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 -NH 2 group attached to a chiral center is
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No. of possible sequences (primary structures) with — NH 2 group attached to a chiral center is 4.
Since -COOH group is attached to alanine, one terminal of the tetrapeptide contains alanine. Thus, its position is fixed.
Glycine is achiral whereas valine and phenylalanine are chiral. Thus, -NH 2
group is attached to either valine or phenylalanine.
Thus following are the four possible combinations of the tetrapeptide.
H 2 N - Val - Gly - Phe - Ala - COOH
H 2 N - Val - Phe - Gly - Ala - COOH
H 2 N - Phe - Gly - Val - Ala - COOH
H 2 N - Phe - Val - Gly - Ala - COOH
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