INDIVIDUAL HOMOGÉNEA

In recent years, many contributions have been made to the field of DCC and it has found application among a variety of disciplines, ranging from drug discovery to material science.36 _{Although the potential utility of DCC is unquestionable, it remains a relatively} limited and young field, allowing for further contributions in a range of areas, while a number of challenges have yet to be addressed. Although the groundwork has been laid in the development of reversible reactions for library generation, new types of reactions will continually be of interest, while the use of known reactions under more

physiological-like conditions is undoubtedly desired for biological applications. The potential to generate new monomers and libraries with novel functionality is unlimited, while there are also numerous targets, biological and otherwise, for which DCC may provide an effective method in the identification of host molecules.

This thesis represents an effort to contribute to the field of DCC in a meaningful and diverse way. It is our goal to design novel monomers with potentially useful

functionality, generate new types of libraries for future applications, and to investigate the recognition of biologically interesting targets. The identification of synthetic receptors for post-translationally modified amino acids such as methylated lysine and arginine, as well as methylated nucleotides, has been investigated due to the critical role of each in controlling gene expression. Our interests in both photochemistry and the development of libraries containing more than one reversible reaction prompted an investigation of azobenzene containing monomers. An array of thioester peptide monomers were also evaluated for their ability to readily generate libraries of cyclic macyrocycles for future DCC assays, while the application of larger peptide monomers with known secondary structures have also been investigated in the context of dynamic combinatorial libraries. It is our hope that these studies ultimately play a role in

expanding the use and application of DCC within the scientific community, while also highlighting DCC as a versatile tool in the drug discovery process, particularly in the field of epigenetics.

1

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CHAPTER II

SMALL MOLECULE RECEPTORS FOR PROTEIN POST-TRANSLATIONAL MODIFICATIONS

(Reproduced, in part, with permission from The Royal Society of Chemistry and Ingerman, L. A.; Cuellar, M. E.; Waters, M. L. Chem. Commun. 2010, 46, 1839-1841.)