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Synthesis and characterization of polyamine-based biomimetic catalysts as artificial ribonuclease
K Shinozuka1, Y Nakashima, K Shimizu
1Department of Chemistry, Faculty of Engineering, Gunma University, Kiryu City, Japan. sinozuka@chem.gunma-u.ac.jp
Abstract:
Several polyamine derivatives (I-V) conjugated with or without an intercalative moiety were prepared as ribonuclease mimics. Although no DNA-cleaving activity was observed for all compounds tested, mimics I, III, and V bearing an intercalative moiety along with the primary amine and/or imidazole moieties exhibited potent RNA-cleaving activity at near physiological pH. The RNA-cleaving reactions of the compounds show characteristic bell-shaped pH dependency, and the optimal pH values for III and V were well correlated to the pKa values of their active sites, primary amine, and imidazole moieties.