Amino acids with aromatic side chain are
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.
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