Structure and Synthesis of E–64, a New Thiol Protease Inhibitor

Abstract
E–64, a new thiol protease inhibitor, was isolated from a mold, as described previously.1) This was proved to consist of each one mole of L-leucine, agmatine and l-trans-epoxysuccinic acid by the analysis of the digestion products of E–64 by pronase. Moreover, the absolute structure of E–64 was assumed to be N-[N-(l-3-trans-carboxyoxiran-2-carbonyl)-l-leucyl]-agmatine and the identity was established by the comparison with its optical isomer which was obtained synthetically. The difference of optical activity of trans-epoxysuccinie acid gave no effect on papain Inhibitory activity.

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