Organic And Biological Chemistry
Organic And Biological Chemistry
7th Edition
ISBN: 9781305081079
Author: STOKER, H. Stephen (howard Stephen)
Publisher: Cengage Learning,
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Chapter 14, Problem 14.99EP

(a)

Interpretation Introduction

Interpretation:

The process that has four distinct reaction steps among (1) the β-oxidation pathway, (2) ketogenesis, or (3) lipogenesis has to be identified.

Concept introduction:

Lipogenesis is the process employed for the synthesis of fatty acid. The starting precursor for the synthesis is acetyl CoA. The enzyme employed for the process is fatty acid synthase. It is a multienzyme complex that ties the reaction responsible for the synthesis of fatty acid. The fatty acid is synthesized in two parts. In the first part, there is citrate-malate shuttle system and in the second part there is a cyclic process to synthesize saturated fatty acid.

The fatty acids are broken down to provide energy. The breakdown of fatty acids is a three parts process. In the first part, the fatty acid is activated. In the second part, the transportation of fatty acid into the mitochondrial matrix is facilitated by a shuttle mechanism. In the third part, the fatty acid is readily oxidized, cycling through a series of four reactions. In these series of reactions, acyl CoA is degraded to acetyl CoA. This pathway is termed as a β-oxidation pathway.

Ketogenesis is a metabolic process by which ketone bodies are produced by the breakdown of fatty acids and ketogenic amino acids. This metabolic process supplies our organs with needed energy under certain circumstances such as starvation. Fatty acid molecules degrade into acetyl CoA which are utilized as reactants in the process of ketogenesis. These molecules of acetyl CoA undergo the process of condensation twice, followed by chain cleavage and hydrogenation to produce ketone bodies.

(a)

Expert Solution
Check Mark

Answer to Problem 14.99EP

The β-oxidation pathway, ketogenesis and chain process of lipogenesis involve four distinct reaction steps.

Explanation of Solution

All three processes involve four distinct reactions.

The four distinct reactions involved in β-oxidation pathway is:

Organic And Biological Chemistry, Chapter 14, Problem 14.99EP , additional homework tip  1

The four distinct reactions involved in lipogenesis is:

Organic And Biological Chemistry, Chapter 14, Problem 14.99EP , additional homework tip  2

The four distinct reactions involved in ketogenesis is:

Organic And Biological Chemistry, Chapter 14, Problem 14.99EP , additional homework tip  3

(b)

Interpretation Introduction

Interpretation:

The process that two different hydrogenation reactions among (1) the β-oxidation pathway, (2) ketogenesis, or (3) lipogenesis has to be identified.

Concept introduction:

Lipogenesis is the process employed for the synthesis of fatty acid. The starting precursor for the synthesis is acetyl CoA. The enzyme employed for the process is fatty acid synthase. It is a multienzyme complex that ties the reaction responsible for the synthesis of fatty acid. The fatty acid is synthesized in two parts. In the first part, there is citrate-malate shuttle system and in the second part there is a cyclic process to synthesize saturated fatty acid.

The fatty acids are broken down to provide energy. The breakdown of fatty acids is a three parts process. In the first part, the fatty acid is activated. In the second part, the transportation of fatty acid into the mitochondrial matrix is facilitated by a shuttle mechanism. In the third part, the fatty acid is readily oxidized, cycling through a series of four reactions. In these series of reactions, acyl CoA is degraded to acetyl CoA. This pathway is termed as a β-oxidation pathway.

Ketogenesis is a metabolic process by which ketone bodies are produced by the breakdown of fatty acids and ketogenic amino acids. This metabolic process supplies our organs with needed energy under certain circumstances such as starvation. Fatty acid molecules degrade into acetyl CoA which are utilized as reactants in the process of ketogenesis. These molecules of acetyl CoA undergo the process of condensation twice, followed by chain cleavage and hydrogenation to produce ketone bodies.

In hydrogenation reaction, a hydrogen molecule (H2) is added to an organic substance.

(b)

Expert Solution
Check Mark

Answer to Problem 14.99EP

Lipogenesis has two different hydrogenation reactions.

Explanation of Solution

Lipogenesis involves two different hydrogenation reactions in step 2 and 4 of the cyclic process of lipogenesis.

Step 2 is the first hydrogenation reaction step of the cyclic process and it involves the hydrogenation of acetoacetyl ACP to synthesis β-hydroxybutyryl ACP with the help of reducing agent NADPH. The reaction of this step is:

Organic And Biological Chemistry, Chapter 14, Problem 14.99EP , additional homework tip  4

Step 4 involves the hydrogenation reaction. In this step, crotonyl ACP is converted to butyryl ACP with the help of reducing agent NADPH. The reaction of this step is:

Organic And Biological Chemistry, Chapter 14, Problem 14.99EP , additional homework tip  5

(c)

Interpretation Introduction

Interpretation:

The process that two different dehydrogenation reactions among (1) the β-oxidation pathway, (2) ketogenesis, or (3) lipogenesis has to be identified.

Concept introduction:

Lipogenesis is the process employed for the synthesis of fatty acid. The starting precursor for the synthesis is acetyl CoA. The enzyme employed for the process is fatty acid synthase. It is a multienzyme complex that ties the reaction responsible for the synthesis of fatty acid. The fatty acid is synthesized in two parts. In the first part, there is citrate-malate shuttle system and in the second part there is a cyclic process to synthesize saturated fatty acid.

The fatty acids are broken down to provide energy. The breakdown of fatty acids is a three parts process. In the first part, the fatty acid is activated. In the second part, the transportation of fatty acid into the mitochondrial matrix is facilitated by a shuttle mechanism. In the third part, the fatty acid is readily oxidized, cycling through a series of four reactions. In these series of reactions, acyl CoA is degraded to acetyl CoA. This pathway is termed as a β-oxidation pathway.

Ketogenesis is a metabolic process by which ketone bodies are produced by the breakdown of fatty acids and ketogenic amino acids. This metabolic process supplies our organs with needed energy under certain circumstances such as starvation. Fatty acid molecules degrade into acetyl CoA which are utilized as reactants in the process of ketogenesis. These molecules of acetyl CoA undergo the process of condensation twice, followed by chain cleavage and hydrogenation to produce ketone bodies.

In dehydrogenation reaction, a hydrogen molecule (H2) is removed from an organic substance.

(c)

Expert Solution
Check Mark

Answer to Problem 14.99EP

The β-oxidation pathway has two different dehydrogenation reactions.

Explanation of Solution

The β-oxidation pathway has two different dehydrogenation reactions in step 1 and 3.

In step 1 of a turn of the β-oxidation pathway, hydrogen atoms from α and β carbons of acyl CoA are removed; a double bond is formed between α and β carbons. FAD oxidizes acyl CoA. This reaction is catalyzed by acyl CoA dehydrogenase enzyme. The reaction for step 1 is as follows:

Organic And Biological Chemistry, Chapter 14, Problem 14.99EP , additional homework tip  6

In step 3 of a turn of the β-oxidation pathway, two hydrogen atoms are removed from L- β-hydroxyacyl CoA. In this reaction, β-hydroxy group is converted to a keto group. NAD+ is used as an oxidizing agent. This reaction is catalyzed by β-hydroxyacyl CoA dehydrogenase enzyme. The reaction for step 3 is as follows:

Organic And Biological Chemistry, Chapter 14, Problem 14.99EP , additional homework tip  7

(d)

Interpretation Introduction

Interpretation:

The process that involves thiolysis reaction among (1) the β-oxidation pathway, (2) ketogenesis, or (3) lipogenesis has to be identified.

Concept introduction:

Lipogenesis is the process employed for the synthesis of fatty acid. The starting precursor for the synthesis is acetyl CoA. The enzyme employed for the process is fatty acid synthase. It is a multienzyme complex that ties the reaction responsible for the synthesis of fatty acid. The fatty acid is synthesized in two parts. In the first part, there is citrate-malate shuttle system and in the second part there is a cyclic process to synthesize saturated fatty acid.

The fatty acids are broken down to provide energy. The breakdown of fatty acids is a three parts process. In the first part, the fatty acid is activated. In the second part, the transportation of fatty acid into the mitochondrial matrix is facilitated by a shuttle mechanism. In the third part, the fatty acid is readily oxidized, cycling through a series of four reactions. In these series of reactions, acyl CoA is degraded to acetyl CoA. This pathway is termed as a β-oxidation pathway.

Ketogenesis is a metabolic process by which ketone bodies are produced by the breakdown of fatty acids and ketogenic amino acids. This metabolic process supplies our organs with needed energy under certain circumstances such as starvation. Fatty acid molecules degrade into acetyl CoA which are utilized as reactants in the process of ketogenesis. These molecules of acetyl CoA undergo the process of condensation twice, followed by chain cleavage and hydrogenation to produce ketone bodies.

In thiolysis reaction, thiol (-SH) group cleaves one compound into two compounds.

(d)

Expert Solution
Check Mark

Answer to Problem 14.99EP

The β-oxidation pathway involves thiolysis reaction.

Explanation of Solution

In step 4 of a turn of the β-oxidation pathway, the fatty acid carbon chain between α and β carbons is broken by CoA-SH molecule. The reaction for step 4 is as follows:

Organic And Biological Chemistry, Chapter 14, Problem 14.99EP , additional homework tip  8

The carbon-carbon bond in β-ketoacyl CoA is cleaved by CoA-SH molecule. Acyl CoA and acetyl CoA is formed in this reaction.

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Fatty acids and triglycerides are an important source of nutrition and a dense form of stored energy. Digestion of fats yields more energy per gram than digestion of carbohydrates. Each turn on the B-oxidation spiral results in the formation of a new acetyl COA molecule. This molecule can then be used to generate more energy in A) fatty acid synthesis B) ketolysis C) glycolysis D) tricarboxylic acid cycle E) oxidative phosphorylation
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Chapter 14 Solutions

Organic And Biological Chemistry

Ch. 14.3 - Prob. 3QQCh. 14.4 - In the oxidation of fatty acids, what two...Ch. 14.4 - Prob. 2QQCh. 14.4 - Prob. 3QQCh. 14.4 - Prob. 4QQCh. 14.4 - Prob. 5QQCh. 14.4 - Prob. 6QQCh. 14.5 - Prob. 1QQCh. 14.5 - Prob. 2QQCh. 14.5 - Prob. 3QQCh. 14.6 - Prob. 1QQCh. 14.6 - Prob. 2QQCh. 14.6 - Prob. 3QQCh. 14.6 - Prob. 4QQCh. 14.6 - Prob. 5QQCh. 14.6 - Prob. 6QQCh. 14.7 - The process of lipogenesis occurs in the a....Ch. 14.7 - Prob. 2QQCh. 14.7 - Prob. 3QQCh. 14.7 - Prob. 4QQCh. 14.7 - The reducing agent needed in the process of...Ch. 14.7 - Prob. 6QQCh. 14.8 - Prob. 1QQCh. 14.8 - Prob. 2QQCh. 14.9 - Prob. 1QQCh. 14.9 - Prob. 2QQCh. 14.9 - Prob. 3QQCh. 14.9 - Prob. 4QQCh. 14.10 - Which of the following substances cannot be...Ch. 14.10 - Prob. 2QQCh. 14.10 - Prob. 3QQCh. 14.11 - Prob. 1QQCh. 14.11 - Which of the following B-vitamin-containing...Ch. 14.11 - Prob. 3QQCh. 14 - Indicate whether each of the following aspects of...Ch. 14 - Indicate whether each of the following aspects of...Ch. 14 - Prob. 14.3EPCh. 14 - Prob. 14.4EPCh. 14 - Indicate whether each of the following statements...Ch. 14 - Prob. 14.6EPCh. 14 - Prob. 14.7EPCh. 14 - Prob. 14.8EPCh. 14 - Prob. 14.9EPCh. 14 - Prob. 14.10EPCh. 14 - At what location are free fatty acids and...Ch. 14 - Prob. 14.12EPCh. 14 - Prob. 14.13EPCh. 14 - What is the major metabolic function of adipose...Ch. 14 - What is triacylglycerol mobilization?Ch. 14 - Prob. 14.16EPCh. 14 - Prob. 14.17EPCh. 14 - Triacylglycerols in adipose tissue do not enter...Ch. 14 - In which step of glycerol metabolism does each of...Ch. 14 - Prob. 14.20EPCh. 14 - Prob. 14.21EPCh. 14 - How does the structure of dihydroxyacetone...Ch. 14 - Prob. 14.23EPCh. 14 - Prob. 14.24EPCh. 14 - Prob. 14.25EPCh. 14 - Prob. 14.26EPCh. 14 - Prob. 14.27EPCh. 14 - Identify the oxidizing agent needed in Step 3 of a...Ch. 14 - Prob. 14.29EPCh. 14 - Prob. 14.30EPCh. 14 - Prob. 14.31EPCh. 14 - Prob. 14.32EPCh. 14 - Prob. 14.33EPCh. 14 - Prob. 14.34EPCh. 14 - Prob. 14.35EPCh. 14 - Prob. 14.36EPCh. 14 - Prob. 14.37EPCh. 14 - Prob. 14.38EPCh. 14 - Prob. 14.39EPCh. 14 - Prob. 14.40EPCh. 14 - Prob. 14.41EPCh. 14 - Prob. 14.42EPCh. 14 - How many turns of the -oxidation pathway would be...Ch. 14 - How many turns of the -oxidation pathway would be...Ch. 14 - Prob. 14.45EPCh. 14 - Prob. 14.46EPCh. 14 - Prob. 14.47EPCh. 14 - Prob. 14.48EPCh. 14 - Prob. 14.49EPCh. 14 - Prob. 14.50EPCh. 14 - Prob. 14.51EPCh. 14 - Prob. 14.52EPCh. 14 - Prob. 14.53EPCh. 14 - Prob. 14.54EPCh. 14 - Prob. 14.55EPCh. 14 - Prob. 14.56EPCh. 14 - Prob. 14.57EPCh. 14 - Which yield more NADH, saturated or unsaturated...Ch. 14 - Prob. 14.59EPCh. 14 - Prob. 14.60EPCh. 14 - Prob. 14.61EPCh. 14 - Why does a deficiency of carbohydrates in the diet...Ch. 14 - Prob. 14.63EPCh. 14 - Prob. 14.64EPCh. 14 - Prob. 14.65EPCh. 14 - Prob. 14.66EPCh. 14 - Prob. 14.67EPCh. 14 - Prob. 14.68EPCh. 14 - Prob. 14.69EPCh. 14 - Prob. 14.70EPCh. 14 - Prob. 14.71EPCh. 14 - Prob. 14.72EPCh. 14 - Prob. 14.73EPCh. 14 - Prob. 14.74EPCh. 14 - Prob. 14.75EPCh. 14 - Severe ketosis situations produce acidosis....Ch. 14 - Prob. 14.77EPCh. 14 - Prob. 14.78EPCh. 14 - Prob. 14.79EPCh. 14 - Prob. 14.80EPCh. 14 - Prob. 14.81EPCh. 14 - Prob. 14.82EPCh. 14 - Prob. 14.83EPCh. 14 - Prob. 14.84EPCh. 14 - Prob. 14.85EPCh. 14 - Prob. 14.86EPCh. 14 - Prob. 14.87EPCh. 14 - Prob. 14.88EPCh. 14 - Prob. 14.89EPCh. 14 - Prob. 14.90EPCh. 14 - Prob. 14.91EPCh. 14 - Prob. 14.92EPCh. 14 - Prob. 14.93EPCh. 14 - Prob. 14.94EPCh. 14 - What role does molecular oxygen, O2, play in fatty...Ch. 14 - Prob. 14.96EPCh. 14 - Prob. 14.97EPCh. 14 - Prob. 14.98EPCh. 14 - Prob. 14.99EPCh. 14 - Prob. 14.100EPCh. 14 - Prob. 14.101EPCh. 14 - Prob. 14.102EPCh. 14 - Prob. 14.103EPCh. 14 - Prob. 14.104EPCh. 14 - Prob. 14.105EPCh. 14 - Prob. 14.106EPCh. 14 - Prob. 14.107EPCh. 14 - Prob. 14.108EPCh. 14 - Prob. 14.109EPCh. 14 - Prob. 14.110EPCh. 14 - Prob. 14.111EPCh. 14 - Prob. 14.112EPCh. 14 - Prob. 14.113EPCh. 14 - Prob. 14.114EP
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