title: An ionically tagged water-soluble artificial enzyme promotes the dephosphorylation reaction with nitroimidazole: enhanced ionic liquid effect and mechanism.
abstract: In this paper, we describe a novel synthesized ionically tagged water-soluble artificial enzyme (PI) that can efficiently cleave phosphate esters, with enhanced an ionic liquid effect through cooperative effects for the substrate activation and further nucleophilic reaction. The dephosphorylation reaction with PI was evaluated in the presence and absence of 2-methyl-4(5)-nitroimidazole, showing impressive rate enhancements of up to 2 × 10(6)-fold, ascribed to the imidazolide species known as excellent nucleophiles, and formed favorably at lower pH values in the presence of PI.
authors.affiliation: †Department of Chemistry, Universidade Federal do Paraná (UFPR), CP 19081, CEP 81531-990, Curitiba, PR, Brazil.
authors.forename: José G L
authors.initials: JG
authors.lastname: Ferreira
authors.affiliation: ‡Laboratory of Medicinal and Technological Chemistry, University of Brasília, Chemistry Institute (IQ-UnB), Campus Universitário Darcy Ribeiro, CEP 70904-970, P.O. Box 4478, Brasília, DF, Brazil.
authors.forename: Luciana M
authors.initials: LM
authors.lastname: Ramos
authors.affiliation: ‡Laboratory of Medicinal and Technological Chemistry, University of Brasília, Chemistry Institute (IQ-UnB), Campus Universitário Darcy Ribeiro, CEP 70904-970, P.O. Box 4478, Brasília, DF, Brazil.
authors.forename: Aline L
authors.initials: AL
authors.lastname: de Oliveira
authors.affiliation: †Department of Chemistry, Universidade Federal do Paraná (UFPR), CP 19081, CEP 81531-990, Curitiba, PR, Brazil.
authors.forename: Elisa S
authors.initials: ES
authors.lastname: Orth
authors.affiliation: ‡Laboratory of Medicinal and Technological Chemistry, University of Brasília, Chemistry Institute (IQ-UnB), Campus Universitário Darcy Ribeiro, CEP 70904-970, P.O. Box 4478, Brasília, DF, Brazil.
authors.forename: Brenno A D
authors.initials: BA
authors.lastname: Neto
mesh_terms: D055162:Biocatalysis; D001669:Biochemical Phenomena; D052578:Ionic Liquids / Q000737:chemistry*; D007700:Kinetics; D009593:Nitroimidazoles / Q000737:chemistry*; D010755:Organophosphates / Q000737:chemistry*; D014867:Water / Q000737:chemistry*
chemical_list: C000605191:2-methyl-4(5)-nitroimidazole; D052578:Ionic Liquids; D009593:Nitroimidazoles; D010755:Organophosphates; D014867:Water