Chapter 29: Q5P (page 1157)
What-halo carbonyl compoundis needed to synthesize each amino acid?
(a) Glycine
(b) Isoleucine
(c) Phenylalanine
Short Answer
Answer
a.

b.

c.

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Chapter 29: Q5P (page 1157)
What-halo carbonyl compoundis needed to synthesize each amino acid?
(a) Glycine
(b) Isoleucine
(c) Phenylalanine
Answer
a.

b.

c.

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What amino acid is formed when CH3CONHCH(CO2Et)2is treated with the following series of reagents:

Devise a synthesis of the following dipeptide from amino acid starting materials.

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.
Deduce the sequence of a heptapeptide that contains the amino acids Ala, Arg, Glu, Gly, Leu, Phe, and Ser, from the following experimental data. Edman degradation cleaves Leu from the heptapeptide, and carboxypeptidase forms Glu and a hexapeptide. Treatment of the heptapeptide with chymotrypsin forms a hexapeptide and a single amino acid. Treatment of the heptapeptide with trypsin forms a pentapeptide and a dipeptide. Partial hydrolysis forms Glu, Leu, Phe, and the tripeptidesGly–Ala–Ser and Ala–Ser–Arg
Which of the following amines can be used to resolve a racemic mixture of amino acids?
(a)

(b)

(c)

(d)

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