title: Effect of functional monomers and porogens on morphology, structure and recognition properties of 2-(4-methoxyphenyl)ethylamine imprinted polymers.
abstract: 2-(4-Methoxyphenyl)ethylamine imprinted polymers were obtained from seven functional monomers in four porogens, and their properties were tested. Binding experiments revealed the highest selectivity towards a template for the polymer prepared from methacrylic acid in toluene (MIP1). The binding capacities and the imprinting factors were different for the stationary and the dynamic evaluation procedures. For MIP1, the binding capacities were 6.991±0.081 or 18.247±0.005 μmol g(-1), and the imprinting factors were 1.97 or 3.84, for stationary and dynamic procedures, respectively. The Scatchard analysis of MIP1 showed two classes of binding sites with values of the dissociation constants Kd equal to 16.2 and 192 μmol L(-1). Composition of polymers was supported by (13)C CP/MAS NMR, FTIR and SEM-EDS analyses. The binding abilities of MIP1 towards the structurally related compounds showed that the ethylamine group together with steric effects governed the recognition mechanism. Finally, the high affinity of MIP1 towards dopamine or serotonin, but low towards norepinephrine and epinephrine was demonstrated.
authors.affiliation: Department of Organic Chemistry, Faculty of Pharmacy, Medical University of Warsaw, Banacha 1, 02-097 Warsaw, Poland. piotr.lulinski@wum.edu.pl
authors.forename: Piotr
authors.initials: P
authors.lastname: Luliński
authors.forename: Dorota
authors.initials: D
authors.lastname: Maciejewska
mesh_terms: D001667:Binding, Competitive; D001679:Biogenic Amines / Q000032:analysis / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D008689:Methacrylates / Q000737:chemistry; D008855:Microscopy, Electron, Scanning; D054802:Molecular Imprinting; D010627:Phenethylamines / Q000737:chemistry*; D058105:Polymerization; D011108:Polymers / Q000737:chemistry*; D013052:Spectrometry, X-Ray Emission; D013696:Temperature
chemical_list: D001679:Biogenic Amines; D008689:Methacrylates; D010627:Phenethylamines; D011108:Polymers; C008384:methacrylic acid
keywords: 2-(4-Methoxyphenyl)ethylamine; Binding characterization; Biogenic amines; Molecularly imprinted polymers