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, W. R. Roeske, R. B. Clayton, E. E. Van Tamelen

Research output: Contribution to journalArticle

22 Scopus citations

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.

Original languageEnglish (US)
Pages (from-to)530-532
Number of pages3
JournalJournal of the Chemical Society D: Chemical Communications
Issue number10
DOIs
StatePublished - Dec 1 1969
Externally publishedYes

ASJC Scopus subject areas

  • Molecular Medicine

Fingerprint Dive into the research topics of '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'. Together they form a unique fingerprint.

  • Cite this