Chapter 29: Q16. (page 1166)
How many different tripeptides can be formed from three different amino acids?
Short Answer
Two different tripeptides can be formed from three different amino acids.
Chapter 29: Q16. (page 1166)
How many different tripeptides can be formed from three different amino acids?
Two different tripeptides can be formed from three different amino acids.
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Get started for freeAnother method to form a peptide bond involves a two-step process:
[1] Conversion of a Boc-protected amino acid to a p-nitrophenyl ester.
[2] Reaction of the p-nitrophenyl ester with an amino acid ester.
Why does a p-nitrophenyl ester โactivateโ the carboxy group of the first amino acid to amide formation?
Would a p-methoxyphenyl ester perform the same function? Why or why not?
What types of stabilizing interactions exist between each of the following pairs of amino acids?
a. Ser and Tyr
b. Val and Leu
c. two Phe residues
a. Draw the structure of the tripeptide A-A-A, and label the two ionizable functional groups.
b. What is the predominant form of A-A-A at pH=1?
c. The values for the two ionizable functional groups (3.39 and 8.03) differ considerably from the values of alanine (2.35 and 9.87;see table 29.1). Account for the observed differences.
Name each peptide using both the one-letter and the three-letter abbreviations for the names of the component amino acids.
a.
b.
Write out a scheme for the resolution of the two enantiomers of the antiplatelet drug clopidogrel with 10-camphorsulfonic acid.
Clopidogrel 10-camphorsulfonic acid
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