Biosynthesis of sydonol reveals a new bisabolene cyclase and an unusual P450 aromatase.

Abstract

In this work, the biosynthetic gene cluster and assembly line of sydonol were discovered and identified. As a result, and importantly, two unusual chemical conversions catalyzed by a new bisabolene cyclase and an unusual P450 aromatase were revealed: (1) cyclization of FPP to form 2, which involves a unique 1,5-proton transfer and a 1,7-hydride shift; and (2) aromatization of a bisabolene skeleton in the synthesis of 7.