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ID: ALA1155339

Journal: Bioorg Med Chem Lett

Title: Characterization of alpha-nitromethyl ketone as a new zinc-binding group based on structural analysis of its complex with carboxypeptidase A.

Authors: Wang SF, Tian GR, Zhang WZ, Jin JY.

Abstract: Zinc-binding groups (ZBGs) are exhaustively applied in the development of the new inhibitors against a wide variety of physiologically and pathologically important zinc proteases. Here the alpha-nitro ketone was presented as a new ZBG, which is a transition-state analog featured by the unique bifurcated hydrogen bonds at the active site of carboxypeptidase A based on the structural analysis. Introduction of a nitro group at the alpha-position of the ketone could provide more non-covalent interactions without loss of the abilities to form a tetrahedral transition-state analog.

CiteXplore: 19646864

DOI: 10.1016/j.bmcl.2009.07.060