1969Journal of the Chemical Society D Chemical CommunicationsRequires access

Stereochemistry of sterol biosynthesis: interrelationship of the terminal methyl groups in squalene, the C-1,1? methyls in squalene 2,3-oxide, and the C-30,31 methyls in lanosterol

K. J. Stone, William R. Roeske, R.B. Clayton, Eugene E. Van Tamelen

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Abstract

The trans-terminal methyls of squalene derive from C-2 of mevalonic acid, and the conversion of squalene in turn into squalene 2,3-oxide and lanosterol occurs without interchange of isopropylidene methyls, so that C-2 of mevalonic acid provides the 4α-methyl group of lanosterol.

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What this paper is about

The trans-terminal methyls of squalene derive from C-2 of mevalonic acid, and the conversion of squalene in turn into squalene 2,3-oxide and lanosterol occurs without interchange of isopropylidene methyls, so that C-2 of mevalonic acid provides the 4α-methyl group of lanosterol.

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Available abstract

The trans-terminal methyls of squalene derive from C-2 of mevalonic acid, and the conversion of squalene in turn into squalene 2,3-oxide and lanosterol occurs without interchange of isopropylidene methyls, so that C-2 of mevalonic acid provides the 4α-methyl group of lanosterol.

Key concepts: Squalene, Lanosterol, Chemistry, Stereochemistry, Mevalonic acid, Sterol, Terpenoid, Biosynthesis

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Stereochemistry of sterol biosynthesis: interrelationship of the terminal methyl groups in squalene, the C-1,1? methyls in squalene 2,3-oxide, and the C-30,31 methyls in lanosterol — Research Paper | ScholarLens