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  • Title: Ribonuclease Activity of an Artificial Catalyst That Combines a Ligated Cu(II) Ion and a Guanidinium Group at the Upper Rim of a cone-Calix[4]arene Platform.
    Author: Salvio R, Volpi S, Cacciapaglia R, Casnati A, Mandolini L, Sansone F.
    Journal: J Org Chem; 2015 Jun 05; 80(11):5887-93. PubMed ID: 25961677.
    Abstract:
    A cone-calix[4]arene derivative, featuring a guanidinium group and a Cu(II) ion ligated to a 1,4,7-triazacyclononane (TACN) ligand at the 1,3-distal positions of the upper rim, effectively catalyzes the cleavage of 2-hydroxypropyl p-nitrophenyl phosphate (HPNP) and a number of diribonucleoside 3',5'-monophosphates (NpN'). Kinetic and potentiometric measurements support the operation of a general-base/general-acid mechanism and demonstrate that the hydroxo form of the ligated Cu(II) ion is the sole catalytically active species. Rate enhancements relative to the background hydrolysis reaction at 1 mM catalyst concentration are 6 × 10(5)-fold for HPNP and cluster around 10(7)-fold with the most favorable catalyst-NpN' combinations.
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