• AM1 heats of formation for the reaction of alcohols with a series of β-lactams and aza-β-lactams: Design of novel β-lactamase inactivators

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      Permanent link:
      https://www.ias.ac.in/article/fulltext/jcsc/105/02/0131-0139

    • Keywords

       

      Enzyme inhibitor; aza-β-lactam; β-lactamase; AM1

    • Abstract

       

      AM1 heats of formation (Hf) for the reaction of MeOH and EtOH with a series of β-lactams and aza-β-lactams are calculated. The ΔHf values for hemi-acetal and acyl/carbamoyl-enzyme intermediate formation are compared in the two series. These model calculations predict that the reaction of the β-lactamase active site serine hydroxyl with aza-β-lactams will afford carbamate intermediates which should be refractory to hydrolysis, thereby inhibiting the enzyme. Therefore, novel aza-β-lactams are putative β-lactamase inactivators based on semi-empirical computations.

    • Author Affiliations

       

      A Nangia1

      1. School of Chemistry, University of Hyderabad, Hyderabad - 500 134, India
    • Dates

       
  • Journal of Chemical Sciences | News

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