Complexation of diazinon, an organophosphorus pesticide, with α-, β-, and γ-cyclodextrin NMR and computational studies
作者： Doreen Churchill , Jason Chiu Fung Cheung , Yong Sung Park , Vedene H Smith , Gary vanLoon
DOI: 10.1139/V06-053
关键词: Diazinon 、 Density functional theory 、 Computational chemistry 、 Cyclodextrin 、 Isopropyl 、 Stereochemistry 、 Molecular dynamics 、 Steric effects 、 Chemistry 、 Residue (chemistry) 、 Molecular mechanics
摘要: Complexation of the organophosphorus pesticide, diazinon, with α-, β- and γ- cyclodextrin has been investigated through NMR computational methodologies. Binding constants (Kb) determined by 1H 31P follow order γ-CD > α-CD = β-CD, in contrast reported Kb data for other pesticides thus indicative steric encumbrance isopropyl group diazinon being an important factor influencing binding constants. The interaction CDs also studies via molecular dynamics mechanics (MDMM2) density functional theory (DFT), B3LYP/6-31G*. It is shown that most favorable orientation corresponds to hydrophobic heterocyclic residue pulled deepest into CD cavity, agreement experimentally Moreover, computations show it only phosphoryl are both largel...
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