Organic Chemistry
11th Edition
ISBN: 9781118133576
Author: T. W. Graham Solomons, Craig Fryhle
Publisher: Wiley, John & Sons, Incorporated
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Question
Chapter 24, Problem 6PP
Interpretation Introduction
Interpretation:
The reaction showing 2,4-dinitrofluorobenzene which could be used to identify the n-terminal amino acid of VAG is to be written. Further, the product of hydrolysis, when VKG is treated with 2,4-dinitrofluorobenzene, is to be identified.
Concept introduction:
The Sanger N-Terminal analysis is a method for sequence analysis of amino acid using 2,4-dinitrofluorobenzene (DNFB). The nucleophilic
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Glutathione (GSH) is a tripeptide that serves as a mild reducing agent to detoxify peroxides and maintain the cysteineresidues of hemoglobin and other red blood cell proteins in the reduced state. Complete hydrolysis of glutathione givesGly, Glu, and Cys. Treatment of glutathione with carboxypeptidase gives glycine as the first free amino acid released.Treatment of glutathione with 2,4-dinitrofluorobenzene (Sanger reagent, Problem 24-21, page 1246), followed bycomplete hydrolysis, gives the 2,4-dinitrophenyl derivative of glutamic acid. Treatment of glutathione with phenylisothiocyanate does not give a recognizable phenylthiohydantoin, however.(a) Propose a structure for glutathione consistent with this information. Why would glutathione fail to give a normalproduct from Edman degradation, even though it gives a normal product from the Sanger reagent followed byhydrolysis?(b) Oxidation of glutathione forms glutathione disulfide (GSSG). Propose a structure for glutathione disulfide, and…
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Chapter 24 Solutions
Organic Chemistry
Ch. 24 - Prob. 1PPCh. 24 - Practice Problem 24.2 The guanidino group NHNHCNH2...Ch. 24 - Prob. 3PPCh. 24 - Prob. 4PPCh. 24 - Prob. 5PPCh. 24 - Prob. 6PPCh. 24 - Prob. 7PPCh. 24 - Practice Problem 24.8
Glutathione is a tripeptide...Ch. 24 - Prob. 9PPCh. 24 - Prob. 10PP
Ch. 24 - Prob. 11PPCh. 24 - Practice Problem 24.12 Show all steps in the...Ch. 24 - Practice Problem 24.13 The synthesis of a...Ch. 24 - Practice Problem 24.14
The terminal carboxyl...Ch. 24 - Prob. 15PPCh. 24 - Prob. 16PPCh. 24 - (a) Which amino acids in Table 24.1 have more than...Ch. 24 - Prob. 18PCh. 24 - 24.19 (a) On the basis of the following sequence...Ch. 24 - Prob. 20PCh. 24 - Prob. 21PCh. 24 - Prob. 22PCh. 24 - Prob. 23PCh. 24 - Prob. 24PCh. 24 - The enzyme lysozyme and its mechanism are...Ch. 24 - Prob. 2LGPCh. 24 - 24.1 Write the structural formula of the principal...Ch. 24 - Prob. 2Q
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