Synthesis and Evaluation of Conformationally Biased Peptide Models

本研究的重点是构象偏向多肽模型的合成。将制备取代氨基己酸(ACA)连接物，该连接物包含多种取代模式并可用于形成β转角。还将制备一系列伽马转角模拟物，并将使用核磁共振、红外、圆二色谱和X射线结晶学研究化合物的构象性质。此外，还将开发固态合成方法来制备小转角文库。这项工作将为合成化学家提供对局部多肽结构进行系统操作所需的工具。凭借这一奖项，有机和高分子化学计划支持堪萨斯大学药物化学系的杰弗里·奥贝博士的研究。Aube教授将专注于合成取代氨基己酸连接物和相关分子，目标是将多肽包含在特定的构象中。由此得到的多肽模拟物的性质可以模拟具有生物重要性的多肽的性质，因此可能会对制药行业产生影响。

The focus of this research is the synthesis of conformationally biased peptide models. Substituted aminocaproic acid (Aca) linkers containing a variety of substitution patterns and useful for the formation of beta-turns will be prepared. A series of gamma-turn mimetics will also be prepared and conformational properties of the compounds will be studied using NMR, IR, CD and X-ray crystallography. Also, solid-state synthetic methods will be developed for the preparation of small turn libraries. The work will provide synthetic chemists with the tools needed to perform systematic manipulation of local peptide structure.With this award, the Organic and Macromolecular Chemistry Program is supporting the research of Dr. Jeffrey Aube of the Department of Medicinal Chemistry at the University of Kansas. Professor Aube will focus his work on the synthesis of substituted aminocaproic acid linkers and related molecules with the goal of containing peptides into particular conformations. The properties of the resulting peptidomimetics can mimic those of biologically important peptides and thus could have impact in the pharmaceutical industry.