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 요요 (cat.) NH2 EnzAH EnzAH (cat.) O=C=0 EnzA

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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
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
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