期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 140, 期 2, 页码 582-585出版社
AMER CHEMICAL SOC
DOI: 10.1021/jacs.7b10909
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资金
- New Zealand Ministry of Business, Innovation, and Employment [UOCX1405]
- New Zealand Ministry of Business, Innovation & Employment (MBIE) [UOCX1405] Funding Source: New Zealand Ministry of Business, Innovation & Employment (MBIE)
Nodulisporic acids comprise a group of valuable indole diterperies that exhibit potent insecticidal activities. We report the identification of a ,gene cluster in the genome of the filamentous fungus Hypoxylon pulicicidum (Nodulisporium sp.) that contains genes responsible for the biosynthesis of nodulisporic acids. Using Penicillium paxilli as a heterologous host, and through pathway reconstitution experiments, we identified the function of four genes involved in the biosynthesis of the nodulisporic add core compound, nodulisporic acid F (NAF). Two of these genes (nodM and nodW) are especially significant as they encode enzymes with previously unreported functionality: nodM encodes a 3-geranylgeranylindole epoxidase capable of catalyzing only a single epoxidation step to prime formation of the distinctive ring structure of nodulisporic acids, and nodW encodes the first reported gene product capable of introducing a carboxylic acid moiety to an indole diterpene core structure that acts as a reactive handle for further modification. Here, we present the enzymatic basis for the biosynthetic branch point that gives rise to nodulisporic acids.
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