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Identification and Characterization of a Cryptic Bifunctional Type I Diterpene Synthase Involved in Talaronoid Biosynthesis from a Marine-Derived Fungus.


ABSTRACT: We report the identification of the tnd biosynthetic cluster from the marine-derived fungus Aspergillus flavipes and the in vivo characterization of a cryptic type I diterpene synthase. The heterologous expression of the bifunctional terpene synthase led to the discovery of a diterpene backbone, talarodiene, harboring a benzo[a]cyclopenta[d]cyclooctane tricyclic fused ring system. The conversion of geranylgeranyl diphosphate to talarodiene was investigated using 13C-labeling studies, and stable isotope tracer experiments showed the biotransformation of talarodiene into talaronoid C.

SUBMITTER: Zhang P 

PROVIDER: S-EPMC9531244 | biostudies-literature | 2022 Sep

REPOSITORIES: biostudies-literature

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Identification and Characterization of a Cryptic Bifunctional Type I Diterpene Synthase Involved in Talaronoid Biosynthesis from a Marine-Derived Fungus.

Zhang Peng P   Wu Guangwei G   Heard Stephanie C SC   Niu Changshan C   Bell Stephen A SA   Li Fengli F   Ye Ying Y   Zhang Yonghui Y   Winter Jaclyn M JM  

Organic letters 20220920 38


We report the identification of the <i>tnd</i> biosynthetic cluster from the marine-derived fungus <i>Aspergillus flavipes</i> and the in vivo characterization of a cryptic type I diterpene synthase. The heterologous expression of the bifunctional terpene synthase led to the discovery of a diterpene backbone, talarodiene, harboring a benzo[<i>a</i>]cyclopenta[<i>d</i>]cyclooctane tricyclic fused ring system. The conversion of geranylgeranyl diphosphate to talarodiene was investigated using <sup>  ...[more]

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