Physical Sciences and Mathematics Commons^™

Development Of Bifunctional Peptides As Scaffolds For Bifunctional Catalysis And A Novel Method Of Peptide Stapling Using Squaric Esters, Adam X. Wayment

Theses and Dissertations

Enzymes are some of nature's most powerful tools in chemical processes. However, their molecular complexity makes them difficult to synthesize and complicates their application in traditional organic synthesis. Peptides, a building block of enzymes, can be rapidly synthesized and have been used as a possible alternative in achieving enzyme-like catalysis. However, most peptide-based catalysts are limited in reaction-scope and are unable to incorporate traditional organic catalysts. We have designed a helical peptide scaffold capable of being functionalized with a wide variety of organocatalysts as well as transition-metal based catalysts. In order to understand how the peptide structure effects reactivity and …