MS (Master of Science)
Date of Award
Committee Chair or Co-Chairs
Ismail O. Kady
Jeffrey G. Wardeska, Yu-Lin Jiang
Most nuclease enzymes can hydrolyze phosphoester bonds (in DNA and RNA) by using metal ions cofactors that coordinate and activate water molecules in the enzymes' active sites. However, there are some hydrolase enzymes (including nucleases) that can function without the aid of metal ions. 2,6-Di(1H-imidazol-2-yl)phenol, a model compound for hydrolase enzyme, was synthesized by the reaction between ethylenediamine and dimethyl-3-carboxysalicylate, initially resulting in the formation of diimidazoline. The diimidazoline was subsequently aromatized to the diimidazole by dehydrogenation over palladium. The overall reaction yield was low; therefore, other dehydrogenation transformation reactions were tried but all failed to improve the yield. Converting this diimidazolphenol into diimidazolphenyl monophoshpate derivative was attempted but failed to give desired products.
Synthesis of 2,2'-anthracene-1,8-diylbis-1H-imidazole, another model compound for hydrolase enzymes, was attempted using dimethyl-1,8-anthracenedicarboxylate, but synthesis was unsuccessful due to solubility problem.
Thesis - Open Access
Ndi, Cornelius Ndi, "Synthesis of Chemical Models of Hydrolase Enzymes for Intramolecular Catalysis." (2011). Electronic Theses and Dissertations. Paper 1356. http://dc.etsu.edu/etd/1356
Copyright by the authors.