title: Characterization of recognition sites for diethyl 4-nitrobenzylphosphonate, an organophosphate pesticide analogue.
abstract: In a first step towards chemical sensors using molecular imprinted materials, the complexing characteristics of diethyl 4-nitrobenzylphosphonate, an organophosphate pesticide analogue, have been studied. Two molecules have been assessed as potential interacting moieties, specifically a fluoroalcohol and an aromatic acid. The interactions have been first characterized by regular methods, such as 1H, 31P NMR and IR spectroscopy. These showed a stoichiometry 1/1 for both complexes and association constants, respectively, close to 40+/-10 and 12+/-2 M(-1). In a second step, isothermal titration calorimetry was used and a method was developed to obtain low-association constants. The association constant could be obtained for the fluoroalcohol ligand and was found equal to 63+/-0.7 M(-1). For the acidic molecule, an appropriate model could not be found, preventing the evaluation of this constant.
authors.affiliation: LAAS-CNRS, 7 Avenue du Colonel Roche, 31077 Toulouse cedex 4, France.
authors.forename: Anne-Marie
authors.initials: AM
authors.lastname: Gué
authors.forename: Armand
authors.initials: A
authors.lastname: Lattes
authors.forename: Elisabeth
authors.initials: E
authors.lastname: Laurent
authors.forename: Monique
authors.initials: M
authors.lastname: Mauzac
authors.forename: Anne-Françoise
authors.initials: AF
authors.lastname: Mingotaud
mesh_terms: D001593:Benzyl Compounds / Q000032:analysis*; D009682:Magnetic Resonance Spectroscopy; D009943:Organophosphorus Compounds / Q000032:analysis*; D010575:Pesticides / Q000032:analysis*; D013055:Spectrophotometry, Infrared
chemical_list: D001593:Benzyl Compounds; D009943:Organophosphorus Compounds; D010575:Pesticides; C530625:diethyl 4-nitrobenzylphosphonate