Formation of the B Ring in Steroids and Hopanoids from Squalene
✍ Scribed by B. Andes Hess Jr.
- Publisher
- John Wiley and Sons
- Year
- 2004
- Tongue
- English
- Weight
- 192 KB
- Volume
- 2004
- Category
- Article
- ISSN
- 1434-193X
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✦ Synopsis
Abstract
A theoretical conformational study based on density functional calculations provides evidence that the sterol and nonsterol cyclizations of squalene to triterpenes are controlled by conformational effects as has been previously suggested. It was found that different conformers of a model system of squalene give rise to the chair−boat conformation found in the steroids and the chair−chair conformation of the pentacyclic 3‐deoxytriterpenes for their A and B rings. It is suggested that the enzymes play a key role in holding the substrate in the proper orientation for these cyclizations to occur. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)
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