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JEE Advanced 2022 Paper 1 · Chemistry · Biomolecules and Polymers · hard

(Take pKa1, pKa2 for glycine as 2.34 and 9.60; for glutamic acid as 2.19 (α-COOH), 4.25 (side-chain COOH) and 9.67; for lysine as 2.18, 8.95…

One or more options correct

Choose the correct statement(s). (Take pKa1pK_{a1}, pKa2pK_{a2} for glycine as 2.342.34 and 9.609.60; for glutamic acid as 2.192.19 (α\alpha-COOH), 4.254.25 (side-chain COOH) and 9.679.67; for lysine as 2.182.18, 8.958.95 (α\alpha-NH3+_3^+) and 10.5310.53 (side-chain NH3+_3^+).)
  1. A. The isoelectric point of glycine is 5.975.97, and near this pH the zwitterion H3N+CH2COO−\mathrm{H_3N^+CH_2COO^-} is the predominant species
  2. B. In an electrophoresis experiment at pH=7.0\mathrm{pH}=7.0, lysine migrates towards the cathode
  3. C. In an electrophoresis experiment at pH=6.0\mathrm{pH}=6.0, glutamic acid migrates towards the cathode
  4. D. The tripeptide Ala–Gly–Val contains two peptide (amide) linkages and gives three amino-acid molecules on complete acid hydrolysis
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Answer: A, B, D

A is correct: for a neutral amino acid pI=12(pKa1+pKa2)=12(2.34+9.60)=5.97\mathrm{pI}=\tfrac12(pK_{a1}+pK_{a2})=\tfrac12(2.34+9.60)=5.97, where the zwitterion dominates. B is correct: for lysine the neutral zwitterion lies between the two ammonium dissociations, pI=12(8.95+10.53)=9.74\mathrm{pI}=\tfrac12(8.95+10.53)=9.74. At pH 7<pI7<\mathrm{pI} the molecule carries a net positive charge and moves to the cathode. C is incorrect: for glutamic acid pI=12(2.19+4.25)=3.22\mathrm{pI}=\tfrac12(2.19+4.25)=3.22 (average of the two acidic constants). At pH 6>pI6>\mathrm{pI} it carries a net negative charge and moves to the anode. D is correct: a tripeptide of three residues has 3−1=23-1=2 peptide bonds and hydrolyses to three amino acids. Hence A, B and D.
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