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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鈥揋lu

b. Gly鈥揌is鈥揕eu

c. M鈥揂鈥揟鈥揟

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

Glutathione, a powerful antioxidant that destroys harmful oxidizing agents in cells, is composed of glutamic acid, cysteine, and glycine, and has the following structure:

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?

What伪-halo carbonyl compoundis needed to synthesize each amino acid?

(a) Glycine

(b) Isoleucine

(c) Phenylalanine

Explain why the pKaof the -NH3+group of an 伪-amino acid is lower than the pKaof the ammonium ion derived from a 1掳amine (RNH3+). For example, pKaof the -NH3+group of alanine is 9.87 but the pKaof CH3NH3+is 10.63.

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鈥揂la鈥揝er and Ala鈥揝er鈥揂rg

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.
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