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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

Short Answer

Expert verified

c.

Step by step solution

01

Peptide

When amino acid binds together by amide bonds, a large molecule is formed called peptide. Peptides are used as dietary supplements, to stimulate skin, and provide proteins required to the skin.

02

N-terminal and C-terminal

N-terminal amino acid are those amino acid which are free from amine group and C-terminal amino acid are those which are free from carboxyl group. N-terminal amino acid is written on the left end of the chain and C-terminal amino acid on the right.

03

Structures

a. The structure of Val-Glu peptide is drawn by joining adjacent and groups in amide bonds.

b. The structure of Gly-His-Leupeptide is drawn by joining adjacent and groups in amide bonds.

c. The structure of M-A-T-T peptide is drawn by joining adjacent and groups in amide bonds.

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Most popular questions from this chapter

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

The enolate derived from diethyl acetamidomalonate is treated with each of the following alkyl halides. After hydrolysis and decarboxylation, what amino acid is formed?

a. CH3I

b. (CH3)2CHCH2Cl

c. CH3CH2CH(CH3)Br

Devise a synthesis of each peptide from amino acid starting materials:

(a) Leu–Val; (b) Ala–Ile–Gly.

Draw the organic products formed in each reaction.

a.

b.

c.

d.

e.

f.

After the peptide chain of collage has been formed, many of the proline residues are hydroxylated on one of the ring carbon atoms. Why is this process important for the triple helix of collagen?
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