Issue 4, 2015

Modulation of inherent dynamical tendencies of the bisabolyl cation via preorganization in epi-isozizaene synthase

Abstract

The relative importance of preorganization, selective transition state stabilization and inherent reactivity are assessed through quantum chemical and docking calculations for a sesquiterpene synthase (epi-isozizaene synthase, EIZS). Inherent reactivity of the bisabolyl cation, both static and dynamic, appears to determine the pathway to product, although preorganization and selective binding of the final transition state structure in the multi-step carbocation cascade that forms epi-isozizaene appear to play important roles.

Graphical abstract: Modulation of inherent dynamical tendencies of the bisabolyl cation via preorganization in epi-isozizaene synthase

Supplementary files

Article information

Article type
Edge Article
Submitted
07 Dec 2014
Accepted
30 Jan 2015
First published
02 Feb 2015
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY-NC license

Chem. Sci., 2015,6, 2347-2353

Modulation of inherent dynamical tendencies of the bisabolyl cation via preorganization in epi-isozizaene synthase

R. P. Pemberton, K. C. Ho and D. J. Tantillo, Chem. Sci., 2015, 6, 2347 DOI: 10.1039/C4SC03782K

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