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Chapter 22: Problem 94

Draw the structures of the tripeptides gly–ala–ser and ser–ala–gly. How many other tripeptides are possible using these three amino acids?

Short Answer

Expert verified
The structures of the tripeptides gly–ala–ser and ser–ala–gly are as follows: gly-ala-ser: \(NH_2-CH_2-CO-NH-CH(CH_3)-CO-NH-CH(CH_2OH)-COOH\) ser-ala-gly: \(NH_2-CH(CH_2OH)-CO-NH-CH(CH_3)-CO-NH-CH_2-COOH\) Using the given amino acids glycine (Gly), alanine (Ala), and serine (Ser), there are 27 possible tripeptides.

Step by step solution

01

Understanding the structures of amino acids

To draw the structures of the tripeptides, we first need to understand the basic structures of the three amino acids involved – glycine (Gly), alanine (Ala), and serine (Ser). Glycine (Gly): R group = H Alanine (Ala): R group = CH3 Serine (Ser): R group = CH2OH The general structure of an amino acid is, \[NH_2-CH(R)-COOH\]
02

Drawing the structure of gly–ala–ser

In the given order, we have glycine (Gly) followed by alanine (Ala) and finally serine (Ser). We will form a peptide bond between the amine group of the first amino acid and the carboxyl group of the next amino acid. 1. Gly: NH2-CH2-COOH 2. Ala: NH2-CH(CH3)-COOH 3. Ser: NH2-CH(CH2OH)-COOH To form gly–ala–ser, peptide bond forms between Gly and Ala, and then between Ala and Ser: \[NH_2-CH_2-CO-NH-CH(CH_3)-CO-NH-CH(CH_2OH)-COOH\]
03

Drawing the structure of ser–ala–gly

Similarly, in the order ser–ala–gly, we have serine (Ser) followed by alanine (Ala) and finally glycine (Gly). We will form a peptide bond between the amine group of the first amino acid and the carboxyl group of the next amino acid. 1. Ser: NH2-CH(CH2OH)-COOH 2. Ala: NH2-CH(CH3)-COOH 3. Gly: NH2-CH2-COOH To form ser–ala–gly, peptide bond forms between Ser and Ala, and then between Ala and Gly: \[NH_2-CH(CH_2OH)-CO-NH-CH(CH_3)-CO-NH-CH_2-COOH\]
04

Finding the total number of possible tripeptides with the given amino acids

We have 3 amino acids: glycine (Gly), alanine (Ala), and serine (Ser). To find the total number of possible tripeptide combinations, we need to calculate the permutations for these amino acids in 3 possible positions. Total number of permutations = 3 × 3 × 3 = 27 possible tripeptides.

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