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Question: A dipeptide 'z' on complete hydrolysis gives 'y' and 'z'. y on treatment with aq. $HNO_2$ produces l...

A dipeptide 'z' on complete hydrolysis gives 'y' and 'z'. y on treatment with aq. HNO2HNO_2 produces lactic acid on the other hand 'z' on heating gives the following the given dipeptide is:

A

Alanine – Glycine

B

Valine – Glycine

C

Valine – Leucine

D

Alamine – Alamine

Answer

Alanine – Glycine

Explanation

Solution

  1. Hydrolysis: The dipeptide "z" when hydrolyzed gives two different amino acids: one is "y" and the other is "z".

  2. Nitrous Acid Reaction: It is given that "y" on treatment with aqueous HNO2HNO_2 gives lactic acid. Since lactic acid is derived on deamination of alanine (CH3CH(NH2)COOHCH3CH(OH)COOHCH_3CH(NH_2)COOH \rightarrow CH_3CH(OH)COOH), "y" must be alanine.

  3. Cyclization on Heating: The remaining amino acid "z" (which is not alanine) must be glycine because the dipeptide is unsymmetrical (giving two different products) and glycine (NH2CH2COOHNH_2CH_2COOH) is known to undergo cyclization (by intramolecular nucleophilic attack resulting in a 2,5-diketopiperazine) more readily than more hindered amino acids.

  4. Conclusion: Thus, the dipeptide "z" is made up of alanine and glycine.