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ID: ALA1138116

Journal: Bioorg Med Chem Lett

Title: Synthesis and reactivity with beta-lactamases of a monobactam bearing a retro-amide side chain.

Authors: Adediran SA, Lohier JF, Cabaret D, Wakselman M, Pratt RF.

Abstract: The monobactam sodium 3-benzylcarbamoyl-2-oxo-1-azetidinesulfonate, bearing a retro (vs classical beta-lactam)-amide side chain, has been synthesized and the kinetics of its reaction with typical beta-lactamases studied. The new compound is generally a poorer substrate than the analogous compound with a normal side chain but its formation of a transiently stable complex with a class C beta-lactamase sustains the retro-amide side-chain concept.

CiteXplore: 16300942

DOI: 10.1016/j.bmcl.2005.11.006