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Sarpagan bridge enzyme has substrate-controlled cyclization and aromatization modes.

Nat. Chem. Biol.. 2018; 
Dang Thu-Thuy T,Franke Jakob,Carqueijeiro Ines Soares Teto,Langley Chloe,Courdavault Vincent,O'Connor Sar
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摘要

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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