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Biosynthetic, studies of marine lipids. 21. Experimental demonstration of a biosynthetic interconversion of cyclopropene sterols in the sponge calyx nicaeensis

โœ Scribed by George A. Doss; Christian Margot; Guido Sodano; Carl Djerassi


Publisher
Elsevier Science
Year
1988
Tongue
French
Weight
280 KB
Volume
29
Category
Article
ISSN
0040-4039

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โœฆ Synopsis


In vivo isomerization of cyclopropenes has been demonstrated for the first time through feeding experiments of appropriately labeled cyclopropene sterols (lc-4c) in the sponge Calyx nicaeensis.


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Biosynthetic studies of marine lipids 18
โœ Sohail Malik; Ivan L. Stoilov; Carl Djerassi ๐Ÿ“‚ Article ๐Ÿ“… 1988 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 226 KB

Through appropriate labeling experiments, it was shown that the unusual sterol 3B-(hydroxymethyl)-A-nor-Sa-cholest-15-ene ( 1) is generated by ring contraction of dietary cholesterol followed by the introduction of the 15-16 double bond, rather than by ring contraction of 15-dehydrocholesterol (4).