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Catalytic Zinc Complexes for Phosphate Diester Hydrolysis
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2014 (English)In: Angewandte Chemie International Edition, ISSN 1433-7851, E-ISSN 1521-3773, Vol. 53, no 31, 8246-8250 p.Article in journal (Refereed) Published
Abstract [en]

Creating efficient artificial catalysts that can compete with biocatalysis has been an enduring challenge which has yet to be met. Reported herein is the synthesis and characterization of a series of zinc complexes designed to catalyze the hydrolysis of phosphate diesters. By introducing a hydrated aldehyde into the ligand we achieve turnover for DNA-like substrates which, combined with ligand methylation, increases reactivity by two orders of magnitude. In contrast to current orthodoxy and mechanistic explanations, we propose a mechanism where the nucleophile is not coordinated to the metal ion, but involves a tautomer with a more effective Lewis acid and more reactive nucleophile. This data suggests a new strategy for creating more efficient metal ion based catalysts, and highlights a possible mode of action for metalloenzymes.

Place, publisher, year, edition, pages
2014. Vol. 53, no 31, 8246-8250 p.
Keyword [en]
bioinorganic chemistry, DNA cleavage, enzyme models, kinetics, zinc
National Category
Chemical Sciences
Identifiers
URN: urn:nbn:se:uu:diva-232071DOI: 10.1002/anie.201400335ISI: 000340520700050OAI: oai:DiVA.org:uu-232071DiVA: diva2:746600
Available from: 2014-09-13 Created: 2014-09-12 Last updated: 2017-12-05Bibliographically approved

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Duarte, Fernanda

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