JEE MainChemistryBiomoleculesMCQ+4 / −1
The dipeptide, Gln-Gly, on treatment with followed y aqueous work up gives :
- A

- B

- C

- D

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Correct answer: C
- Identify the peptide structure
The dipeptide Gln-Gly means:
- N-terminal amino acid = Glutamine (Gln)
- C-terminal amino acid = Glycine (Gly)
So the peptide skeleton is:
- Reagent used: followed by aqueous work-up
Acetyl chloride reacts readily with free amino groups to give N-acetyl derivatives.
In this dipeptide, the functional groups are:
- free N-terminal amino group:
- one peptide linkage:
- side-chain amide of glutamine:
- terminal carboxylic acid:
- Which group will react?
The most reactive site toward acetyl chloride here is the free amino group at the N-terminus.
Thus,
The peptide amide nitrogen and glutamine side-chain amide are not acetylated under this simple treatment because amide nitrogens are much less nucleophilic.
- Product formed
Therefore the product is the N-acetyl derivative of Gln-Gly:
- Conclusion
So the correct option must be the one showing acetylation of only the terminal amino group.
Hence, the answer is Option C.
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