The biosynthesis of cholesterol as outlined in Mechanism 24.1 is admittedly quite

Chapter 24, Problem 24.13

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The biosynthesis of cholesterol as outlined in Mechanism 24.1 is admittedly quite complicated. It will aid your understanding of the process if you consider the following questions: (a) Which carbon atoms of squalene 2,3-epoxide correspond to the doubly bonded carbons of cholesterol? (b) Which two hydrogen atoms of squalene 2,3-epoxide are the ones that migrate in step 4? (c) Which methyl group of squalene 2,3-epoxide becomes the methyl group at the C,D ring junction of cholesterol? (d) What three methyl groups of squalene 2,3-epoxide are lost during the conversion of lanosterol to cholesterol?

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