Chemistry: The Molecular Science
5th Edition
ISBN:9781285199047
Author:John W. Moore, Conrad L. Stanitski
Publisher:John W. Moore, Conrad L. Stanitski
Chapter11: Chemical Kinetics: Rates Of Reactions
Section: Chapter Questions
Problem 83QRT
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Question
PGF2α (Section 4.15) is synthesized in cells from arachidonic acid (C20H32O2) using a cyclooxygenase enzyme that catalyzes a multistep radical pathway. Part of this process involves the conversion of radical A to PGG2, an unstable
intermediate, which is then transformed to PGF2α and other prostaglandins. Draw a stepwise mechanism for the conversion of A to PGG2. (Hint: The mechanism begins with radical addition to a carbon–carbon double bond to form a resonance-stabilized radical.)
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