Giner J L, Djerassi C
Department of Chemistry, Stanford University, CA 94305.
Biochem Biophys Res Commun. 1990 Nov 30;173(1):60-6. doi: 10.1016/s0006-291x(05)81021-6.
Using yeast microsomes, 23-hydroxysterols were tested as intermediates in the formation of the sterol side delta 22-double bond. No evidence could be found supporting a two-stage mechanism of desaturation via hydroxylation and dehydration. Sterols with various side chains were tested as substrates. Those with alkyl substituents in the 24-alpha position were poor substrates. A series of sterols, including cyclopropyl sterols, were tested as mechanism-based inhibitors without success. Inhibition was observed with an isocyano-sterol.