Q. A tetrapeptide has - 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 group attached to a chiral centre is

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Answer: 4

Solution:

PLAN A peptide linkage is hydrolysed to two free amino acids.
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is chiral carbon tetrapeptide has four amino acids joined by three peptide linkage.
- group is on alanine part, thus it is at fixed -terminal position in each combination.
Glycine is optically inactive thus it cannot be on the - terminal side. Thus, possible combinations are
Phe-Gly-Val-Ala, Phe-Val-Gly-Ala,
Val-Gly-Phe-Ala, Val-Phe-Gly-Ala
Thus, in all four combinations are possible.