Nucleobase functional groups: Which pyrimidine base possesses an amino (–NH2) group at the carbon-4 position on the ring?
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ACytosine
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BThymine
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CUracil
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DAdenine
Answer
Correct Answer: Cytosine
Explanation
Introduction / Context:Knowing the functional groups on nucleobases is central to understanding base pairing, mutagenesis, and recognition by enzymes such as polymerases and deaminases.
Given Data / Assumptions:
- Pyrimidines include cytosine, thymine, and uracil.
- We focus on substituents at the C4 ring position.
- Standard canonical structures (not tautomers) are considered.
Concept / Approach:Cytosine is a pyrimidine with an amino group at C4 and a keto at C2. Thymine and uracil are 2,4-diketo pyrimidines lacking an amino at C4. Adenine is a purine, not a pyrimidine, and thus is irrelevant to the asked position.
Step-by-Step Solution:List pyrimidines: C, T, U.Recall structural motifs: cytosine has –NH2 at C4; thymine and uracil have carbonyl (keto) groups at C4.Therefore, the base with an amino at C4 is cytosine.
Verification / Alternative check:Base-pairing logic: cytosine pairs with guanine via hydrogen bonds partly supported by its C4 amino.
Why Other Options Are Wrong:
- Thymine/Uracil: both have carbonyl at C4, not amino.
- Adenine: a purine with different ring numbering and groups.
Common Pitfalls:Mixing up ring numbering or confusing purines with pyrimidines.
Final Answer:Cytosine