Formation of Ring A in the Biosynthesis of Hopanoids from Squalene. A Density Functional Study

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Title:Formation of Ring A in the Biosynthesis of Hopanoids from Squalene. A Density Functional Study
Creators:
Hess, B. Andes
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 69, 1, pp. 261-266
Uncontrolled Keywords:<i>Ab initio</i> calculations, Cyclizations, Reaction mechanism, Biosynthesis, Triterpenes, DTF calculations, Steroids, Squalene

Abstract

Density functional calculations were carried out on the ring closure of the 2,6-dimethyloct-6-en-2-yl cation to a chair conformer of the 1,2,3,3-tetramethylcyclohexyl cation as a model for the first step in the biosynthetic cyclization of squalene to the triterpene hopanoids. The concerted reaction was found to have an activation energy of 4.6 kcal/mol and to be exothermic by 11.5 kcal/mol. <p>

Title:Formation of Ring A in the Biosynthesis of Hopanoids from Squalene. A Density Functional Study
Creators:
Hess, B. Andes
Uncontrolled Keywords:<i>Ab initio</i> calculations, Cyclizations, Reaction mechanism, Biosynthesis, Triterpenes, DTF calculations, Steroids, Squalene
Divisions:Life and Chemical Sciences > Institute of Organic Chemistry and Biochemistry > Collection of Czechoslovak Chemical Communications
Journal or Publication Title:Collection of Czechoslovak Chemical Communications
Volume:69
Number:1
Page Range:pp. 261-266
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc20040261UNSPECIFIED
ID Code:2207
Item Type:Article
Deposited On:06 Feb 2009 17:16
Last Modified:06 Feb 2009 16:16

Citation

Hess, B. Andes (2004) Formation of Ring A in the Biosynthesis of Hopanoids from Squalene. A Density Functional Study. Collection of Czechoslovak Chemical Communications, 69 (1). pp. 261-266. ISSN 0010-0765

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