Collect. Czech. Chem. Commun.
2008, 73, 786-794
https://doi.org/10.1135/cccc20080786
The Concerted Nature of the Enzymatic Cyclization of Rings A-D of Squalene to Hopene
B. Andes Hess, Jr.a,* and Lidia Smenteka,b
a Department of Chemistry, Vanderbilt University, Nashville, Tennessee 37235, U.S.A.
b Institute of Physics, N. Copernicus University, 87-100 Toruń, Poland
Abstract
A conformational analysis of squalene encapsulated in squalene-hopene cyclase has been performed based on Schulz's X-ray structure and our DFT calculations. Based on this analysis it is concluded that the formation of rings A-D in the cyclization of squalene are likely to be a concerted but highly asynchronous reaction.
Keywords: Squalene; Steroid biosynthesis; Hopene; Carbocation cyclizations.
References: 19 live references.
