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​A polypeptide was subjected to the following treatments with the indicated results.I. Acid hydrolysis:(1) (Ala, Arg, Cys, Glx, Gly, Lys, Leu, Met, Ph
Question

A polypeptide was subjected to the following treatments with the indicated results.

I. Acid hydrolysis:

(1) (Ala, Arg, Cys, Glx, Gly, Lys, Leu, Met, Phe, Thr)

II. Aminopeptidase M:

(2) No fragments

III. Carboxypeptidase A + Carboxypeptidase B:

(3) No fragments

IV. Trypsin followed by Edman degradation of the separated products:

(4) Cys-Gly-Leu-Phe-Arg

(5) Thr-Ala-Met-Gln-Lys

Which one of the following represents the primary structure of the peptide?

A.

Thr- Ala, Met-Gln-Lys, Cys-Gly-Leu-Phe-Arg

B.

Cys-Gly-Leu-Phe-Arg-Thr-Ala-Met-Gln-Lys

C.

Gln-Lys-Cys-Gly-Leu-Thr-Ala-Met-Phe-Arg

D.

Cyclic peptide shown below:

Correct option is D

To determine the primary structure of the peptide, we analyze the given experimental data.

Step 1: Acid Hydrolysis (Complete Breakdown)

  • The given set of amino acids: Ala, Arg, Cys, Glx, Gly, Lys, Leu, Met, Phe, Thr.
  • This confirms all amino acids present but does not give sequence information.

Step 2: Aminopeptidase M

  • No fragments were obtained, indicating that the N-terminus is blocked, possibly due to cyclization.

Step 3: Carboxypeptidase A + B

  • No fragments, meaning that the C-terminus is blocked, further supporting cyclization.

Step 4: Trypsin Digestion + Edman Degradation

  • Trypsin cleaves at Lys (K) and Arg (R).
  • Two fragments obtained:
    1. Cys-Gly-Leu-Phe-Arg (Fragment 1)
    2. Thr-Ala-Met-Gln-Lys (Fragment 2)

From these results:

  • Since Trypsin cleaves after Arg and Lys, we deduce that Arg is at the C-terminal of one fragment, and Lys is at the C-terminal of the other.
  • However, since Aminopeptidase and Carboxypeptidase gave no results, the peptide is most likely cyclic.

Final Answer:

The cyclic nature of the peptide is supported by:

  • No free N-terminal or C-terminal (Step 2 and Step 3 results).
  • Matching sequence fragments with the cyclic representation.

Thus, the correct answer is:(4) 

Explanation:

  • A cyclic peptide means that the amino acids form a closed-loop structure rather than a linear sequence.
  • Since both trypsin digestion products match the sequence in the given cyclic structure, the primary structure must be cyclic.
  • Linear options (1, 2, 3) are ruled out due to missing free ends.

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