(2):200-12. doi: 10.1002/bit.20128.
10
Ancestral diterpene cyclases show increased thermostability and substrate acceptance.祖先二萜环化酶显示出更高的热稳定性和底物接受能力。
FEBS J. 2018 Dec;285(24):4660-4673. doi: 10.1111/febs.14686. Epub 2018 Nov 16.

引用本文的文献

1
Discovery of bacterial terpenoids by genome mining.通过基因组挖掘发现细菌萜类化合物。
Methods Enzymol. 2025;717:349-385. doi: 10.1016/bs.mie.2025.01.078. Epub 2025 Mar 12.
2
Biosynthesis of the Red Algal Diterpene Peyssonnosol in Bacteria.红藻二萜类化合物佩森诺醇在细菌中的生物合成。
Angew Chem Int Ed Engl. 2025 Aug 18;64(34):e202507752. doi: 10.1002/anie.202507752. Epub 2025 Jul 2.
3
Exploring and expanding the natural chemical space of bacterial diterpenes.探索和拓展细菌二萜类化合物的天然化学空间。
Nat Commun. 2025 Apr 19;16(1):3721. doi: 10.1038/s41467-025-57145-6.
4
Enzyme-Catalysed Formation of Hydrocarbon Scaffolds from Geranylgeranyl Diphosphate Analogs with Shifted Double Bonds.通过双键移位的香叶基香叶基二磷酸类似物进行酶催化形成烃骨架。
Chemistry. 2025 Apr 22;31(23):e202500712. doi: 10.1002/chem.202500712. Epub 2025 Mar 21.
5
Mining coral-derived terpene synthases and mechanistic studies of the coral biflorane synthase.挖掘源自珊瑚的萜类合酶及珊瑚双花烷合酶的机制研究
Sci Adv. 2025 Feb 28;11(9):eadv0805. doi: 10.1126/sciadv.adv0805. Epub 2025 Feb 26.
6
Functional Redundancy and Dual Function of a Hypothetical Protein in the Biosynthesis of Eunicellane-Type Diterpenoids.在海洋生源二萜类化合物尤尼醇型的生物合成中,一种假定蛋白的功能冗余和双重功能。
ACS Chem Biol. 2024 Nov 15;19(11):2314-2322. doi: 10.1021/acschembio.4c00413. Epub 2024 Nov 1.
7
Biosynthesis, enzymology, and future of eunicellane diterpenoids.海洋天然产物中的萜类化合物
J Ind Microbiol Biotechnol. 2023 Feb 17;50(1). doi: 10.1093/jimb/kuad027.
8
Fragmentation and [4 + 3] cycloaddition in sodorifen biosynthesis.索多芬生物合成中的片段化和 [4 + 3] 环加成反应。
Nat Chem. 2023 Aug;15(8):1164-1171. doi: 10.1038/s41557-023-01223-z. Epub 2023 May 29.
9
Diterpene Biosynthesis from Geranylgeranyl Diphosphate Analogues with Changed Reactivities Expands Skeletal Diversity.从具有改变的反应性的香叶基香叶基二磷酸类似物合成二萜生物合成扩展了骨架多样性。
Angew Chem Int Ed Engl. 2022 Oct 24;61(43):e202211054. doi: 10.1002/anie.202211054. Epub 2022 Sep 21.
10
Understanding the competing pathways leading to hydropyrene and isoelisabethatriene.了解通往氢化芘和异伊丽沙白三烯的竞争途径。
Beilstein J Org Chem. 2022 Aug 4;18:972-978. doi: 10.3762/bjoc.18.97. eCollection 2022.