Question Details

Amino acids with aromatic side chain are

Options

A

tryptophan, asparagine, tyrosine

B

phenylalanine, tryptophan, serine

C

tryptophan, threonine, tyrosine

D

phenylalanine, tryptophan, tyrosine

Correct Answer :

phenylalanine, tryptophan, tyrosine

Solution :

The correct option is phenylalanine, tryptophan, tyrosine.

To understand why this is the correct answer, we can look at the chemical structures of the amino acid side chains (R-groups):

1. Phenylalanine: This amino acid contains a phenyl ring (a benzene ring minus one hydrogen atom) attached to a methyl group. The presence of the benzene ring makes its side chain aromatic.
2. Tryptophan: The side chain of tryptophan contains an indole group, which consists of a benzene ring fused to a nitrogen-containing pyrrole ring. Since it contains a conjugated ring system with delocalized pi electrons, it is aromatic.
3. Tyrosine: Tyrosine has a structure very similar to phenylalanine, but it has a hydroxyl (-OH) group attached to the para position of the phenyl ring, forming a phenol group. The benzene ring structure makes its side chain aromatic.

Let's examine why the other options are incorrect by identifying the non-aromatic amino acids in them:

Asparagine (in tryptophan, asparagine, tyrosine) has an aliphatic amide side chain (-CH2-CO-NH2), which is not aromatic.
Serine (in phenylalanine, tryptophan, serine) has a polar, uncharged hydroxymethyl side chain (-CH2-OH), which is not aromatic.
Threonine (in tryptophan, threonine, tyrosine) has a polar, uncharged secondary alcohol side chain (-CH(OH)-CH3), which is not aromatic.

Therefore, only the option containing phenylalanine, tryptophan, and tyrosine consists entirely of amino acids with aromatic side chains.

Unlock Our Free Library

Access expert-curated educational resources and study materials—completely free.