The mechanisms for the rearrangement and coupling steps are to be written in NCL for the given reaction. Concept Introduction: The sulfur atom in the side chain of cysteine acts as a nucleophile and can attack the carbonyl carbon of the thioester of an amino acid. The non-native thioester linkage in the product undergoes a rearrangement in order to form a more stable amide linkage.

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Answer 1

Question

Chapter 26, Problem 43P

Interpretation Introduction

Interpretation:

The mechanisms for the rearrangement and coupling steps are to be written in NCL for the given reaction.

Concept Introduction:

The sulfur atom in the side chain of cysteine acts as a nucleophile and can attack the carbonyl carbon of the thioester of an amino acid.

The non-native thioester linkage in the product undergoes a rearrangement in order to form a more stable amide linkage.

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Answer 2

Question

Chapter 26, Problem 43P

Interpretation Introduction

Interpretation:

The mechanisms for the rearrangement and coupling steps are to be written in NCL for the given reaction.

Concept Introduction:

The sulfur atom in the side chain of cysteine acts as a nucleophile and can attack the carbonyl carbon of the thioester of an amino acid.

The non-native thioester linkage in the product undergoes a rearrangement in order to form a more stable amide linkage.

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Check out a sample textbook solution

See solution

Answer 3

Question

Chapter 26, Problem 43P

Interpretation Introduction

Interpretation:

The mechanisms for the rearrangement and coupling steps are to be written in NCL for the given reaction.

Concept Introduction:

The sulfur atom in the side chain of cysteine acts as a nucleophile and can attack the carbonyl carbon of the thioester of an amino acid.

The non-native thioester linkage in the product undergoes a rearrangement in order to form a more stable amide linkage.

Expert Solution & Answer

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Check out a sample textbook solution

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Answer 4

Question

Chapter 26, Problem 43P

Interpretation Introduction

Interpretation:

The mechanisms for the rearrangement and coupling steps are to be written in NCL for the given reaction.

Concept Introduction:

The sulfur atom in the side chain of cysteine acts as a nucleophile and can attack the carbonyl carbon of the thioester of an amino acid.

The non-native thioester linkage in the product undergoes a rearrangement in order to form a more stable amide linkage.

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Answer 5

Chapter 26, Problem 43P

Interpretation Introduction

Interpretation:

The mechanisms for the rearrangement and coupling steps are to be written in NCL for the given reaction.

Concept Introduction:

The sulfur atom in the side chain of cysteine acts as a nucleophile and can attack the carbonyl carbon of the thioester of an amino acid.

The non-native thioester linkage in the product undergoes a rearrangement in order to form a more stable amide linkage.

Answer 6

Chapter 26, Problem 43P

Interpretation Introduction

Interpretation:

The mechanisms for the rearrangement and coupling steps are to be written in NCL for the given reaction.

Concept Introduction:

The sulfur atom in the side chain of cysteine acts as a nucleophile and can attack the carbonyl carbon of the thioester of an amino acid.

The non-native thioester linkage in the product undergoes a rearrangement in order to form a more stable amide linkage.

Answer 7

Chapter 26, Problem 43P

Interpretation Introduction

Interpretation:

The mechanisms for the rearrangement and coupling steps are to be written in NCL for the given reaction.

Concept Introduction:

The sulfur atom in the side chain of cysteine acts as a nucleophile and can attack the carbonyl carbon of the thioester of an amino acid.

The non-native thioester linkage in the product undergoes a rearrangement in order to form a more stable amide linkage.

Answer 8

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Answer 9

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Answer 10

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Answer 11

Ch. 26.1 - Prob. 1P Ch. 26.2 - Prob. 2P Ch. 26.2 - Prob. 3P Ch. 26.3 - Prob. 4P Ch. 26.3 - Prob. 5P Ch. 26.4 - Prob. 6P Ch. 26.4 - Prob. 7P Ch. 26.4 - Prob. 8P Ch. 26.5 - Prob. 9P Ch. 26.6 - Prob. 10P

Solution Summary: The author explains that the sulfur atom in the side chain of cysteine acts as a nucleophile and can attack the carbonyl carbon of the thioester of an amino acid.

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Chapter 26 Solutions