Isolation, stereochemistry, and biosynthesis of Šormosterol, a novel cyclopropane-containing sponge sterol

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Title:Isolation, stereochemistry, and biosynthesis of Šormosterol, a novel cyclopropane-containing sponge sterol
Creators:
Silva, Christopher J.
Djerassi, Carl
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 56, 5, pp. 1093-1105

Abstract

Šormosterol ((24<i>R</i>)-24,25-methylenecholesterol, <i>XVIII</i>, a product of the novo sterol biosynthesis in the marine sponge <i>Lissodendoryx topsenti</i>, was shown, trough the use of suitably labeled precursors, to be a new alternative product of the initial S-adenosylmethionine (SAM) methylation of the 24,25 double bond in the sterol side chain. Additional labeling experiments demonstrated that the cyclopropane ring is not further modifies in vivo by the sponge.

Title:Isolation, stereochemistry, and biosynthesis of Šormosterol, a novel cyclopropane-containing sponge sterol
Creators:
Silva, Christopher J.
Djerassi, Carl
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:56
Number:5
Page Range:pp. 1093-1105
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc19911093UNSPECIFIED
ID Code:5027
Item Type:Article
Deposited On:22 Feb 2010 11:28
Last Modified:22 Feb 2010 10:29

Citation

Silva, Christopher J.; Djerassi, Carl (1991) Isolation, stereochemistry, and biosynthesis of Šormosterol, a novel cyclopropane-containing sponge sterol. Collection of Czechoslovak Chemical Communications, 56 (5). pp. 1093-1105. ISSN 0010-0765

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