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 14PP
Practice Problem 24.14
The terminal carboxyl groups of glutamic acid and aspartic acid are often protected through their conversion to benzyl esters. What mild method could be used for removal of this protecting group?
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4. Refer to the data below to answer the following questions:
The octapeptide saralasin is a specific antagonist of angiotensin II. A derivative of saralasin is used
therapeutically as an antihypertensive. Amino acid analysis of saralasin show the presence of the
following amino acids:
Ala, Arg, His, Pro, Sar, Tyr, Val, Val
A.Sar is the abbreviation for sarcosine, N-methyl aminoethanoic acid. Draw the structure of sarcosine.
B. N-Terminal analysis by the Edman method shows saralasin contains sarcosine at the N-terminus.
Partial hydrolysis of saralasin with dilute hydrochloric acid yields the following fragments:
Tyr-Val-His
Sar-Arg-Val
His-Pro-Ala
Val-Tyr-Val
Arg-Val-Tyr
What is the structure of saralasin?
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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