Antibody cross-reactivity — A monoclonal antibody specific for the aromatic hapten 2,4-dinitrophenyl (DNP) might also bind which amino acid side chains most plausibly?

Difficulty: Easy

Correct Answer: Tyrosine or phenylalanine (aromatic rings)

Explanation:


Introduction:
Haptens like 2,4-dinitrophenyl (DNP) are small aromatic molecules that elicit specific antibodies when coupled to carriers. Antibody paratopes recognize shape, charge, and hydrophobic features; cross-reactivity often occurs with structurally similar epitopes. This question probes recognition of aromaticity as a key determinant.


Given Data / Assumptions:

  • DNP contains a substituted benzene ring (planar, aromatic, hydrophobic).
  • Some amino acids have aromatic side chains (Phe, Tyr, Trp).
  • Cross-reactivity is more likely when shape/chemistry resembles the hapten.


Concept / Approach:
Pair the DNP aromatic ring with amino acids that also present aromatic ring systems. Tyrosine and phenylalanine provide phenyl rings; tyrosine adds a phenolic OH, enabling potential π-stacking and hydrophobic interactions reminiscent of DNP’s ring.


Step-by-Step Solution:

1) Identify the salient chemical feature of DNP: an aromatic ring.2) List amino acids with aromatic rings: phenylalanine, tyrosine, tryptophan.3) Select options containing aromatic side chains → Tyr or Phe fits best among the choices.


Verification / Alternative check:
Experimental binding assays often reveal weak binding of DNP-specific mAbs to other aromatic moieties compared with strong binding to DNP-conjugates, consistent with partial shape/chemistry overlap.


Why Other Options Are Wrong:

a) Aliphatic chains lack aromatic rings.b) Histidine’s imidazole differs; proline is non-aromatic.d) Ser/Thr are polar, non-aromatic.e) Basic aliphatic chains are non-aromatic.


Common Pitfalls:
Confusing hydrophobicity in general with aromatic ring recognition; not all hydrophobic residues mimic aromatic epitopes.


Final Answer:
Tyrosine or phenylalanine.

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