Widespread biosynthesis of 16-carbon terpenoids in bacteria
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Terpenoids are the most diverse group of specialized metabolites with numerous applications. Their biosynthesis is based on the five-carbon isoprene building block and, as a result, almost all terpenoids isolated to date are based on backbones that contain multiples of five carbon atoms. Intrigued by the discovery of an unusual bacterial terpenoid with a 16-carbon skeleton, here we investigate whether the biosynthesis of 16-carbon terpenoids is more widespread than this single example. We mine bacterial genomic information and identify potential C16 biosynthetic clusters in more than 700 sequenced genomes. We study selected clusters using a yeast synthetic biology platform and reveal that the encoded synthases produce at least 47 different noncanonical terpenoids. By thorough chemical analysis, we explain the structures of 13 C16 metabolites, most of which possess intricate highly strained bi- and tricyclic backbones. Our results unveil the existence of an extensive class of terpenoids in bacteria. [Figure not available: see fulltext.].
Originalsprog | Engelsk |
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Tidsskrift | Nature Chemical Biology |
Vol/bind | 19 |
Sider (fra-til) | 1532-1539 |
ISSN | 1552-4450 |
DOI | |
Status | Udgivet - 2023 |
Bibliografisk note
Funding Information:
We are grateful to F. Geu-Flores (University of Copenhagen) and K. Miettinen (University of Copenhagen) for critical manuscript reading. We thank J. Olsen and M. Ramirez (University of Copenhagen) for their assistance in running analytical instruments. This work was financially supported by the Novo Nordisk Foundation grant nos. NNF19OC0055204 and NNF22OC0080100 (to S.C.K.). Work at the National and Kapodistrian University of Athens was supported by the research project BioNP (grant no. 70/3/14685 to E.I.). Y.-T.D. acknowledges the Chinese Scholarship Council for a PhD scholarship (CSC grant no. 201904910446).
Publisher Copyright:
© 2023, The Author(s), under exclusive licence to Springer Nature America, Inc.
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