Organic Chemistry, Books a la Carte Edition (8th Edition)
Organic Chemistry, Books a la Carte Edition (8th Edition)
8th Edition
ISBN: 9780134074580
Author: Bruice, Paula Yurkanis
Publisher: PEARSON
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Chapter 24, Problem 32P
Interpretation Introduction

Interpretation:

The mechanism for the synthesis of fatty acyl-CoA with the help of the enzyme Acyl-CoAsynthase has to be proposed.

Concept Introduction:

Glycolysis: It is pathway which describes conversion of one molecule of glucose into two molecules of pyruvate. The series involves 10 reactions.

NAD+Molecule: It is the oxidized form of Nicotinamide adenine dinucleotide (NAD) which exists in all cells and needed for activation of enzymes.

NADHmolecule: It is coenzyme which gets oxidized on reducing another compound. The oxidized form of NADHisNAD+.

Fatty acid conversion to fatty acyl-CoA: Many steps are involved in the catabolism of fats in our body.  A fatty acid formed can be converted into fatty acyl-CoA in the presence of an enzyme called Acyl-CoAsynthase.  The fatty acid should be activated before it can be metabolized.

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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.
The synthesis pathway of methyl phenylacetate from the simplest hydrocarbon
Acyl-CoA synthase is the enzyme that activates a fatty acid by converting it to a fatty acyl-CoA in a series of two reactions. In the first reaction, the fatty acid reacts with ATP and one of the products formed is ADP. The other product reacts in a second reaction with CoASH to form the fatty acyl-CoA. Propose a mechanism for each of the reactions.

Chapter 24 Solutions

Organic Chemistry, Books a la Carte Edition (8th Edition)

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