On the Absolute Configuration in 1,4‐Dihydrothiazepine Covalent Complexes Derived from Inhibition of Class A and C β‐Lactamases with 6‐Methylidene Penems

Bacterial resistance is addressed clinically by combining a β-lactamase inhibitors with a β-lactam antibiotic. Whereas this strategy is effective with the class A β-lactamase inhibitors, there is an urgent need to extend the spectrum of activity to the other classes of serine β-lactamases. Interaction energies and modeling studies on penem inhibitors described herein, show that β-lactamases of the different classes prefer different stereochemistries.