Organic Chemistry
Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
bartleby

Concept explainers

Question
Book Icon
Chapter 27.SE, Problem 49AP
Interpretation Introduction

Interpretation:

The mechanism of the reaction between protein-bound acetyl and malonyl units to yield a protein- bound 3-ketobytyryl unit is to be shown. The kinds of reactions occurring also are to be stated.

Concept introduction:

The mechanism of the reaction between protein-bound acetyl and malonyl units to yield a protein- bound 3-ketobytyryl unit involves the following reactions. i) Attack of the malonyl protein anion on acetyl protein (Claisen condensation) ii) Loss of S-protein iii) Decarboxylation iv) Protonation and taurtomerization.

To show:

The mechanism of the reaction between protein-bound acetyl and malonyl units to yield a protein- bound 3-ketobytyryl unit is to be shown. The kinds of reactions occurring also are to be stated.

Blurred answer
Students have asked these similar questions
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.
Draw a mechanism for the conversion of glucose from its aldehyde form to its hemiacetal form and then to its methyl glycoside (acetal) form under acidic conditions. Show all bond breaking and bond forming steps; show all intermediates.
Sodium hydroxide reacts with which fatty acid to yield the product below given the appropriate conditions and reagents?

Chapter 27 Solutions

Organic Chemistry

Ch. 27.SE - Prob. 11VCCh. 27.SE - Propose a biosynthetic pathway for the...Ch. 27.SE - Identify the following fatty acid, and tell...Ch. 27.SE - Prob. 14MPCh. 27.SE - Prob. 15MPCh. 27.SE - Prob. 16MPCh. 27.SE - Prob. 17APCh. 27.SE - Fats can be either optically active or optically...Ch. 27.SE - Prob. 19APCh. 27.SE - Show the products you would expect to obtain from...Ch. 27.SE - Draw a Newman projection along the C2-C3 bond of...Ch. 27.SE - The plasmalogens are a group of lipids found in...Ch. 27.SE - Prob. 23APCh. 27.SE - Prob. 24APCh. 27.SE - Prob. 25APCh. 27.SE - Prob. 26APCh. 27.SE - Prob. 27APCh. 27.SE - Prob. 28APCh. 27.SE - Prob. 29APCh. 27.SE - Assume that acetyl CoA containing a 14C isotopic...Ch. 27.SE - Assume that acetyl CoA containing a 14C isotopic...Ch. 27.SE - Assume that acetyl CoA containing a 14C isotopic...Ch. 27.SE - Assume that acetyl CoA containing a 14C isotopic...Ch. 27.SE - Prob. 34APCh. 27.SE - Draw the most stable chair conformation of...Ch. 27.SE - Draw the most stable chair conformation of...Ch. 27.SE - Prob. 37APCh. 27.SE - Prob. 38APCh. 27.SE - Prob. 39APCh. 27.SE - What product would you obtain by reduction of...Ch. 27.SE - Prob. 41APCh. 27.SE - Eleostearic acid, C18H30O2, is a rare fatty acid...Ch. 27.SE - Prob. 43APCh. 27.SE - Prob. 44APCh. 27.SE - Propose a synthesis of diethylstilbestrol (Problem...Ch. 27.SE - Prob. 46APCh. 27.SE - Cembrene, C20H32, is a diterpenoid hydrocarbon...Ch. 27.SE - α-Fenchone is a pleasant-smelling terpenoid...Ch. 27.SE - Prob. 49APCh. 27.SE - Propose a mechanism for the biosynthesis of the...
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
    Organic Chemistry
    Chemistry
    ISBN:9781305080485
    Author:John E. McMurry
    Publisher:Cengage Learning
    Text book image
    Organic Chemistry
    Chemistry
    ISBN:9781305580350
    Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
    Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9781305080485
Author:John E. McMurry
Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning