Potency and inactivation rates of analogues of an irreversible inhibitor of vertebrate oxidosqualene cyclase

Article abstract of DOI:10.1016/S0960-894X(97)00008-5

Truncated, 22(23)-dihydro, and fluorinated analogues of (3S)-29-methylidene-2,3-oxidosqualene (29-MOS) were prepared and inhibitory potencies and rates of inactivation of rat oxidosqualene cyclase were measured. Rapid mechanism-based enzyme inactivation was observed for both methylidene and difluoromethylidene analogues with complete pro-side chains, but not for truncated analogues.