Tohru Abe, Tohru Taniguchi, Daijiro Ueda, Takashi Abe, Tsutomu Sato
{"title":"Expanding the Diversity of the Terpene Skeleton and Structure through Identification of Noncanonical Class IE and IF Terpene Synthase-Formed Products","authors":"Tohru Abe, Tohru Taniguchi, Daijiro Ueda, Takashi Abe, Tsutomu Sato","doi":"10.1021/acs.orglett.5c01879","DOIUrl":null,"url":null,"abstract":"Noncanonical class IE and IF terpene synthases have recently been discovered from bacterial genomes through the nonsequence-similarity-based method: protein-structural-model-based genome mining. This study identified the class IE product as a new diterpene comprising the first hydrocarbon skeleton among all terpenoids. The skeleton with a 6/6/6-fused tricyclic structure and six methyl groups could be synthesized through an unprecedented terpene-forming reaction. The class IF product was identified as a new brasilane-type sesquiterpene.","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":"134 1","pages":""},"PeriodicalIF":4.9000,"publicationDate":"2025-06-02","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.5c01879","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
Noncanonical class IE and IF terpene synthases have recently been discovered from bacterial genomes through the nonsequence-similarity-based method: protein-structural-model-based genome mining. This study identified the class IE product as a new diterpene comprising the first hydrocarbon skeleton among all terpenoids. The skeleton with a 6/6/6-fused tricyclic structure and six methyl groups could be synthesized through an unprecedented terpene-forming reaction. The class IF product was identified as a new brasilane-type sesquiterpene.
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.