Enantioselective inhibition of squalene synthase by aziridine analogues of presqualene diphosphate.


Squalene synthase catalyzes the conversion of two molecules of (E,E)-farnesyl diphosphate to squalene via the cyclopropylcarbinyl intermediate, presqualene diphosphate (PSPP). Since this novel reaction constitutes the first committed step in sterol biosynthesis, there has been considerable interest and research on the stereochemistry and mechanism of the… (More)
DOI: 10.1021/jo100718z