Identify the pair of reactants that upon reaction, with elimination of will give rise to the dipeptide Gly-Ala.
- A
and
- B
and
- C
and
- D
and
Identify the pair of reactants that upon reaction, with elimination of will give rise to the dipeptide Gly-Ala.
and
and
and
and
Correct answer:A
Standard Method
Given: We need the pair of reactants that forms the dipeptide Gly-Ala with elimination of .
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 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:
The acid chloride of glycine reacts with the amino group of alanine to form the peptide bond, eliminating .
So the required pair is option A.
Other options fail because:
Therefore, the correct option is A.
Order-Based Elimination Trick
Given: The product is Gly-Ala and elimination is .
Find: The reactant pair matching this directly.
Shortcut idea: If 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:
and alanine must be the amino acid with a free amino group:
This matches option A immediately.
Therefore, the correct option is A.
Assuming any two amino acids can directly form the dipeptide with elimination of . This is wrong because elimination indicates an acid chloride is involved. Look for one activated carboxyl group as .
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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