EBK ORGANIC CHEMISTRY
EBK ORGANIC CHEMISTRY
12th Edition
ISBN: 9781119233664
Author: Snyder
Publisher: VST
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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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Curved arrows are used to illustrate the flow of electrons. Using the provided starting and product structures, draw the curved electron-pushing arrows for the following reaction or mechanistic step(s). Be sure to account for all bond-breaking and bond-making steps. Select to Edit Arrows H H Select to Add Arrows > H CFCI: Select to Edit Arrows H Select to Edit Arrows
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