l37 - The biosynthesis of cholesterol. O S C oA thiolase S...

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O The biosynthesis of cholesterol. S CoA O O CoASH O S thiola s e O ~ Claisen Reaction S S 3-hydroxy-3- methylglutaryl- CoA synthetase ~ Aldol Reaction mevalonate 3-hydroxy-3- methylglutaryl- CoA reductase OH O O S O O O 2 NADH 2 NAD OPO 3 3- O isopentenyl pyrophosphate OP 2 O 6 3- O 2 O 6 3- The biosynthesis of cholesterol. 2 O 6 3- O P O O P O O = isopentenyl pyrophosphate = OPP OO O O HO P P O O O + isoprene Fundamental Building Block There is a enzyme that can isomerize b to a. Which is more stable? enzyme a b Upon ionization of the \ OPP group, which of the following compounds would form the most stable cation? enzyme a b What is the structure of the final product formed when b reacts with the cation of a? a b enzyme OPP OPP OPP A BC OPP OPP OPP D E F The biosynthesis of cholesterol.
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OPP isopentenyl pyrophosphate H Farnesyl pyrophosphate Geranyl pyrophosphate H Geranyl pyrophosphate OPP H + limonene H + OPP Draw the carbocation intermediate :Base A B C D E H Terpenes α -terpinyl cation (S)-limonene
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This note was uploaded on 01/09/2011 for the course CHE 322 taught by Professor Staff during the Spring '08 term at SUNY Stony Brook.

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l37 - The biosynthesis of cholesterol. O S C oA thiolase S...

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