Chapter 29: Q36. (page 1192)
What is the predominant form of each of the following amino acids at pH=1? What is the overall charge on the amino acid at this pH?(a)threonine ; (b)methionine; (c)aspartic acid; (d)arginine
Short Answer
(a)
(b)
(c)
(d)
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Chapter 29: Q36. (page 1192)
What is the predominant form of each of the following amino acids at pH=1? What is the overall charge on the amino acid at this pH?(a)threonine ; (b)methionine; (c)aspartic acid; (d)arginine
(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.
Use the given experimental data to deduce the sequence of an octapeptide that contains the following amino acids: Ala, Gly (2 equiv), His (2 equiv), Ile, Leu and Phe. Edman degradation cleaves Gly from the octapeptide, and carboxypeptidase forms Leu and a heptapeptide. Partial hydrolysis forms the following fragments: Ile-His-Leu, Gly, Gly-Ala-Phe-His, and Phe-His-Ile.
Tryptophan is not classified as a basic amino acid even though it has a heterocycle containing a nitrogen atom. Why is the N atom in the five-membered ring of tryptophan not readily protonated by acid?
Glutamic acid is synthesized by the following reaction sequence. Draw a stepwise mechanism for Steps [1]–[3].

Draw the structure of the N-phenylthiohydantoin formed by initial Edman degradation of each peptide: (a) Ala-Gly-Phe-Phe; (b) Val-Ile-Tyr.
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