Answer to Question #126595 in Organic Chemistry for clara

Question

(f) Penicillin is a popular organic compound used as an antibiotic. Write structure of penicillin and describe its mode of action/mechanism as an antibiotic.

Answer 1

Bacteria constantly remodel their peptidoglycan cell walls, simultaneously building and breaking down portions of the cell wall as they grow and divide. β-Lactam antibiotics inhibit the formation of peptidoglycan cross-links in the bacterial cell wall; this is achieved through binding of the four-membered β-lactam ring of penicillin to the enzyme DD-transpeptidase. As a consequence, DD-transpeptidase cannot catalyze formation of these cross-links, and an imbalance between cell wall production and degradation develops, causing the cell to rapidly die.