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Chapter 22: Problem 20

Draw the structures of the dipeptides that can be formed from the reaction between the amino acids glycine and lysine.

Short Answer

Expert verified
Two dipeptides can be formed: Gly-Lys and Lys-Gly each having the peptide bonding between the carboxyl group of the N-terminal amino acid and the amino group of the C-terminal amino acid.

Step by step solution

01

Structures of Glycine and Lysine

First, draw and understand the structure of the individual amino acids. Glycine (Gly, G), is the simplest one and consists of a central carbon atom attached to hydrogen (H), amino (-NH2), carboxyl (-COOH), and another hydrogen atom as its side chain. Lysine (Lys, K) consists of a central carbon atom attached to hydrogen, amino, carboxyl, and the side chain (-CH2-CH2-CH2-CH2-NH2).
02

Formation of Peptide Bond

Amino acids join together by a dehydration synthesis or a condensation reaction. In these reactions, the carboxyl group of one amino acid reacts with the amino group of another, releasing a molecule of water. The resulting covalent bond is called a peptide bond. So, form a peptide bond between the carboxyl group of one amino acid and the amino group of the other.
03

Dipeptide Gly-Lys

First, reaction of glycine as the N-terminal amino acid with lysine. The carboxyl group of glycine reacts with the amino group of lysine to form the dipeptide Gly-Lys. Draw this dipeptide.
04

Dipeptide Lys-Gly

Then, reaction of lysine as the N-terminal amino acid with glycine. The carboxyl group of lysine reacts with the amino group of glycine to form the dipeptide Lys-Gly. Draw this dipeptide.
05

Final check

Confirm that the drawn dipeptides are correct. Both dipeptides should have two peptide bonded amino acids, one free amino group at the N-terminal, and one free carboxyl group at the C-terminal. The side chains of both amino acids should remain unreacted.

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