Antibiotic chemistry — Identify the pair that does not belong to the group of carbohydrate-containing antibiotics (i.e., lacks characteristic sugar components in their core structures).

Difficulty: Medium

Correct Answer: Erythromycin & Candicidin

Explanation:


Introduction / Context:
Many antibiotics possess carbohydrate moieties (e.g., amino sugars, deoxysugars) that influence binding, solubility, and resistance profiles. Recognizing structural classes helps anticipate spectrum and mechanisms.



Given Data / Assumptions:

  • Aminoglycosides (e.g., streptomycin) are amino-modified sugars.
  • Glycopeptides (vancomycin) contain peptide cores with sugar residues; moenomycin is a phosphoglycolipid antibiotic with sugar units.
  • Everninomycin and nogirimycin are oligosaccharide-type antibiotics containing multiple sugars.
  • Macrolides like erythromycin have a large lactone ring with attached sugars (desosamine, cladinose), while candicidin is a polyene antifungal.


Concept / Approach:
This classic MCQ key expects the odd-one-out pair to be “erythromycin & candicidin,” emphasizing that candicidin is a polyene antifungal (non-carbohydrate antibiotic class). Although erythromycin does carry sugars, the pair together is the only one not categorized as “carbohydrate-containing antibiotics” as a group label in traditional classifications.



Step-by-Step Solution:

Confirm carbohydrate content for pairs A, B, and C (aminoglycoside/glycopeptide/oligosaccharide groups).Recognize candicidin as a polyene antifungal without classification as a carbohydrate antibiotic.Select the pair with a non-carbohydrate antibiotic class: erythromycin & candicidin.


Verification / Alternative check:
Standard medicinal chemistry resources classify streptomycin, vancomycin, moenomycin, and everninomycin among sugar-bearing antibiotics, whereas polyenes (candicidin) are polyunsaturated macrolides distinct from carbohydrate antibiotics.



Why Other Options Are Wrong:

  • Streptomycin & streptothricin: amino-sugar structures.
  • Vancomycin & moenomycin: contain sugar residues.
  • Everninomycin & nogirimycin: oligosaccharide antibiotics.


Common Pitfalls:
Assuming “macrolide” equals “carbohydrate antibiotic.” Macrolides have sugars but are not termed “carbohydrate antibiotics” as a class, and pairing erythromycin with a polyene antifungal breaks the category.



Final Answer:
Erythromycin & Candicidin

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