Fundamentals of General, Organic, and Biological Chemistry (8th Edition)
Fundamentals of General, Organic, and Biological Chemistry (8th Edition)
8th Edition
ISBN: 9780134015187
Author: John E. McMurry, David S. Ballantine, Carl A. Hoeger, Virginia E. Peterson
Publisher: PEARSON
Question
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Chapter 24.5, Problem 24.4KCP

(a)

Interpretation Introduction

Interpretation:

The steps in β-oxidation in which the oxidation process occurs and the changes happen should be identified and described respectively.

Concept introduction:

Fatty acids are aliphatic mono-carboxylic acids that are mostly obtained from the hydrolysis of natural fats and oils. They have a general formula R(CH2)nCOOH, n is mostly an even number of carbon atoms (4 to 20) with a few exceptions that have an odd number

Fatty acids in the body are mostly oxidized by β oxidation.

β-oxidation is the oxidation and splitting of two carbon units at β- carbon atom. This results in sequential removal of 2 carbon fragments as acetyl CoA until the complete oxidation of fatty acids.

The four important steps of β-oxidation are,

Step 1: Dehydrogenation of the fatty acyl-CoA to make ‘trans’ double bond between α and β carbon.

  • Short, medium and long chain acyl-CoAdehydrogenases
  • Electron removed transferred to FAD

Step 2: Hydration of the double bond.

Step 3: Dehydrogenation of the β-hydroxyl group to a ketone.

  • Electron removed transferred to NAD+

Step 4: Acylation-addition of CoA and production of and production of acetyl-CoA

Oxidation: Losing electrons, increasing oxidation number, addition of oxygen and removal of hydrogen.

Reduction: Gaining electron, decreasing oxidation number, addition of hydrogen and removal of oxygen.

Oxidizing agent is a substance that removes electrons from another reactant in a chemical reaction and so it is reduced by taking electron onto itself and the reactant is oxidized by having its electron taken away.

Reducing agent is the element or compound in a redox reaction that donate an electron to another species and so it is oxidized.

(b)

Interpretation Introduction

Interpretation:

The oxidizing agents in the β oxidation should be identified.

Concept introduction:

Fatty acids are aliphatic mono-carboxylic acids that are mostly obtained from the hydrolysis of natural fats and oils. They have a general formula R(CH2)nCOOH, n is mostly an even number of carbon atoms (4 to 20) with a few exceptions that have an odd number

Fatty acids in the body are mostly oxidized by β oxidation.

β-oxidation is the oxidation and splitting of two carbon units at β- carbon atom. This results in sequential removal of 2 carbon fragments as acetyl CoA until the complete oxidation of fatty acids.

The four important steps of β-oxidation are,

Step 1: Dehydrogenation of the fatty acyl-CoA to make ‘trans’ double bond between α and β carbon.

  • Short, medium and long chain acyl-CoAdehydrogenases
  • Electron removed transferred to FAD

Step 2: Hydration of the double bond.

Step 3: Dehydrogenation of the β-hydroxyl group to a ketone.

  • Electron removed transferred to NAD+

Step 4: Acylation-addition of CoA and production of and production of acetyl-CoA

Oxidation: Losing electrons, increasing oxidation number, addition of oxygen and removal of hydrogen.

Reduction: Gaining electron, decreasing oxidation number, addition of hydrogen and removal of oxygen.

Oxidizing agent is a substance that removes electrons from another reactant in a chemical reaction and so it is reduced by taking electron onto itself and the reactant is oxidized by having its electron taken away.

Reducing agent is the element or compound in a redox reaction that donate an electron to another species and so it is oxidized.

(c)

Interpretation Introduction

Interpretation:

The steps in β-oxidation in which the addition reaction occurs should be identified.

Concept introduction:

Fatty acids are aliphatic mono-carboxylic acids that are mostly obtained from the hydrolysis of natural fats and oils. They have a general formula R(CH2)nCOOH, n is mostly an even number of carbon atoms (4 to 20) with a few exceptions that have an odd number

Fatty acids in the body are mostly oxidized by β oxidation.

β-oxidation is the oxidation and splitting of two carbon units at β- carbon atom. This results in sequential removal of 2 carbon fragments as acetyl CoA until the complete oxidation of fatty acids.

The four important steps of β-oxidation are,

Step 1: Dehydrogenation of the fatty acyl-CoA to make ‘trans’ double bond between α and β carbon.

  • Short, medium and long chain acyl-CoAdehydrogenases
  • Electron removed transferred to FAD

Step 2: Hydration of the double bond.

Step 3: Dehydrogenation of the β-hydroxyl group to a ketone.

  • Electron removed transferred to NAD+

Step 4: Acylation-addition of CoA and production of and production of acetyl-CoA

In addition reactions carbon-carbon double bonds become single bonds.

(d)

Interpretation Introduction

Interpretation:

The steps in β-oxidation in which the substitution reaction occurs should be identified.

Concept introduction:

Fatty acids are aliphatic mono-carboxylic acids that are mostly obtained from the hydrolysis of natural fats and oils. They have a general formula R(CH2)nCOOH, n is mostly an even number of carbon atoms (4 to 20) with a few exceptions that have an odd number

Fatty acids in the body are mostly oxidized by β oxidation.

β-oxidation is the oxidation and splitting of two carbon units at β- carbon atom. This results in sequential removal of 2 carbon fragments as acetyl CoA until the complete oxidation of fatty acids.

The four important steps of β-oxidation are,

Step 1: Dehydrogenation of the fatty acyl-CoA to make ‘trans’ double bond between α and β carbon.

  • Short, medium and long chain acyl-CoAdehydrogenases
  • Electron removed transferred to FAD

Step 2: Hydration of the double bond.

Step 3: Dehydrogenation of the β-hydroxyl group to a ketone.

  • Electron removed transferred to NAD+

Step 4: Acylation-addition of CoA and production of and production of acetyl-CoA

Substitution reaction is a chemical reaction in which an atom or group of atom in a molecule is replaced by another atom or group.

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Chapter 24 Solutions

Fundamentals of General, Organic, and Biological Chemistry (8th Edition)

Ch. 24.6 - Prob. 24.8PCh. 24.6 - Prob. 24.9PCh. 24.7 - Prob. 24.4CIAPCh. 24.7 - Prob. 24.5CIAPCh. 24.7 - Prob. 24.6CIAPCh. 24.7 - What is atherosclerosis?Ch. 24.7 - Prob. 24.8CIAPCh. 24 - Oxygen is not a reactant in the oxidation of...Ch. 24 - Prob. 24.12UKCCh. 24 - Prob. 24.13UKCCh. 24 - Prob. 24.14UKCCh. 24 - Prob. 24.15UKCCh. 24 - Prob. 24.16UKCCh. 24 - Prob. 24.17UKCCh. 24 - Prob. 24.18UKCCh. 24 - Prob. 24.19APCh. 24 - Prob. 24.20APCh. 24 - Prob. 24.21APCh. 24 - Prob. 24.22APCh. 24 - Prob. 24.23APCh. 24 - Prob. 24.24APCh. 24 - Prob. 24.25APCh. 24 - Prob. 24.26APCh. 24 - Prob. 24.27APCh. 24 - Prob. 24.28APCh. 24 - Prob. 24.29APCh. 24 - Prob. 24.30APCh. 24 - Prob. 24.33APCh. 24 - Prob. 24.34APCh. 24 - Prob. 24.35APCh. 24 - Prob. 24.36APCh. 24 - Prob. 24.37APCh. 24 - Prob. 24.38APCh. 24 - Prob. 24.39APCh. 24 - Prob. 24.40APCh. 24 - Prob. 24.41APCh. 24 - Prob. 24.42APCh. 24 - Prob. 24.43APCh. 24 - Prob. 24.44APCh. 24 - Prob. 24.45APCh. 24 - Prob. 24.46APCh. 24 - Prob. 24.47APCh. 24 - Prob. 24.48APCh. 24 - Prob. 24.49APCh. 24 - Prob. 24.50APCh. 24 - Prob. 24.51APCh. 24 - Prob. 24.52APCh. 24 - Prob. 24.53APCh. 24 - Individuals suffering from ketoacidosis have...Ch. 24 - Prob. 24.55APCh. 24 - Prob. 24.56APCh. 24 - Prob. 24.57APCh. 24 - Prob. 24.58APCh. 24 - Why are fatty acids generally composed of an even...Ch. 24 - Prob. 24.60APCh. 24 - Prob. 24.62APCh. 24 - Prob. 24.63APCh. 24 - Prob. 24.64CPCh. 24 - Prob. 24.66CPCh. 24 - Prob. 24.67CPCh. 24 - Prob. 24.68CPCh. 24 - Prob. 24.70GPCh. 24 - In the synthesis of cholesterol, acetyl-CoA is...Ch. 24 - Prob. 24.72GP
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