Abstract
In an effort to prepare novel inhibitors of bacterial aminopeptidase N (PepN), the phosphinate, propenylphosphinate, decylphosphinate, sulfonate, and sulfonamidate analogs of Ala–Ala were synthesized and tested as inhibitors. Phosphinate 1 was shown to inhibit PepN with a K i of 10 μM, and propenylphosphinate 2 and decylphosphinate 3 inhibited PepN with a K i of ca. 1 μM. Sulfonate and sulfonamidate analogs did not inhibit PepN.
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