Chemistry for Today: General, Organic, and Biochemistry
9th Edition
ISBN:9781305960060
Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Publisher:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Chapter20: Enzymes
Section: Chapter Questions
Problem 20.22E
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Question
Aspirin is an anti-inammatory agent because it inhibits the conversion of arachidonic acid to prostaglandins by the transfer of its acetyl group (CH3CO –) to an OH group at the active site of an enzyme (Section 19.6). This reaction, called transesterication, results in the conversion of one ester to another by a nucleophilic acyl substitution reaction. Draw a stepwise mechanism for the given transesterication.
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