Chemistry
Chemistry
10th Edition
ISBN: 9781305957404
Author: Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher: Cengage Learning
Bartleby Related Questions Icon

Related questions

bartleby

Concept explainers

Question
4. An enzyme (acetoacetate decarboxylase) catalyzes the decarboxylation of acetoacetate. The mechanism has
been studied extensively; concluding that the key bond-breaking step involves an enamine as a leaving
group.
Draw a curved arrow mechanism in the boxes below. Label the "iminium” and then "enamine" and
then "iminium" as three consecutive intermediates in the mechanism. Note that the acid is stoichiometric
PLUS catalytic. (Hint: acid-base involving oxygen should be drawn concerted with other steps)
Enz
(cat.)
NH2
EnzAH
EnzAH (cat.)
O=U=0
Θ
EnzA
expand button
Transcribed Image Text:4. An enzyme (acetoacetate decarboxylase) catalyzes the decarboxylation of acetoacetate. The mechanism has been studied extensively; concluding that the key bond-breaking step involves an enamine as a leaving group. Draw a curved arrow mechanism in the boxes below. Label the "iminium” and then "enamine" and then "iminium" as three consecutive intermediates in the mechanism. Note that the acid is stoichiometric PLUS catalytic. (Hint: acid-base involving oxygen should be drawn concerted with other steps) Enz (cat.) NH2 EnzAH EnzAH (cat.) O=U=0 Θ EnzA
Expert Solution
Check Mark
Knowledge Booster
Background pattern image
Chemistry
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Similar questions
SEE MORE QUESTIONS
Recommended textbooks for you
Text book image
Chemistry
Chemistry
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Cengage Learning
Text book image
Chemistry
Chemistry
ISBN:9781259911156
Author:Raymond Chang Dr., Jason Overby Professor
Publisher:McGraw-Hill Education
Text book image
Principles of Instrumental Analysis
Chemistry
ISBN:9781305577213
Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9780078021558
Author:Janice Gorzynski Smith Dr.
Publisher:McGraw-Hill Education
Text book image
Chemistry: Principles and Reactions
Chemistry
ISBN:9781305079373
Author:William L. Masterton, Cecile N. Hurley
Publisher:Cengage Learning
Text book image
Elementary Principles of Chemical Processes, Bind...
Chemistry
ISBN:9781118431221
Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:WILEY