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Abstract (summary): The synthesis of soluble ACP1 analogues was carried out in order to improve the physical properties of these ClpP protease activators. Their mechanism of action is unique compared to traditional antibiotic cell membrane targets in that these compounds upregulate a caseinolytic protease (ClpP) to degrade proteins, causing inhibition of cell division, which leads to cell death. In addition, a methodology for the synthesis of carbamoylimidazoles from primary amines was developed which greatly expands the scope of this reagent class. The utility of these stable crystalline carbamoylimidazole compounds was demonstrated by their use as isocyanate equivalents. Thus, these reagents were capable of delivering access to a variety of useful functional groups including ureas, carbamates, thiocarbamates, oxazolidinones and hydantoins