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Endo peptidyl epoxides, in which the central epoxidic moiety replaces the scissile amide bond of a P 3 –P 3 ′ peptide, were designed as cysteine proteases inhibitors. The additional P′–S′ interactions, relative to those of an exo peptidyl epoxide of the same P 3 –P 1 sequence, significantly improved affinity to the enzymes papain and cathepsin B, but also changed the...
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