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Chapter 24: Problem 92

Glutathione is a tripeptide found in most living cells. Partial hydrolysis yields Cys-Gly and Glu-Cys. What structures are possible for glutathione?

Short Answer

Expert verified
The possible structures for glutathione based on the given partial hydrolysis products are Glu-Cys-Gly and Gly-Cys-Glu, with Glu-Cys-Gly being the most commonly found structure in living cells.

Step by step solution

01

Identify the amino acids present in glutathione

Based on the partial hydrolysis products, we can determine that glutathione is composed of three amino acids: cysteine (Cys), glycine (Gly), and glutamic acid (Glu).
02

Determine the order of amino acids in glutathione

To determine the sequence of amino acids in glutathione, we can consider the partial hydrolysis products: Cys-Gly and Glu-Cys. Since both dipeptides have cysteine (Cys) in common, we can infer that Cys forms a link between Glu and Gly in the tripeptide. Thus, the possible sequences for glutathione are: 1. Glu-Cys-Gly 2. Gly-Cys-Glu
03

Deduce the structure of glutathione

Using the possible sequences derived in step 2, we can now generate the structures for glutathione. Please note that for simplicity, we are only showing peptide bonds between amino acids and not the full amino acid structure. 1. Glu-Cys-Gly: Glu(-NH-CHR-C(=O)) - Cys(-NH-CHR1-C(=O)) - Gly(-NH-CHR2-C(=O))-OH 2. Gly-Cys-Glu: Gly(-NH-CHR1-C(=O)) - Cys(-NH-CHR-C(=O)) - Glu(-NH-CHR2-C(=O))-OH These are the possible structures for glutathione based on the partial hydrolysis information provided. The most common structure found in living cells is Glu-Cys-Gly.

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