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An ionically tagged water-soluble artificial enzyme promotes the dephosphorylation reaction with nitroimidazole: enhanced ionic liquid effect and mechanism.
Ferreira, José G L; Ramos, Luciana M; de Oliveira, Aline L; Orth, Elisa S; Neto, Brenno A D.
Afiliación
  • Ferreira JG; †Department of Chemistry, Universidade Federal do Paraná (UFPR), CP 19081, CEP 81531-990, Curitiba, PR, Brazil.
  • Ramos LM; ‡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.
  • de Oliveira AL; ‡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.
  • Orth ES; †Department of Chemistry, Universidade Federal do Paraná (UFPR), CP 19081, CEP 81531-990, Curitiba, PR, Brazil.
  • Neto BA; ‡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.
J Org Chem ; 80(11): 5979-83, 2015 Jun 05.
Article en En | MEDLINE | ID: mdl-25950110
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.
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Organofosfatos / Agua / Líquidos Iónicos / Nitroimidazoles Idioma: En Revista: J Org Chem Año: 2015 Tipo del documento: Article País de afiliación: Brasil Pais de publicación: Estados Unidos
Texto completo
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Organofosfatos / Agua / Líquidos Iónicos / Nitroimidazoles Idioma: En Revista: J Org Chem Año: 2015 Tipo del documento: Article País de afiliación: Brasil Pais de publicación: Estados Unidos