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Which one of the following options represents a classical Hoogsteen base pairing?
Question

Which one of the following options represents a classical Hoogsteen base pairing?

A.

anti A base-paired with anti T​

B.

anti G base-paired with anti C​

C.

syn A base-paired with anti T​

D.

anti G base-paired with anti U​

Correct option is C

Hoogsteen base pairing is an alternative base-pairing geometry different from the standard Watson-Crick model. It occurs when a purine (A or G) adopts a syn conformation instead of the usual anti conformation and pairs with a pyrimidine in the anti conformation.

Analyzing Each Option:

  1. (anti A base-paired with anti T)   - Incorrect

    • In Watson-Crick base pairing, both adenine (A) and thymine (T) are in the anti conformation.
    • Hoogsteen pairing requires syn-anti conformation.
  2. (anti G base-paired with anti C)  - Incorrect

    • Watson-Crick G-C pairing occurs in the anti-anti conformation.
    • Hoogsteen pairing is not observed in this form.
  3. (syn A base-paired with anti T)  - Correct

    • This represents a classical Hoogsteen A-T pairing, where:
      • Adenine (A) adopts the syn conformation.
      • Thymine (T) remains in the anti conformation.
    • This occurs under conditions such as low pH or protein binding and plays a role in DNA-protein interactions.
  4. (anti G base-paired with anti U) -  Incorrect

    • Hoogsteen pairing in guanine requires a syn-anti configuration, not anti-anti.
    • Guanine can form Hoogsteen bonds, but not in this conformation.

Information Booster:

  1. Hoogsteen Base Pairing

    • An alternative hydrogen bonding pattern between purines and pyrimidines.
    • Found in triplex DNA, DNA-protein complexes, and damaged DNA sites.
  2. Syn vs. Anti Conformations

    • Anti: Standard orientation in Watson-Crick pairing.
    • Syn: Flipped purine orientation leading to Hoogsteen pairing.
  3. Examples of Hoogsteen Base Pairs

    • A (syn) – T (anti)
    • G (syn) – C+ (anti) (Protonated cytosine, seen in low pH).
  4. Biological Importance

    • Facilitates DNA flexibility and protein-DNA interactions.
    • Helps in triplex DNA formation (important in gene regulation).
  5. Conditions Favoring Hoogsteen Pairing

    • Low pH (acidic environment).
    • DNA bound to proteins.
    • Certain drug-DNA interactions.

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