MCQEasyJEE 2025Proteins (Amino Acids, Structure, Denaturation)

JEE Chemistry 2025 Question with Solution

Identify the pair of reactants that upon reaction, with elimination of HCl\mathrm{HCl} will give rise to the dipeptide Gly-Ala.

  • A

    NH2CH2COCl\mathrm{NH}_{2}-\mathrm{CH}_{2}-\mathrm{COCl} and NH2CHCOOH\mathrm{NH}_{2}-\mathrm{CH}-\mathrm{COOH}

  • B

    NH2CH2COCl\mathrm{NH}_{2}-\mathrm{CH}_{2}-\mathrm{COCl} and NH3CHCOCl\mathrm{NH}_{3}-\mathrm{CH}-\mathrm{COCl}

  • C

    NH2CH2COOH\mathrm{NH}_{2}-\mathrm{CH}_{2}-\mathrm{COOH} and NH2CHCOCl\mathrm{NH}_{2}-\mathrm{CH}-\mathrm{COCl}

  • D

    NH2CH2COOH\mathrm{NH}_{2}-\mathrm{CH}_{2}-\mathrm{COOH} and NH2CHCOOH\mathrm{NH}_{2}-\mathrm{CH}-\mathrm{COOH}

Answer

Correct answer:A

Step-by-step solution

Standard Method

Given: We need the pair of reactants that forms the dipeptide Gly-Ala with elimination of HCl\mathrm{HCl}.

Find: Which option gives the peptide bond in the correct order, glycine followed by alanine.

A dipeptide forms when the carboxyl-derived reactive group of one amino acid reacts with the amino group of another amino acid. If an acid chloride is used, the elimination is HCl\mathrm{HCl} instead of water.

For Gly-Ala, the glycine part must provide the acyl fragment and alanine must provide the amino group.

Thus the suitable reactants are:

NH2CH2COClandNH2CHCOOH\mathrm{NH_2-CH_2-COCl} \quad \text{and} \quad \mathrm{NH_2-CH-COOH}

The acid chloride of glycine reacts with the amino group of alanine to form the peptide bond, eliminating HCl\mathrm{HCl}.

So the required pair is option A.

Other options fail because:

  • two acid chlorides do not provide the required free amino acid partner properly,
  • free acids without activation do not eliminate HCl\mathrm{HCl} for peptide formation,
  • reversing the acid chloride partner would not give Gly-Ala in the required order.

Therefore, the correct option is A.

Order-Based Elimination Trick

Given: The product is Gly-Ala and elimination is HCl\mathrm{HCl}.

Find: The reactant pair matching this directly.

Shortcut idea: If HCl\mathrm{HCl} is eliminated, one reactant should be an acid chloride. In the name Gly-Ala, the first amino acid contributes the acyl part of the peptide bond.

So glycine must be present as:

NH2CH2COCl\mathrm{NH_2-CH_2-COCl}

and alanine must be the amino acid with a free amino group:

NH2CHCOOH\mathrm{NH_2-CH-COOH}

This matches option A immediately.

Therefore, the correct option is A.

Common mistakes

  • Assuming any two amino acids can directly form the dipeptide with elimination of HCl\mathrm{HCl}. This is wrong because HCl\mathrm{HCl} elimination indicates an acid chloride is involved. Look for one activated carboxyl group as COCl\mathrm{-COCl}.

  • Ignoring the order in Gly-Ala. This is wrong because the first amino acid supplies the acyl part of the peptide bond. Use glycine acid chloride reacting with the amino group of alanine.

  • Choosing the pair with two acid chlorides. This is wrong because peptide formation needs a nucleophilic amino group on one partner and an activated acyl group on the other. Select one acid chloride and one amino acid.

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