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Chapter 28: Problem 88

Upon complete hydrolysis of a pentapeptide, the following amino acids are obtained: valine, phenylalanine, glycine, cysteine, and tyrosine. Partial hydrolysis yields the following fragments: Val-Phe; Cys-Gly; Cys-Val-Phe; Tyr- Phe. If glycine is the N-terminal acid, what is the sequence of amino acids in the polypeptide?

Short Answer

Expert verified
The sequence of the amino acids in the polypeptide is Gly-Cys-Val-Phe-Tyr.

Step by step solution

01

Identification of Terminal Amino Acids

Firstly, identify the N-terminal and C-terminal acids. From the exercise, it is known that glycine is the N-terminal acid. Also in the fragment Tyr-Phe, tyrosine cannot be an immediate neighbor to any other amino acid, therefore tyrosine must be the C-terminal amino acid.
02

Arrangement of Partial Hydrolysis Fragments

Next, arrange the fragments from partial hydrolysis. Using the fragments obtained, the sequence glycine (N-terminal) - cysteine - valine - phenylalanine - tyrosine (C-terminal) can be formed. This takes into account all fragments: Gly-Cys comes from Cys-Gly, Cys-Val-Phe from Cys-Val-Phe, and makes sense in the context of Tyr-Phe as well.
03

Formation of Polypeptide

Now the final polypeptide can be assembled. The final amino acid sequence is Gly-Cys-Val-Phe-Tyr. This sequence includes all partial fragments and considers glycine as the N-terminal and tyrosine as the C-terminal acid.

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Most popular questions from this chapter

Which of the following amino acids does not have a chiral carbon? (a) glycine; (b) alanine; (c) threonine; (d) lysine; (e) none of these.

Describe what is meant by each of the following terms, using specific examples where appropriate: (a) \(\alpha\) -amino acid; (b) zwitterion; (c) isoelectric point; (d) peptide bond; (e) tertiary structure.

Write structural formulas to represent the products of the saponification of tripalmitin with \(\mathrm{NaOH}(\mathrm{aq})\).

Sickle-cell anemia is sometimes referred to as a "molecular" disease. Comment on the appropriateness of this term.

After undergoing complete hydrolysis, a polypeptide yields the following amino acids: Gly, Leu, Ala, Val, Ser, Thr. Partial hydrolysis yields the following fragments: Ser-Gly-Val, Thr-Val, Ala-Ser, Leu-Thr-Val, Gly-Val-Thr. An experiment using a marker establishes that Ala is the N-terminal amino acid. (a) Establish the amino acid sequence in this polypeptide. (b) What is the name of the polypeptide?
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