Organic Chemistry (9th Edition)
Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
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Chapter 24, Problem 24.39SP

(a)

Interpretation Introduction

Interpretation:

The position of ammonia that might have been incorporated in the original peptide is to be explained.

Concept introduction:

Amides are formed when amines and acids are condensed. It is accompanied by the loss of water molecule. The C-N bond has restricted rotation because of the partial double bond character. The free amine group located at the end of a polypeptide refers to N-terminal and the end of an amino acid chain which is terminated by a free carboxy group refers to a C-terminus.

(b)

Interpretation Introduction

Interpretation:

The functional groups at the N terminus and at the C terminus are to be explained.

Concept introduction:

Amides are formed when amines and acids are condensed. It is accompanied by the loss of water molecule. The C-N bond has restricted rotation because of the partial double bond character. The free amine group located at the end of a polypeptide refers to N-terminal and the end of an amino acid chain which is terminated by a free carboxy group refers to a C-terminus.

(c)

Interpretation Introduction

Interpretation:

The given findings are to be explained.

Concept introduction:

Amides are formed when amines and acids are condensed. It is accompanied by the loss of water molecule. The C-N bond has restricted rotation because of the partial double bond character. The free amine group located at the end of a polypeptide refers to N-terminal and the end of an amino acid chain which is terminated by a free carboxy group refers to a C-terminus.

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Draw Tryptophan in a peptide bond. Explain all of the bonds using valence bond theory (VBT). Next, explain where VBT fails and how molecular orbital theory is a better description of key regions of this amino acid and the peptide bonds it forms with other residues
. True/ False   A. Amino acids found in the living systems are generally in the D-form B. The R-group attached to alfa carbon atom of amino acids are unique for each amino acids. C. Of the 20 essential amino acids, glycine is the only amino acid which is achiral. D. Ions of heavy metals Hg2+ or Pb2+ denature proteins by combining with the amino groups. E. Denaturation of protein involves the breakdown of secondary, tertiary and quaternary structure. F. Cysteine is the only amino acid that can form a disulfide bridge. G. Both the poly saccharides and proteins are polymers. H. Hydrogen bonding is responsible for the secondary structure of Proteins. I. When proteins are hydrolyzed, smaller peptides and amino acids are produced. J. When simple lipids are hydrolyzed glycerol an alcohol as well as fatty acids and their salts are produced.
Give the amino acid sequence of each peptide using the fragments obtained by partial hydrolysis of the peptide with acid. a. a tetrapeptide that contains Ala, Gly, His, and Tyr, which is hydrolyzed to the dipeptides His–Tyr, Gly–Ala, and Ala–His b. a pentapeptide that contains Glu, Gly, His, Lys, and Phe, which is hydrolyzed to His–Gly–Glu, Gly–Glu–Phe, and Lys–His

Chapter 24 Solutions

Organic Chemistry (9th Edition)

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Biomolecules - Protein - Amino acids; Author: Tutorials Point (India) Ltd.;https://www.youtube.com/watch?v=ySNVPDHJ0ek;License: Standard YouTube License, CC-BY