title: Selective adenosine-5'-monophosphate uptake by water-compatible molecularly imprinted polymer.
abstract: Molecularly imprinted polymers (MIPs) were prepared for adenosine-5'-monophosphate (AMP), a substrate of AMP-activated protein kinase. The template molecule was formed by the vinylphenylboronate diester of adenosine on which 5'-free hydroxide was protected by tert-butyldimethylsilyl group in order to mimic the steric hindrance of the phosphate moiety of AMP. Molecular imprinting was performed by complexing acrylamide and the template in a highly cross-linked polymer. MIPs were tested in batch experiments with aqueous samples of nucleotides and a number of parameters were investigated. The use of tetrabutylammonium hydroxide (TBAH) was necessary to obtain a rebinding of nucleotides on MIP. The adsorption of AMP was optimal in 5 mM ammonium acetate buffer solution pH 9.5 for 30 min, with 30 mM of TBAH. The imprinted polymer was selective for AMP towards others nucleotides or deoxi analogues.
authors.affiliation: Institut de Chimie Organique et Analytique, UMR CNRS 6005, Université d'Orléans, BP 6759 45067 Orléans, France.
authors.forename: Florent
authors.initials: F
authors.lastname: Breton
authors.forename: Raphaël
authors.initials: R
authors.lastname: Delépée
authors.forename: Damien
authors.initials: D
authors.lastname: Jégourel
authors.forename: Dominique
authors.initials: D
authors.lastname: Deville-Bonne
authors.forename: Luigi A
authors.initials: LA
authors.lastname: Agrofoglio
mesh_terms: D000249:Adenosine Monophosphate / Q000031:analogs & derivatives / Q000032:analysis* / Q000138:chemical synthesis; D000327:Adsorption; D001665:Binding Sites; D001897:Boronic Acids / Q000138:chemical synthesis / Q000737:chemistry; D004952:Esters / Q000138:chemical synthesis / Q000737:chemistry; D006863:Hydrogen-Ion Concentration; D054802:Molecular Imprinting; D015394:Molecular Structure; D009711:Nucleotides / Q000737:chemistry; D009994:Osmolar Concentration; D010316:Particle Size; D011108:Polymers / Q000138:chemical synthesis / Q000737:chemistry*; D000644:Quaternary Ammonium Compounds / Q000737:chemistry; D012680:Sensitivity and Specificity; D014867:Water / Q000737:chemistry*
chemical_list: D001897:Boronic Acids; D004952:Esters; D009711:Nucleotides; D011108:Polymers; D000644:Quaternary Ammonium Compounds; D014867:Water; D000249:Adenosine Monophosphate; C009405:tetrabutylammonium