INTRODUCTIONHydrolysis of the β‐lactam ring leads to deactivation of β‐lactam antibiotics. It is well known that, in the laboratory, hydrolysis of a β‐lactam ring can be performed in basic solution (the process begins by nucleophilic attack of the hydroxyl anion on the carbonyl carbon atom of the four‐membered β‐lactam ring). In living organisms or in the environment, hydrolysis of the β‐lactam ring is an enzymatic process. There are a number of enzymes (β‐lactamases) which effectively deactivate the antibiotics. Hydrolysis of the β‐lactam ring may be also promoted by metal cations. Because of the importance of the process of hydrolysis of the β‐lactam ring this process has been also theoretically studied in detail.A widely used major group of β‐lactam antibiotics are cephalosporins, e.g. cephalexin (CFL) and cefradine (CFR) (shown in Scheme ).1SchemeStructures of cephalexin (CFL), cefradine (CFR) and their hydrolysis products CFLh, CFRhElectrospray ionization mass spectrometry, usually coupled with high‐performance liquid chromatography (HPLC/ESI‐MS), has been successfully applied to their analysis. However, there is little nuclear magnetic resonance (NMR) data reported concerning the products of their hydrolysis and, to the best of our knowledge, there is no ESI‐MS data reported concerning the products. It is reasonable to expect that the products of
Rapid Communications in Mass Spectrometry – Wiley
Published: Jan 15, 2018
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