Organic Chemistry
Organic Chemistry
11th Edition
ISBN: 9781118133576
Author: T. W. Graham Solomons, Craig Fryhle
Publisher: Wiley, John & Sons, Incorporated
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Chapter 24, Problem 8PP

Practice Problem 24.8

Glutathione is a tripeptide found in most living cells. Partial acid-catalyzed hydrolysis of glutathione yields two dipeptides, CG and one composed of E and C. When this second dipeptide was treated with DNFB, acid hydrolysis gave N-labeled glutamic acid.

(a) On the basis of this information alone, what structures are possible for glutathione?

(b) Synthetic experiments have shown that the second dipeptide has the following structure:

Chapter 24, Problem 8PP, Practice Problem 24.8
Glutathione is a tripeptide found in most living cells. Partial acid-catalyzed

What is the structure of glutathione?

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