Malachowski William P, Tie Chenyang, Wang Katherine, Broadrup Robert L
Department of Chemistry and Physics, The University of New England, Biddeford, Maine 04005, USA.
J Org Chem. 2002 Dec 13;67(25):8962-9. doi: 10.1021/jo026280d.
Synthetic methods for the construction of a novel peptidomimetic structure are reported. The structure incorporates a beta-lactam and an azapeptide in a peptide backbone with the intention of generating rationally designed substrate-based protease inhibitors. The beta-lactam is formed by subjecting serine or threonine-azapeptides to Mitsunobu reaction conditions. Importantly, the azapeptidomimetic beta-lactam structure permits extended binding inhibition and the synthetic methods to create tetrapeptidomimetic structures are described.
报道了一种新型拟肽结构的构建合成方法。该结构在肽主链中包含一个β-内酰胺和一个氮杂肽，旨在生成合理设计的基于底物的蛋白酶抑制剂。β-内酰胺是通过使丝氨酸或苏氨酸-氮杂肽在 Mitsunobu 反应条件下形成的。重要的是，氮杂肽模拟β-内酰胺结构允许延长结合抑制作用，并描述了创建四肽模拟结构的合成方法。
