Asymmetric zinc(II) complexes as functional and structural models for phosphoesterases

Daumann, Lena J., Marty, Laurene, Schenk, Gerhard and Gahan, Lawrence R. (2013) Asymmetric zinc(II) complexes as functional and structural models for phosphoesterases. Dalton Transactions, 42 26: 9574-9584. doi:10.1039/c3dt50514f

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Author Daumann, Lena J.
Marty, Laurene
Schenk, Gerhard
Gahan, Lawrence R.
Title Asymmetric zinc(II) complexes as functional and structural models for phosphoesterases
Formatted title
Asymmetric zinc(ɪɪ) complexes as functional and structural models for phosphoesterases
Journal name Dalton Transactions   Check publisher's open access policy
ISSN 1477-9226
Publication date 2013-07-14
Sub-type Article (original research)
DOI 10.1039/c3dt50514f
Open Access Status File (Publisher version)
Volume 42
Issue 26
Start page 9574
End page 9584
Total pages 11
Place of publication United Kingdom
Publisher R S C Publications
Collection year 2014
Language eng
Formatted abstract
We report two asymmetric ligands for the generation of structural and functional dinuclear metal complexes as phosphoesterase mimics. Two zinc(ɪɪ) complexes, [Zn2(CH3L4)(CH3CO2)2]+ (CH3HL4 = 2-(((2-methoxyethyl)(pyridin-2-ylmethyl)amino)methyl)-4-methyl-6-(((pyridin-2-ylmethyl)amino)methyl)phenol) and [Zn2(CH3L5)(CH3CO2)2]+ (CH3HL5 = 2-(((2-methoxyethyl)(pyridine-2-ylmethyl)amino)methyl)-4-methyl-6-(((pyridin-2-ylmethyl)(4-vinylbenzyl)amino)methyl)phenol) were synthesized and characterized by X-ray crystallography. The structures showed that the ligands enforce a mixed 6,5-coordinate environment in the solid state. 1H-, 13C- and 31P-NMR, mass spectrometry and infrared spectroscopy were used to further characterize the compounds in the solid state and in solution. The zinc(ɪɪ) complexes hydrolyzed the organophosphate substrate bis-(2,4-dinitrophenol)phosphate (BDNPP), the nucleophile proposed to be a terminal water molecule (pKa 7.2). The ligand CH3HL4 was immobilised on Merrifield resin and its zinc(ɪɪ) complex generated. Infrared spectroscopy, microanalysis and XPS measurements confirmed successful immobilisation, with a catalyst loading of ~1.45 mmol g−1 resin. The resin bound complex was active towards BDNPP and displayed similar pH dependence to the complex in solution.
Keyword Purple acid-phosphatases
Potential biological significance
Binuclear manganese compounds
Dinucleating ligand
Q-Index Code C1
Q-Index Status Confirmed Code
Institutional Status UQ

Document type: Journal Article
Sub-type: Article (original research)
Collections: Official 2014 Collection
School of Chemistry and Molecular Biosciences
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Citation counts: TR Web of Science Citation Count  Cited 5 times in Thomson Reuters Web of Science Article | Citations
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