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JEE Main 2019 · Chemistry · Biomolecules and Polymers · medium

Lysine has pKa values 2.18 (α-COOH), 8.95 (α-NH3^+) and 10.53 (side-chain ε-NH3^+). Its isoelectric point is nearest to

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Lysine has pKa\mathrm{p}K_a values 2.182.18 (α\alpha-COOH), 8.958.95 (α\alpha-NH3+\mathrm{NH_3^+}) and 10.5310.53 (side-chain ε\varepsilon-NH3+\mathrm{NH_3^+}). Its isoelectric point is nearest to
  1. A. 5.575.57
  2. B. 6.366.36
  3. C. 10.5310.53
  4. D. 9.749.74
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Answer: (D) 9.749.74

At the isoelectric point the net charge is zero. Lysine is a basic amino acid; its charge goes +2→+1→0→−1+2 \to +1 \to 0 \to -1 with pKa\mathrm{p}K_a values 2.18,8.95,10.532.18, 8.95, 10.53. The neutral species exists between the second and third deprotonation steps, so pI=12(8.95+10.53)=9.74\mathrm{pI} = \tfrac12(8.95+10.53) = 9.74. Averaging the first two values (5.575.57) is the typical mistake; it applies to a neutral or acidic amino acid, not to a basic one.
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