One of the key components in fatty acid synthesis is acetoacetyl‑ACP, which is formed from a Claisen condensation of a fatty acid thioester (acetyl synthase, simplified here) with the enolate formed from the decarboxylation of malonyl ACP. The given steps show the first round of this elongation. Draw a curved arrow mechanism to show how these reactions give acetoacetyl‑ACP.

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
icon
Related questions
icon
Concept explainers
Question

One of the key components in fatty acid synthesis is acetoacetyl‑ACP, which is formed from a Claisen condensation of a fatty acid thioester (acetyl synthase, simplified here) with the enolate formed from the decarboxylation of malonyl ACP. The given steps show the first round of this elongation. Draw a curved arrow mechanism to show how these reactions give acetoacetyl‑ACP.

acetyl synthase
acetyl
synthase cO2
:0:
:0:
R,S°
R,S
malonyl ACP
(R' = ACP)
:0:
:0:
:S
`R
'R
R,S°
R,S
acetoacetyl ACP
:S:
Transcribed Image Text:acetyl synthase acetyl synthase cO2 :0: :0: R,S° R,S malonyl ACP (R' = ACP) :0: :0: :S `R 'R R,S° R,S acetoacetyl ACP :S:
Step 1: Draw curved arrows to show the
Step 2: Draw curved arrows to show formation of the
decarboxylation step.
tetrahedral intermediate.
Select Draw Rings Groups More
Erase
Select Draw Rings Groups More
Erase
C
H
S
H
S
:o :
R1
R1
:o :
Step 3: Draw curved arrows to show collapse of the
tetrahedral intermediate.
Select Draw Rings Groups More
Erase
H
S
:o :
R1
21日
Transcribed Image Text:Step 1: Draw curved arrows to show the Step 2: Draw curved arrows to show formation of the decarboxylation step. tetrahedral intermediate. Select Draw Rings Groups More Erase Select Draw Rings Groups More Erase C H S H S :o : R1 R1 :o : Step 3: Draw curved arrows to show collapse of the tetrahedral intermediate. Select Draw Rings Groups More Erase H S :o : R1 21日
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 2 steps with 2 images

Blurred answer
Knowledge Booster
Carbohydrates
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.
Recommended textbooks for you
Chemistry
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
Chemistry
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
Principles of Instrumental Analysis
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9780078021558
Author:
Janice Gorzynski Smith Dr.
Publisher:
McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry: Principles and Reactions
Chemistry
ISBN:
9781305079373
Author:
William L. Masterton, Cecile N. Hurley
Publisher:
Cengage Learning
Elementary Principles of Chemical Processes, Bind…
Elementary Principles of Chemical Processes, Bind…
Chemistry
ISBN:
9781118431221
Author:
Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:
WILEY