Fig. 1: Biosynthetic pathway of vibralactone (1). | Nature Communications

Fig. 1: Biosynthetic pathway of vibralactone (1).

From: A flavin-monooxygenase catalyzing oxepinone formation and the complete biosynthesis of vibralactone

Fig. 1

This study demonstrates that 4-hydroxybenzoate (2) is converted by the UbiA prenyltransferases (VibP1/VibP2) into 4, which is reduced stepwise to the corresponding aldehyde (5) by catalysis of the carboxylic acid reductase BvCAR and the following benzylic alcohol (6) by aldehyde reductases (BvARs). Subsequently, 6 undergoes ring-expansive oxygenation catalyzed by an NADPH/FAD-dependent monooxygenase VibO to generate the oxepinone unit in 3. Cyclization of 3 to vibralactone (1) by the action of VibC was found before16.

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