The correct structure of histidine in a strongly acidic solution (pH=2) is :
(A)(see structure)
(B)(see structure)
(C)(see structure)✓ Correct
(D)(see structure)
Answer: (C)
Solution
Histidine carries three ionisable groups − the carboxyl (pKa≈2), the α-amino (pKa≈9) and the imidazole side chain (pKa≈6). At pH=2, well below the amino and imidazole values, both nitrogen centres are protonated, as −NHX3X+ and a protonated imidazole ring, while the carboxyl is largely held as −COOH. The structure with −COOH, −NHX3X+ and a protonated imidazole is the correct one.
JEE Main · 2019 · 12 Jan 2019 · Shift 2 · Single correct option