Draw all the steps in the synthesis of each peptide from individual amino acids: (a) Gly–Ala; (b) Ile–Ala–Phe.

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
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Draw all the steps in the synthesis of each peptide from individual amino acids: (a) Gly–Ala; (b) Ile–Ala–Phe.

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Step 1

The first step involved in the synthesis of dipeptide Gly-Ala is protection of amine group of Gly and carboxyl group of Ala,

Chemistry homework question answer, step 1, image 1

Step 2

In the next step, the unprotected amine and carboxyl group of Ala and Gly, respectively forms amide bond with each other in the presence of dicyclohexylcarbodiimide,

Chemistry homework question answer, step 2, image 1

In the last step of the synthesis, deprotection of amine and carboxyl group takes place in the presence of H2, Pd-C and CF3COOH which leads to the formation of amino acid Gly-Ala as,

Chemistry homework question answer, step 2, image 2

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