JEE Main 2020 · 3 September · evening · Numerical answer · +4 / −0

The number of > C=O groups present in a tripeptide Asp–Glu–Lys is ____.

Answer and solution

Answer 5

Solution

Chemistry ma’am · 4 steps

Count the carbonyls in three places: the peptide bonds, the C-terminal COOH and the acidic side chains.

  1. Peptide bonds. A tripeptide has 3 residues joined by 2 peptide bonds, -CO-NH⁻. Each one has one >C=O, so that gives 2.
  2. Free ends. Lys is the last residue, so it keeps a free -COOH at the C-terminus, which adds 1. The N-terminus on Asp is a free -NH₂, with no carbonyl.
    ResidueSide chain>C=O in side chain
    Asp-CH₂COOH1
    Glu-CH₂CH₂COOH1
    Lys-(CH₂)₄NH₂0
  3. Side chains. Asp and Glu are acidic amino acids, and each carries one extra -COOH in its side chain. Lys is basic and has an amino group, not a carbonyl.
  4. So. Total >C=O groups = 2 + 1 + 2 = 5.

The common slip: 3. Leaving out the side-chain -COOH groups of Asp and Glu gives 3, not 5.

The idea to keep. In any peptide, count the carbonyls as (number of peptide bonds) + 1 for the C-terminal COOH + 1 for every Asp or Glu side chain. Basic residues like Lys add none.

Answer from the NTA final answer key. Solution by PrepWiser.

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Asked about 150 times in JEE Main since 2020. This question is from 2020.