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Papain inhibitions by optically active E-64 analogs.

M Tamai·K Hanada·T Adachi·K Oguma·K Kashiwagi·S Omura·M Ohzeki
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Abstract

Modification of E-64 focused on the terminal agmatine for practical use led to some potent analogs which were successfully obtained by a stereoselective synthesis using D-tartaric acid as a starting material. Ep-475 (id. E-64-c), in which the agmatine was replaced by 3-methyl-butylamine, was found to react with the essential SH of papain in accord with the decrease of activity. [3H]Ep-475 was irreversibly incorporated into papain in an equimolar ratio. None of the analogs showed any effect on thiol enzymes other than proteolytic ones.

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AgmatineGuanidinesKineticsLeucineOptical RotationPapainProtease InhibitorsStructure-Activity RelationshipJournal Article

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BibTeXRIS

M Tamai, K Hanada, T Adachi, K Oguma, K Kashiwagi, S Omura, M Ohzeki. 1981. Papain inhibitions by optically active E-64 analogs.. https://doi.org/10.1093/oxfordjournals.jbchem.a133458

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