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  • Title: Alpha-ketoamide Phe-Pro isostere as a new core structure for the inhibition of HIV protease.
    Author: Munoz B, Giam CZ, Wong CH.
    Journal: Bioorg Med Chem; 1994 Oct; 2(10):1085-90. PubMed ID: 7773625.
    Abstract:
    Studies on the inhibition of HIV-1 protease utilizing a core isostere with replacement of the scissle bond for an alpha-amino-ketone have resulted in the development of an alpha-keto-amide isosteric replacement of the Phe-Pro scissle amide bond. The simple dipeptide isostere was shown to be a promising new core structure for the development of the enzyme inhibitors. The Ki of this core structure was determined to be 6 microM, compared to 230 microM and > 50 microM for the corresponding phosphinic acid and hydroxyethylamine isosteres.
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