A detailed view on 1,8-cineol biosynthesis by Streptomyces clavuligerus.

ABSTRACT: The stereochemical course of the cyclisation reaction catalysed by the bacterial 1,8-cineol synthase from Streptomyces clavuligerus was investigated using stereospecifically deuterated substrates. In contrast to the well investigated plant enzyme from Salvia officinalis, the reaction proceeds via (S)-linalyl diphosphate and the (S)-terpinyl cation, while the final cyclisation reaction is in both cases a syn addition, as could be shown by incubation of (2-¹³C)geranyl diphosphate in deuterium oxide.

SUBMITTER: Rinkel J 

PROVIDER: S-EPMC5238540 | biostudies-literature | 2016

REPOSITORIES: biostudies-literature