Q39 / 160 · WBJEE 2015 · Chemistry

Within the list shown below, the correct pair of structures of alanine in $\mathrm{pH}$ ranges $2-4$ and $9-11$ is I. $\mathrm{H}_{3} \mathrm{N}^{+}-\mathrm{CH}\left(\mathrm{CH}_{3}\right) \mathrm{CO}_{2} \mathrm{H}$ II. $\mathrm{H}_{2} \mathrm{N}-\mathrm{CH}\left(\mathrm{CH}_{3}\right) \mathrm{CO}_{2}^{-}$ III. $\mathrm{H}_{3} \mathrm{N}^{+}-\mathrm{CH}\left(\mathrm{CH}_{3}\right) \mathrm{CO}_{2}^{-}$ $\mathrm{IV} . \mathrm{H}_{2} \mathrm{N}-\mathrm{CH}\left(\mathrm{CH}_{3}\right) \mathrm{CO}_{2} \mathrm{H}$

  • Correct answer
    A
    I and II
  • B
    I and III
  • C
    II and III
  • D
    III and IV

Solution

Isoelectric point for neutral amino acids ranges from $\mathrm{pH} 5.5$ to 6.3 . Acidic amino acids have isoelectric point around 3 while basic amino acids have ranges from pH 7.6 to 10.8 . At isoelectric point, amino acids exist as Zwitter ions. At low pH, it exists as cation and at high $\mathrm{pH}$, it exists as anion. Hence, alanine (pH range $2-4$ ) will exist as cation while alanine (pH range $9-11$ ) will exist as anion. Acidic medium: $$ \mathrm{H}_{3} \mathrm{N}^{+} -\mathrm{CH}\left(\mathrm{CH}_{3}\right) \mathrm{CO}_{2} \mathrm{H} $$ Basic medium: $$ \mathrm{H}_{2} \mathrm{N}-\mathrm{CH}\left(\mathrm{CH}_{3}\right) \mathrm{CO}_{2}^{-} $$

Hence, the correct answer is option: 'A'.

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