Deceptive Complexity in Formation of Cleistantha-8,12-diene.

Jin Liang Amy T Merrill Croix J LaconsayAnwei HouQingyu PuJeroen S Dickschat Dean Joseph Tantillo Qinqin Shen Reuben J Peters

Published in: Organic letters (2022)

A barley diterpene synthase (HvKSL4) was found to produce (14 S )-cleistantha-8,12-diene ( 1 ). Formation of the nearly planar cyclohexa-1,4-diene configuration leaves the ring poised for aromatization, but necessitates a deceptively complicated series of rearrangements steered through a complex energetic landscape, as elucidated here through quantum chemical calculations and labeling studies.

Keyphrases

molecular dynamics
molecular dynamics simulations
density functional theory
monte carlo
single cell
case control