Chapter 29: 14P (page 1166)
Draw the structure of each peptide. Label the N-terminal and C-terminal amino acids and all amide bonds.
a. Val–Glu
b. Gly–His–Leu
c. M–A–T–T
Short Answer

c.

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Chapter 29: 14P (page 1166)
Draw the structure of each peptide. Label the N-terminal and C-terminal amino acids and all amide bonds.
a. Val–Glu
b. Gly–His–Leu
c. M–A–T–T

c.

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Name each peptide using both the three-letter and one-letter abbreviations of the component amino acids.

a.

b.
The anti-obesity drug orlistat works by irreversibly inhibiting pancreatic lipase, an enzyme responsible for the hydrolysis of triacylglycerols in the intestines, so they are excreted without metabolism, inhibition occurs by reaction of orlistat with a serine residue of the enzyme, forming a covalently bound, inactive enzyme product. Draw the structure of the product formed during inhibition.

Draw the organic products formed in each reaction.

a.

b.

c.

d.

e.

f.
Give the amino acid sequence of an octapeptide that contains the amino acids Tyr, Ala, Leu (2 equiv), Cys, Gly, Glu and Val, and forms the following fragments when partially hydrolyzed with HCl: Val-Cys-Gly-Glu, Ala-Leu-Tyr, and Tyr-Leu-Val-Cys.
Which of the following amines can be used to resolve a racemic mixture of amino acids?
(a)

(b)

(c)

(d)

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