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JEE Advanced2024Paper 1CHEM-I
Q.

Aspartame, an artificial sweetener, is a dipeptide aspartyl phenylalanine methyl ester. The structure of aspartame is

  1. A
  2. B
  3. C
  4. D
Solution

Aspartame is L--aspartyl-L-phenylalanine methyl ester. The dipeptide is formed by an amide bond between the -carboxyl group of aspartic acid and the -amino group of phenylalanine. The C-terminal carboxyl group (on the phenylalanine side) is then methylated to give the methyl ester.

Key structural features that identify the correct option:

1. Free -amino group on the aspartate end.

2. The free -carboxyl (side-chain -CH-COOH) remains on aspartate.

3. Amide (peptide) bond connecting aspartate's -COOH to phenylalanine's -NH.

4. Methyl ester (-COOMe) on phenylalanine's -carbon.

Option (B) matches all four features.

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