(6R,7R)-7-Phenylacetamido-3-[(Z)-2-(4-methylthiazol-5-yl)ethenyl]-3-cephem-4-carboxylic Acid Diphenyl Methyl Ester (CAS 112953-21-6)

(6R,7R)-7-Phenylacetamido-3-[(Z)-2-(4-methylthiazol-5-yl)ethenyl]-3-cephem-4-carboxylic Acid Diphenyl Methyl Ester is a synthetic cephalosporin derivative, distinguished by its unique structural modifications which have been the subject of various scientific investigations focused on understanding bacterial resistance mechanisms and developing novel synthetic methodologies. The molecular structure of this compound features a 7-phenylacetamido group and a 3-cephem-4-carboxylic acid core, which are typical of cephalosporins, but it also includes a novel (Z)-2-(4-methylthiazol-5-yl)ethenyl side chain. This side chain is of particular interest because it impacts the molecule′s interaction with bacterial cell wall synthesis enzymes, specifically the penicillin-binding proteins (PBPs). By binding to these PBPs, the compound can inhibit the cross-linking of peptidoglycan chains essential for bacterial cell wall integrity. Research has focused on how these structural elements enhance the compound′s efficacy against bacteria with altered PBPs or those that produce beta-lactamases, enzymes that typically confer resistance to standard cephalosporins. Investigations often employ techniques such as crystallography to observe the binding dynamics at the atomic level, and molecular docking studies to predict interactions with mutant PBPs.