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Updated: Feb 1, 2026

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Published on: October 19, 2015
Reaction Mechanism of a Nonheme Iron Enzyme Catalyzed Oxidative Cyclization via C-C Bond Formation
Wei-Chen Chang1, Zhi-Jie Yang2, Yueh-Hua Tu2
1Department of Chemistry , North Carolina State University , Raleigh , North Carolina 27695 , United States.
Abstract:
A complementary study including design of mechanistic probes, biochemical assays, model analysis, and liquid chromatography coupled mass spectrometry was conducted to establish the reaction mechanism for a nonheme iron enzyme catalyzed (-)-podophyllotoxin formation. Our results indicate that the originally proposed hydroxylated intermediate is unlikely to be involved in this reaction. Instead, the formation of benzylic radical/carbocation intermediate can be utilized to trigger the C-C bond formation to construct the C-ring of (-)-podophyllotoxin.
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