Protonation-Initiated Cyclization by a Class II Terpene Cyclase Assisted by Tunneling.

ABSTRACT: Terpenes represent one of the most diversified classes of natural products with potent biological activities. The key to the myriad of polycyclic terpene skeletons with crucial functions in organisms from all kingdoms of life are terpene cyclase enzymes. These biocatalysts enable stereospecific cyclization of relatively simple, linear, prefolded polyisoprenes by highly complex, partially concerted, electrophilic cyclization cascades that remain incompletely understood. Herein, additional mechanistic light is shed on terpene biosynthesis by kinetic studies in mixed H₂ O/D₂ O buffers of a class II bacterial ent-copalyl diphosphate synthase. Mass spectrometry determination of the extent of deuterium incorporation in the bicyclic product, reminiscent of initial carbocatio

SUBMITTER: Eriksson A 

PROVIDER: S-EPMC5725671 | biostudies-literature | 2017 Dec

REPOSITORIES: biostudies-literature