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The Synthesis of Azapeptidomimetic β-Lactam Molecules as Potential Protease Inhibitors

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journal contribution
posted on 16.11.2002, 00:00 by William P. Malachowski, Chenyang Tie, Katherine Wang, Robert L. Broadrup
Synthetic methods for the construction of a novel peptidomimetic structure are reported. The structure incorporates a β-lactam and an azapeptide in a peptide backbone with the intention of generating rationally designed substrate-based protease inhibitors. The β-lactam is formed by subjecting serine or threonine-azapeptides to Mitsunobu reaction conditions. Importantly, the azapeptidomimetic β-lactam structure permits extended binding inhibition and the synthetic methods to create tetrapeptidomimetic structures are described.