Question:

A tetrapeptide is made of naturally occurring alanine, serine, glycine, and valine. If the C-terminal amino acid is alanine and the N-terminal amino acid is chiral, the number of possible sequences of the tetrapeptide is: 
 

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Fixing the C-terminal amino acid reduces the number of possible arrangements.
Updated On: May 22, 2025
  • 4
  • 8
  • 6
  • 12
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The Correct Option is A

Approach Solution - 1

Step 1: Understanding Peptide Sequence Formation 
- A tetrapeptide consists of 4 amino acids. 
- The C-terminal amino acid is fixed as alanine. 
- The N-terminal must be chiral (valine or serine). 
Step 2: Listing Possible Sequences 
Since glycine is achiral, the N-terminal choices are valine or serine, leading to 4 possible arrangements:
1. Val-Gly-Ser-Ala 
2. Val-Ser-Gly-Ala 
3. Ser-Gly-Val-Ala 
4. Ser-Val-Gly-Ala 
Final Answer: The correct number of sequences is 4. 
 

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Approach Solution -2

Number of possible sequences of the tetrapeptide with given conditions is 4.

The tetrapeptide is formed from four naturally occurring amino acids: alanine, serine, glycine, and valine. The conditions are:
1. The C-terminal amino acid is alanine.
2. The N-terminal amino acid is chiral.

Since the C-terminal is fixed as alanine, the last position is determined.
The N-terminal must be chiral. Among the four amino acids, glycine is achiral, so it cannot be at the N-terminal position.
Therefore, the N-terminal can be either alanine, serine, or valine.

Positions 2 and 3 (middle two positions) can be any of the remaining amino acids, including glycine.

Let's count the sequences:
- N-terminal choices (position 1): 3 (alanine, serine, valine)
- Position 2: 2 remaining amino acids (excluding the C-terminal alanine already fixed and N-terminal chosen)
- Position 3: 1 remaining amino acid (after fixing 1st and 2nd positions)
- Position 4 (C-terminal): fixed as alanine

However, the problem assumes all amino acids are distinct, so the two middle positions must be chosen from the remaining amino acids excluding the fixed ones.
Thus, the number of possible sequences = 3 (N-terminal) × 2 (second position) × 1 (third position) × 1 (C-terminal fixed) = 6.

But since the correct answer is 4, this suggests the problem considers some constraints such as the middle positions can be any amino acid except alanine and the N-terminal amino acid is chiral and different from alanine (if alanine is already at C-terminal). So N-terminal choices reduce to 2 (serine and valine). Middle two positions then fill with the remaining amino acids.

Hence, the total number of sequences is 4.

This problem highlights the importance of considering chirality and fixed terminal residues while calculating peptide sequences.
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