The presence or absence of a hydroxyl group on which numbered carbon atom of the sugar unit differentiates RNA from DNA in nucleic acids?

Difficulty: Easy

Correct Answer: Second carbon atom (2 prime carbon)

Explanation:


Introduction / Context:
Deoxyribonucleic acid and ribonucleic acid are the two main types of nucleic acids found in living organisms. Both contain a sugar, a phosphate group, and nitrogenous bases, but the sugar component is slightly different in DNA and RNA. This difference in the sugar structure has important consequences for the stability and function of these molecules. The question asks on which carbon atom of the sugar the presence or absence of a hydroxyl group distinguishes RNA from DNA.


Given Data / Assumptions:

  • DNA contains the sugar deoxyribose.
  • RNA contains the sugar ribose.
  • Both sugars are five carbon pentose sugars.
  • We are concerned with which numbered carbon in the sugar ring bears a hydroxyl group in RNA that is missing in DNA.


Concept / Approach:
In ribose, the sugar found in RNA, the ring carbons are labelled 1 prime, 2 prime, 3 prime, 4 prime, and the side chain carbon is 5 prime. Ribose has hydroxyl groups attached at the 2 prime and 3 prime positions. In deoxyribose, the sugar in DNA, the hydroxyl group at the 2 prime position is replaced by a hydrogen atom, so DNA is described as deoxy at the second carbon. This missing hydroxyl group at the second carbon makes DNA more chemically stable and less reactive than RNA. Therefore, the key difference is at the 2 prime carbon of the sugar ring.


Step-by-Step Solution:
Step 1: Recall that ribose and deoxyribose are both pentose sugars present in RNA and DNA respectively. Step 2: Note that ribose has hydroxyl groups at both the 2 prime and 3 prime carbons on the sugar ring. Step 3: Remember that deoxyribose lacks the hydroxyl group at the 2 prime position and instead has a hydrogen atom there. Step 4: Understand that this absence of the hydroxyl group at the 2 prime carbon is why the molecule is called deoxyribose, meaning ribose that has lost an oxygen. Step 5: Conclude that the presence or absence of a hydroxyl group at the second carbon atom differentiates RNA from DNA.


Verification / Alternative check:
Most biochemistry diagrams of DNA and RNA show the sugar backbone explicitly. In RNA, the sugar is labelled as beta D ribose with OH groups on the 2 prime and 3 prime positions. In DNA, the sugar is beta D deoxyribose, where the 2 prime position has only a hydrogen. When polymer chains are compared, RNA appears less stable and more prone to hydrolysis because the 2 prime OH can participate in intramolecular reactions. This structural detail is emphasized in textbooks as the key chemical difference between the sugars of RNA and DNA, confirming that the second carbon is correct.


Why Other Options Are Wrong:
The first carbon atom is bonded to the nitrogenous base and carries a hydroxyl group in both ribose and deoxyribose, so it does not differentiate RNA and DNA. The third carbon atom has a hydroxyl group in both sugars and is involved in phosphodiester bond formation, but again this is common to both. The fourth carbon is part of the ring structure but is not the position where the deoxy difference appears. Therefore, none of these positions distinguish DNA from RNA; only the second carbon does.


Common Pitfalls:
A frequent mistake is to think that any hydroxyl group present in one and not in the other must be on the third carbon, because the three prime end of DNA is often mentioned in replication and transcription. Another confusion arises from mixing up carbon numbering in the sugar ring. To avoid this, remember the phrase deoxy at two prime for DNA and keep in mind that the critical missing hydroxyl group is at the second carbon in deoxyribose.


Final Answer:
The presence or absence of a hydroxyl group on the second carbon atom, the 2 prime carbon, of the sugar differentiates RNA from DNA.

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