RUI: Synthesis of N-Alkyl Pyridones: Mechanism, Methodology and Application to Organic Materials

该奖项是根据2009年美国复苏和再投资法案（公法111-5）资助的。该项目将重点发展含n -烷基吡啶酮结构的形成方法，包括氨基酸同源物。n -烷基吡啶酮是有趣的基序，因为它们在天然产物中普遍存在，而且它们在药物靶标中作为生物模拟物的能力。最近发现了一种促进烷基迁移的碘化锂，用于合成n -烷基吡啶酮，并将进一步研究。还将进行含有n -烷基吡啶酮片段的-和-氨基酸的合成。将这类氨基酸掺入多肽有望提供具有独特折叠倾向的蛋白质模拟物，用于医药和材料应用。有了这个奖项，有机和大分子化学项目支持卡尔文学院化学和生物化学系的卡洛琳·安德森教授的研究。安德森教授的研究工作围绕着简单的方法来合成和应用含有n -烷基吡啶酮的结构。这种化学反应将提供一类独特的氨基酸同源物，这将随后用于扩大我们对含有这些亚基的肽的螺旋结构的理解。这种方法的成功发展将对合成界以及那些参与开发有机材料和药物靶点的人产生影响。

This award is funded under the American Recovery and Reinvestment Act of 2009 (Public Law 111-5). This project will focus on the development of methods for the formation of N-alkyl pyridone containing structures, including amino acid homologues. N-Alkyl pyridones are interesting motifs due to their prevalence in natural products as well as their ability to serve as biological mimics in pharmaceutical targets. Recent disclosure of a lithium iodide promoted alkyl migration for the synthesis of N-alkyl pyridones has appeared and will be studied further. The synthesis of beta- and gamma-amino acids containing an N-alkyl pyridone moiety will also be pursued. Incorporation of such amino acids into peptides is expected to provide protein mimics with unique folding tendencies for application to both medicinal and material applications.With this award, the Organic and Macromolecular Chemistry Program is supporting the research of Professor Carolyn Anderson of the Department of Chemistry and Biochemistry at Calvin College. Professor Anderson's research efforts revolve around the development of facile methods for the synthesis and application of structures containing N-alkyl pyridones. Such chemistry will contribute a unique class of amino acid homologues, which will subsequently be used to expand our understanding of the helical structure of peptides containing these subunits. Successful development of this methodology will have an impact on the synthetic community as well as those involved in the development of organic materials and medicinal targets.