Lehninger Principles of Biochemistry
Lehninger Principles of Biochemistry
7th Edition
ISBN: 9781464126116
Author: David L. Nelson, Michael M. Cox
Publisher: W. H. Freeman
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Question
Chapter 4, Problem 1P

(a)

Summary Introduction

To determine: What does the length of C-N bond in peptide linkage indicate about its strength and its bond order.

Introduction:

Peptide bond is defined as the type of chemical bond which is created between carboxyl group of one amino acid and amino group of another amino acid. It is a type of dehydration synthesis reaction which involves removal of water molecule.

(a)

Expert Solution
Check Mark

Explanation of Solution

Explanation:

Length of the body is defined as the distance present between two atoms that are bonded together by covalent bond. Order of the bond is defined as the number of chemical bonds that are found in between paired atoms. So, if a chemical bond has a higher bond order, then bonds between atoms are shorter and stronger. Bond length indicates bond order. The length of C-N bond is 1.32 Å. Bond length indicates that C-N bond is intermediate in strength and its bond order is present between single and double bond.

Conclusion

Conclusion:

Bond length depends on bond order and bond length. In C-N, it indicates that it lies between single and double bond and its strength is intermediate.

(b)

Summary Introduction

To determine: The observations of Pauling and Corey that tell about the ease of rotation about C-N peptide bond.

Introduction:

Peptide bond is defined as the type of chemical bond which is formed between carboxyl group of one amino acid and amino group of another amino acid. It is a type of dehydration synthesis reaction which involves removal of water molecule.

(b)

Expert Solution
Check Mark

Explanation of Solution

Explanation:

Pauling and Corey accomplished that the peptide C-N bond cannot rotate freely as they have partial double bond characters. The rotation occurs between N-Cα and CαC bonds.

Conclusion

Conclusion:

No free rotation in C-N bond is observed.

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