Chapter 29: Q51P (page 1194)
Draw the structure for each peptide:
(a) Phe–Ala;
(b) Gly–Gln;
(c) Lys–Gly;
(d) R-H
Short Answer
a.

b.

C.

d.

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Chapter 29: Q51P (page 1194)
Draw the structure for each peptide:
(a) Phe–Ala;
(b) Gly–Gln;
(c) Lys–Gly;
(d) R-H
a.

b.

C.

d.

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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.
Question: Identify the functional groups in each molecule. Classify each alcohol, alkyl halide, amide, and amine as 1°, 2°, or 3°
a.
b.
c. 
d. 
e. 
f. 
Which of the following amines can be used to resolve a racemic mixture of amino acids?
(a)
(b)

(c)

(d)

As shown in Mechanism 29.2, the final steps in the Edman degradation result in rearrangement of a thiazolinone to an N-phenylthiohydantoin. Draw a stepwise mechanism for this acid-catalyzed reaction.

Glutathione, a powerful antioxidant that destroys harmful oxidizing agents in cells, is composed of glutamic acid, cysteine, and glycine, and has the following structure:
Glutathione
a. What product is formed when glutathione reacts with an oxidizing agent?
b. What is unusual about the peptide bond between glutamic acid and cysteine?
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