Question
Tryptophan and histidine have the structures (I) and (II) respectively. Classify them into neutral? acidic/basic &amino acids and justify your answer. (Hint: Consider învolvement of lone pair in resonance).
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Answer
In tryptophan, nitrogen atom present in cyclic structure cannot donate pair of electrons as it is stabilized by resonance. The other amino group and carboxylic group present in the side chain neutralize each other. Tryptophan has equal number of amino and carboxylic groups. Hence, tryptophan is a neutral amino acid.
In histidine, amino groups are more in number than carboxyl groups therefore histidine ¡s basic in nature.
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