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Grade 11Engineering Entrance Exams

39. A tetrapeptide has – COOH group on alanine. This produces glycine (Gly), valine (Val), phenyl alanine (Phe) and alanine (Ala), on complete hydrolysis. For this tetrapeptide, the number of possible sequences (primary structures) with – NH2 group attached to a chiral center is ?

Profile image of Jayant Kumar
12 Years agoGrade 11
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1 Answer

Profile image of Saurabh Koranglekar
6 Years ago

To determine the number of possible sequences for the tetrapeptide you described, we first need to understand the components involved. We have four amino acids: Glycine (Gly), Valine (Val), Phenylalanine (Phe), and Alanine (Ala). The important detail here is that the amino acid alanine has a carboxyl group (-COOH) at one end, making it the C-terminal amino acid of the peptide. Furthermore, the presence of a chiral center will affect the number of unique sequences we can form.

Breaking Down the Components

A tetrapeptide consists of four amino acids linked together. The sequence can vary depending on the arrangement of these amino acids. In your case, we have:

  • Glycine (Gly)
  • Valine (Val)
  • Phenylalanine (Phe)
  • Alanine (Ala)

Chirality and Its Implications

Amino acids, except for glycine, have chiral centers, meaning they exist in two enantiomeric forms (D and L). Since alanine is mentioned to have a carboxyl group, we assume it is in its standard L-configuration. The other amino acids, Valine and Phenylalanine, can also be assumed to be in their L-form, as that is the most common in proteins.

Calculating Possible Sequences

To find the number of possible sequences, we consider the permutations of the four amino acids. Since we have four different amino acids and they can appear in any order, the number of unique arrangements can be calculated using the formula for permutations:

Permutations = n!

Where n is the number of items to arrange. In our case, n = 4 (the four amino acids).

Therefore, we calculate:

4! = 4 × 3 × 2 × 1 = 24

Final Consideration: Chiral Centers

Since the question specifies a chiral center, we also need to consider how this affects our sequences. In a tetrapeptide composed only of L-amino acids, each unique arrangement of the amino acids will maintain its chirality. Thus, the chirality does not increase the number of sequences; it merely indicates how the peptide will interact with biological systems.

Final Thoughts

In summary, for the tetrapeptide consisting of Glycine, Valine, Phenylalanine, and Alanine, the total number of possible unique sequences, considering the presence of chiral centers in the amino acids, is 24. Each of these sequences may have unique biological properties and functions, which is a fascinating aspect of peptide biology!


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