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Journal Articles Nature Chemical Biology Year : 2018

Sarpagan bridge enzyme has substrate-controlled cyclization and aromatization modes

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Abstract

Cyclization reactions that create complex polycyclic scaffolds are hallmarks of alkaloid biosynthetic pathways. We present the discovery of three homologous cytochrome P450s from three monoterpene indole alkaloid-producing plants (Rauwolfia serpentina, Gelsemium sempervirens and Catharanthus roseus) that provide entry into two distinct alkaloid classes, the sarpagans and the β-carbolines. Our results highlight how a common enzymatic mechanism, guided by related but structurally distinct substrates, leads to either cyclization or aromatization.

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hal-02527530 , version 1 (01-04-2020)

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Thu-Thuy Dang, Jakob Franke, Ines Soares Teto Carqueijeiro, Chloe Langley, Vincent Courdavault, et al.. Sarpagan bridge enzyme has substrate-controlled cyclization and aromatization modes. Nature Chemical Biology, 2018, 14 (8), pp.760-763. ⟨10.1038/s41589-018-0078-4⟩. ⟨hal-02527530⟩

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