Write the saponification reaction of glyceryl distearate ...

[jwb375]

Write the saponification reaction of glyceryl distearate monooleate.

Question 2

Draw the structure of glyceryl trimyristate and compare its melting point to that of glyceryl tristearate.

Question 3

During peptide synthesis, the carboxylic acid group may be protected as the methyl ester. Aqueous base hydrolysis is utilized to remove the ester protecting group.
   
 
  Write the complete stepwise mechanism for the hydrolysis of the methyl ester of BOC-Val-Gly-OCH₃, above. Show all intermediate structures and all electron flow with arrows.

Question 4

BOC protecting groups are generally removed by treatment with trifluoroacetic acid.
   
 
   
   
  On the structures provided below, draw arrows consistent with electron flow in the mechanism of this reaction.
   
 

Question 5

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, Val₂
  Refer to instructions. 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?

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Answer to Question 1



The triacylglycerol could also be represented as:



Answer to Question 2

Melting point is lower due to the smaller molar mass.



Answer to Question 3



Answer to Question 4



Answer to Question 5

ANS:
Sar-Arg-Val
Arg-Val-Tyr
Val-Tyr-Val
Tyr-Val-His
His-Pro-Ala

The complete sequence: Sar-Arg-Val-Tyr-Val-His-Pro-Ala