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2,3-Oxidosqualene
2,3-Squalene oxide Squalene epoxide Squalene-2,3-epoxide
(S)-2,3-Oxidosqualene ((S)-2,3-epoxysqualene) is an intermediate in the synthesis of the cell membrane sterol precursors lanosterol and cycloartenol, as well as saponins. It is formed when squalene is oxidized by the enzyme squalene monooxygenase. 2,3-Oxidosqualene is the substrate of various oxidosqualene cyclases, including lanosterol synthase, which produces lanosterol, a precursor to cholesterol.
The stereoisomer (R)-2,3-oxidosqualene is an inhibitor of lanosterol synthase.
References
References
- Abe I.. (2007). "Enzymatic synthesis of cyclic triterpenes". Natural Product Reports.
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