HN HO. OH 오- СОН -F Atorvastatin; the benzene ring on the left is hydroxylated.

Human Heredity: Principles and Issues (MindTap Course List)
11th Edition
ISBN:9781305251052
Author:Michael Cummings
Publisher:Michael Cummings
Chapter10: From Proteins To Phenotypes
Section: Chapter Questions
Problem 14QP: If phenylalanine was not an essential amino acid, would diet therapy (the elimination of...
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What is a step-by-step mechanism of the formation of the epoxy intermediate, starting with the Cyctochrome P450 high valent iron-oxo intermediate as your oxidant

The drug Atorvastatin (brand name is Lipitor, used to lower cholesterol levels) is 
shown below. This molecule is rapidly metabolized (t = 14 hours) by Cytochrome P450 
to a para-hydroxy derivative of the benzene ring attached to the amide group (this is 
followed by reaction of the acid group with glucose and excretion via bile). The 
Cytochrome P450-catalyzed metabolic process occurs via an epoxide intermediate.  

 

HN
HO.
OH
오-
СОН
-F
Atorvastatin; the benzene ring on the left is
hydroxylated.
Transcribed Image Text:HN HO. OH 오- СОН -F Atorvastatin; the benzene ring on the left is hydroxylated.
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