申请人:The Board of Trustees of the University of Illinois
公开号:US04535169A1
公开(公告)日:1985-08-13
Conformationally restricted peptide analogs incorporating a rigid .beta.-bend are formed by replacing a portion of the peptide backbone chain with a bicyclic heterocycle, 5H-6-oxo-2,3,4,4a,7,7a-hexahydropyrano[2,3-b]pyrrole. Properly substituted derivatives of the pyranopyrrole are conformationally rigid and cannot assume non-.beta.-bend conformations in the interior of the peptide chain, while the terminal binding residues are maintained in the proper orientation for receptor interaction. Also described are a novel intermediate for preparation of the peptide analogs and a method for preparation of the intermediate.
通过用双环杂环物5H-6-氧代-2,3,4,4a,7,7a-六氢吡喃并[2,3-b]吡咯替换多肽骨架链的一部分,形成了构象受限的多肽类似物,其中包含一个刚性的β-弯曲。正确取代的吡喃吡咯衍生物在构象上是刚性的,不能在多肽链的内部采取非β-弯曲构象,同时终端结合残基保持正确的取向以进行受体相互作用。还描述了制备多肽类似物的新型中间体和制备中间体的方法。