Literature DB >> 7451488

Biosynthesis of 24,25-epoxycholesterol from squalene 2,3;22,23-dioxide.

J A Nelson, S R Steckbeck, T A Spencer.   

Abstract

[3H]Squalene 2,3(S);22(S),23-dioxide was prepared by incubation of [3H]mevalonate with S10 rat liver homogenate in the presence of 4,4,10 beta-trimethyl-trans-decal-3 beta-ol, a specific inhibitor of oxidosqualene cyclase (EC 5.4.99.7). Aerobic incubation of [3H]squalene 2,3(S);22(S),23-dioxide with S10 rat liver homogenate affords 24(S),25-epoxycholesterol with an efficiency comparable to that of the formation of cholesterol from squalene 2,3(S)-oxide. The product 24(S),25-epoxy-[3H]cholesterol was identified by reduction to 25-hydroxyl[3H]cholesterol and by benzoylation to 24(S),-25-epoxy[3H]cholesterol benzoate. Both the 25-hydroxy[3H]cholesterol and 24 (S),25-epoxy[3H]cholesterol benzoate were isotopically diluted and recrystallized to constant specific activity. Incubation of either [3H]squalene 2,3(S);22(S),23-dioxide or 24(S),25-epoxy[3H]cholesterol with S10 rat liver homogenate failed to produce any detectable 25-hydroxy[3H]cholesterol.

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Year:  1981        PMID: 7451488

Source DB:  PubMed          Journal:  J Biol Chem        ISSN: 0021-9258            Impact factor:   5.157


  29 in total

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