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September 20, 2022Organic LettersOpen Access

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

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Authors

PZPeng ZhangGWGuangwei WuSHStephanie C. Heard

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Overview

Experimental study reveals the biosynthetic pathway of talaronoid C in Aspergillus flavipes, highlighting the role of a cryptic bifunctional diterpene synthase.

Key Points

  • Identify and characterize the cryptic diterpene synthase responsible for talaronoid biosynthesis in the marine-derived fungus Aspergillus flavipes.
  • Identified the tnd biosynthetic gene cluster from Aspergillus flavipes and performed in vivo heterologous expression of a cryptic bifunctional type I diterpene synthase.
  • Conducted 13C-labeling and stable isotope tracer experiments to track the enzymatic cyclization of geranylgeranyl diphosphate into downstream metabolites.
  • Heterologous expression of the diterpene synthase generated talarodiene, a novel diterpene backbone featuring a benzo[a]cyclopenta[d]cyclooctane tricyclic fused ring system.
  • Isotopic labeling demonstrated that geranylgeranyl diphosphate converts directly into talarodiene, which undergoes biotransformation to form talaronoid C.

Cite This Study

Zhang et al. (2022) studied this question.

synapsesocial.com/papers/6a9ffe96445f3771f4e620fehttps://doi.org/10.1021/acs.orglett.2c02904
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