Vinyl oxirane analog of (3S)-2,3-epoxysqualene: A substrate for oxldosqualene cyclases from yeast and from hog liver - Xiao-yi, X.; Sen, S.E.; Prestwich, G.D. (Elsevier)
A vinyl oxirane analog of (3S)-2,3-oxidosqualene was synthesized as a potential mechanism-based inactivator of oxidosqualene cyclase. Although modest inhibition was observed, the tritiated substrate was efficiently converted to a new product with no detectable label in the enzyme fraction after ion-exchange separation of enzyme and inhibitor. This product was identified as the 4α-vinyl analog of lanosterol and is produced by both fungal and vertebrate oxidosqualene cyclase. | A vinyl oxirane analog of (3S)-2,3-oxidosqualene, a potential mechanism-based inactivator of oxidosqualene cyclase, was efficiently converted to the 4α-vinyl analog of lanosterol by both fungal and vertebrate oxidosqualene cyclases.
http://linkinghub.elsevier.com/retrieve/pii/0040-4039(90)80081-V
Keywords: V