Formation of N-Hydroxyethylisoindolinone Derivatives in Fungi Requires Highly Coordinated Consecutive Oxidation Steps

IF 4.9 1区 化学 Q1 CHEMISTRY, ORGANIC Organic Letters Pub Date : 2025-03-03 DOI:10.1021/acs.orglett.5c00328
Zhang-Hai Li, Yu Dai, Jing Zhou, Li Yang, Shu-Ming Li
{"title":"Formation of N-Hydroxyethylisoindolinone Derivatives in Fungi Requires Highly Coordinated Consecutive Oxidation Steps","authors":"Zhang-Hai Li, Yu Dai, Jing Zhou, Li Yang, Shu-Ming Li","doi":"10.1021/acs.orglett.5c00328","DOIUrl":null,"url":null,"abstract":"Gene duplication significantly contributes to the diversification of biosynthetic potential and increases the structural diversity of secondary metabolites. Here, we report the second alkyl salicylaldehyde derivative biosynthetic gene cluster in <i>Penicillium roqueforti</i>, being responsible for the formation of ethanolamine-containing derivatives. Heterologous expression and feeding experiments provided evidence for their formation via collaboration and modification with one cytochrome P450 and two flavin-containing monooxygenases in a highly ordered manner before and after ethanolamine incorporation.","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":"86 1","pages":""},"PeriodicalIF":4.9000,"publicationDate":"2025-03-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic Letters","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1021/acs.orglett.5c00328","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0

Abstract

Gene duplication significantly contributes to the diversification of biosynthetic potential and increases the structural diversity of secondary metabolites. Here, we report the second alkyl salicylaldehyde derivative biosynthetic gene cluster in Penicillium roqueforti, being responsible for the formation of ethanolamine-containing derivatives. Heterologous expression and feeding experiments provided evidence for their formation via collaboration and modification with one cytochrome P450 and two flavin-containing monooxygenases in a highly ordered manner before and after ethanolamine incorporation.

Abstract Image

查看原文
分享 分享
微信好友 朋友圈 QQ好友 复制链接
本刊更多论文
基因复制极大地促进了生物合成潜力的多样化,并增加了次级代谢产物结构的多样性。在这里,我们报告了花叶青霉中第二个烷基水杨醛衍生物生物合成基因簇,它负责形成含乙醇胺的衍生物。异源表达和喂养实验证明,在乙醇胺掺入前后,它们通过与一种细胞色素 P450 和两种含黄素的单氧化酶的协作和修饰,以高度有序的方式形成。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
求助全文
约1分钟内获得全文 去求助
来源期刊
Organic Letters
Organic Letters 化学-有机化学
CiteScore
9.30
自引率
11.50%
发文量
1607
审稿时长
1.5 months
期刊介绍: Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.
期刊最新文献
Semiautomated Total Synthesis of the Cyclic Lipodepsipeptide Anikasin Palladium-Catalyzed and Photoinduced Site-Selective Alkynylation and Oxidation of the Remote C(sp3)–H Palladium/Norbornene Cooperative Catalysis 2-Fold C–H/C–X Coupling: Construction of Polycyclic Aromatic Hydrocarbons from Brominated Benzimidazoles Modular Synthesis of Monofluorinated 1,2,4-Triazoles/1,3,5-Triazines via Defluorinative Annulations of N-CF3 Imidoyl Chlorides Nickel-Catalyzed Rearranged Alkenylation of 2-Arylaziridines with Aryl Alkenes to Access Allylamines
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
现在去查看 取消
×
提示
确定
0
微信
客服QQ
Book学术公众号 扫码关注我们
反馈
×
意见反馈
请填写您的意见或建议
请填写您的手机或邮箱
已复制链接
已复制链接
快去分享给好友吧!
我知道了
×
扫码分享
扫码分享
Book学术官方微信
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术
文献互助 智能选刊 最新文献 互助须知 联系我们:info@booksci.cn
Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。
Copyright © 2023 Book学术 All rights reserved.
ghs 京公网安备 11010802042870号 京ICP备2023020795号-1