Comparison of the behavior of oxidosqualene cyclases from pig liver and yeast toward epoxy-squalene analogues possessing a Δ Z or E C, C Double bond.

A. Krief, P. Pasau, L. Quéré

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Résumé

2,3-Oxidosqualene analogues possessing a Δ double bond with the natural E-stereochemistry 1b-d are cyclised by pig liver sterol cyclase or "ultrasonically stimulated⌉ bakers' yeast (Saccharomyces cerevisiae) whereas their stereoisomers possessing a Δsu18-19 double bond with the unnatural Z-stereochemistry 1′ possess a different behaviour toward the same cyclases. They are still cyclised by pig liver sterol cyclase but are inert toward "ultrasonically stimulated" bakers' yeast. 2,3-Oxidosqualene analogues possessing a Δ double bond with the natural E-stereochemistry are cyclised by pig liver sterol cyclase or "ultrasonically stimulated" bakers' yeast (Saccharomyces cerevisiae) whereas their stereoisomers possessing a Δ double bond with the unnatural Z-stereochemistry possess a different behaviour toward the same cyclases. They are still cyclised by pig liver sterol cyclase but are inert toward "ultrasonically stimulated" bakers' yeast.
langue originaleAnglais
Pages (de - à)365-368
Nombre de pages4
journalBioorganic & Medicinal Chemistry Letters
Volume1
Numéro de publication7
Etat de la publicationPublié - 1 janv. 1991

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