Please use this identifier to cite or link to this item: http://repositorio.unicamp.br/jspui/handle/REPOSIP/60531
Type: Artigo de periódico
Title: Intramolecular Catalysis of Phosphodiester Hydrolysis by Two Imidazoles
Author: Orth, ES
Brandao, TAS
Souza, BS
Pliego, JR
Vaz, BG
Eberlin, MN
Kirby, AJ
Nome, F
Abstract: Two imidazole groups act together to catalyze the hydrolysis of the phosphodiester bis(2-(1-methyl-1H-imidazolyl)phenyl) phosphate (BMIPP). A full investigation involving searching computational and electrospray ionization (ESI-MS-/MS) and ultra mass spectrometry (LTQ-FT) experiments made possible a choice between two kinetically equivalent mechanisms. The preferred pathway, involving intramolecular nucleophilic catalysis by imidazole, assisted by intramolecular general acid catalysis by the imidazolium group, offers the first simple model for the mechanism used by the extensive phospholipase D superfamily.
Country: EUA
Editor: Amer Chemical Soc
Rights: fechado
Identifier DOI: 10.1021/ja1034733
Date Issue: 2010
Appears in Collections:Unicamp - Artigos e Outros Documentos

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