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Chapter 29: Q58P (page 1195)

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.

Short Answer

Expert verified

The sequence of an octapeptide is Gly-Gly-Ala-Phe-His-Ile-His-Leu.

Step by step solution

01

Octapeptide

An octapeptide is a continuous polypeptide chain and contains eight amino acids.It cleaves into smaller fragments when octapeptide is treated with chymotrypsin, trypsin, and carboxypeptidase.

02

Sequence of an octapeptide.

The given fragments are Ile-His-Leu, Gly, Gly-Ala-Phe-His, and Phe-His-Ile.

Here, Phe-His-Ile has Phe-His common to Gly-Ala-Phe-His and Ile is common to Ile-His-Leu. These three fragments are joined together by taking common amino acids as one.

The sequence of octapeptide obtained is Gly-Gly-Ala-Phe-His-Ile-His-Leu. Gly comes at the front of the sequence as it is cleaved by Edman degradation, and Leu comes at last because carboxypeptidase forms Leu and heptapeptide.

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Most popular questions from this chapter

Give the amino acid sequence of each peptide using the fragments obtained by partial hydrolysis of the peptide with acid.

  1. A tetrapeptide that contains Ala, Gly, His, and Tyr, which is hydrolyzed to the dipeptides His-Tyr, Gly-Ala, and Ala-His.
  2. A pentapeptide that contains Glu, Gly, His, Lys, and Phe, which is hydrolyzed to His-Gly-Glu, Gly-Glu-Phe, and Lys-His.

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?

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.

What is the structure of each amino acid at its isoelectric point: (a) alanine (b) methionine; (c)aspartic acid; (d) lysine?

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
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