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  • Title: Novel diphenyl esters of peptidyl alpha-aminoalkylphosphonates as inhibitors of chymotrypsin and subtilisin.
    Author: Pietrusewicz E, Sieńczyk M, Oleksyszyn J.
    Journal: J Enzyme Inhib Med Chem; 2009 Dec; 24(6):1229-36. PubMed ID: 19912056.
    Abstract:
    The activities of novel Cbz-N-protected alpha-aminophosphonic phenyl esters, analogs of leucine (1-15) and phenylalanine (17-29), which are substituted at the phenyl ester rings, as well as of their peptidic derivatives (31-43), were investigated for their inhibitory effects on chymotrypsin and subtilisin. The chemical nature and position of the examined substituents clearly demonstrated a strong structure-activity relationship. Among all synthesized compounds the most potent phosphonic-type inhibitors of subtilisin and chymotrypsin were identified, with k(2)/K(i) values 114,380 M(-1)s(-1) and 307,380 M(-1)s(-1), respectively.
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