Structural and functional models of the active site of zinc phosphotriesterase

Inorganic Chemistry
Håkan CarlssonEbbe Nordlander

Abstract

In an attempt to prepare structural and functional models for the active site of the hydrolytic enzyme zinc phosphotriesterase, five new zinc complexes of the ligands 2,6-bis[N-(N-(carboxylmethyl)-N-((1-methylimidazol)methyl)amine)methyl]-4-methylphenolate (BCIMP) and the corresponding asymmetric ligand 2-(N-isopropyl-N-((1-methylimidazolyl)methyl)aminomethyl)-6-(N-carboxylmethyl-N-((1-methylimidazolyl)methyl)aminomethyl)-4-methylphenol (ICIMP) have been synthesized, viz. Na[Zn(2)(BCIMP)Ac(2)] (1), [Zn(2)(BCIMP)(Ph(2)Ac)] (2), [Zn(2)(ICIMP)Ac(2)] (3), [Zn(4)(ICIMP)(2)(Me(3)Ac)(2)][ClO(4)](2) (4), and [Zn(4)(ICIMP)(2)(Ph(2)Ac)(2)][ClO(4)](2) (5). The X-ray structure of complex 5 has been determined and reveals that the complex is a dimer of dimers in the solid state, which in solution dissociates to potent structural models. Studies using NMR show that only one carboxylate coligand bridges the dizinc units in the case of diphenyl acetate and pivalate, while the steric bulk of acetate is sufficiently small to permit the coordination of two acetates/dizinc unit. Functional studies involving the hydrolysis/transesterification of 2-hydroxypropyl p-nitrophenyl phosphate (HPNP) show that the complex with ICIMP (compound 5) has a signi...Continue Reading

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Citations

Jun 10, 2010·Chemical Communications : Chem Comm·María J RomeroManuel R Bermejo
Dec 18, 2007·Journal of Molecular Biology·Colin J JacksonDavid L Ollis
Dec 17, 2008·Dalton Transactions : an International Journal of Inorganic Chemistry·Rebecca R BuchholzLawrence R Gahan
Sep 4, 2009·Dalton Transactions : an International Journal of Inorganic Chemistry·Daniele AnselmoArjan W Kleij
Aug 5, 2010·Dalton Transactions : an International Journal of Inorganic Chemistry·Martin JarenmarkEbbe Nordlander
Aug 19, 2010·Dalton Transactions : an International Journal of Inorganic Chemistry·Daniele AnselmoArjan W Kleij
Feb 16, 2008·Dalton Transactions : an International Journal of Inorganic Chemistry·Martin JarenmarkEbbe Nordlander
Dec 18, 2008·Dalton Transactions : an International Journal of Inorganic Chemistry·Changlin Liu, Li Wang
Oct 19, 2013·Dalton Transactions : an International Journal of Inorganic Chemistry·Lena J DaumannLawrence R Gahan
Aug 4, 2012·Dalton Transactions : an International Journal of Inorganic Chemistry·María J RomeroManuel R Bermejo
Jan 18, 2020·ACS Applied Materials & Interfaces·Kent O KirlikovaliOmar K Farha

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