2,3-Oxidosqualene Explained

(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.[1]

The stereoisomer (R)-2,3-oxidosqualene is an inhibitor of lanosterol synthase.

References

  1. Abe I.. 2007. Enzymatic synthesis of cyclic triterpenes. Natural Product Reports. 24. 1311–31. 18033581. 10.1039/b616857b. 6.

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