Show the steps in the synthesis of the tetrapeptide in Problem 34, using Merrifield's method.
A decapeptide undergoes partial hydrolysis to give peptides whose amino acid compositions are shown. Reaction of the intact decapeptide with Edman's reagent releases PTH-Gly. What is the sequence of the decapeptide?
1. Ala, Trp
2. Val, Pro, Asp
3. Pro, Val
4. Ala, Glu
5. Trp, Ala, Arg
6. Arg, Gly
7. Glu, Ala, Leu
8. Met, Pro, Leu, Glu
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Key Concepts
Peptide Structure
Edman's Degradation
Partial Hydrolysis
Three peptides were obtained from a trypsin digestion of two different polypeptides. In each case, indicate the possible sequences from the given data and tell what further experiment should be carried out in order to determine the primary structure of the polypeptide.
a. polypeptide I:
1. Val-Gly-Asp-Lys
2. Leu-Glu-Pro-Ala-Arg
3. Ala-Leu-Gly-Asp
How would a protein that resides in the nonpolar interior of a membrane fold compared with the water-soluble protein just discussed?
a. Calculate the overall yield of bradykinin when the yield for the addition of each amino acid to the chain is 70%.
b. What would be the overall yield of a peptide containing 15 amino acids if the yield for the incorporation of each is 80%
Indicate the peptides produced from cleavage by the indicated reagent:
a. His-Lys-Leu-Val-Glu-Pro-Arg-Ala-Gly-Ala by trypsin
b. Leu-Gly-Ser-Met-Phe-Pro-Tyr-Gly-Val by chymotrypsin
Write the mechanism for the reaction of a cysteine side chain with iodoacetic acid.
