Squalene synthetase. Inhibition by an ammonium analogue of a carbocationic intermediate in the conversion of presqualene pyrophosphate to squalene

…, MD Thompson, RG Gaughan, CD Poulter

Index: Sandifer, Ronda M.; Thompson, Michael D.; Gaughan, Roger G.; Poulter, C. Dale Journal of the American Chemical Society, 1982 , vol. 104, # 25 p. 7376 - 7378

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Citation Number: 62

Abstract

L) sequence shown in Scheme I. 9 Subsequent model studies demonstrated that the rearrangement of 2 to 3 is not kinetically or thermodynamically preferred in solution and that squalene synthetase must exert strict control on the cationic intermediates to achieve the regiospecificity required for biosynthesis of sq~ alene.'~~'~-~~ We suggested that regiocontrol is in fact the expected consequence when the tight ion pair between 2 and PP ...