Imprinted Polymers Prepared with Stoichiometric Template−Monomer Complexes:  Efficient Binding of Ampicillin from Aqueous Solutions

Abstract

Two new functional monomers for molecular imprinting, 5-(4′′′-vinyl)benzyloxy-1,3-bis[2′-(3′′,3′′,4′′,4′′-tetramethyl-2′′,5′′-dioxaborolanyl)phenylcarbomoyl]benzene (3) and 2-(4-vinylphenyloxy)-3,5,6-trichlorobenzoquinone (4), designed to interact with carboxylate and amino groups, respectively, were synthesized. NMR titrations confirmed the interactions of 3 with tertabutylammonium acetate and ampicillin carboxylate in d 6-DMSO and of 4 with the free amino group of ampicillin in the same solvent. Polymers were prepared, using DMSO or THF as porogen, imprinted with ampicillin carboxylate using 3 and 4 present in the polymerization mixture in only stoichiometric amounts. The polymer made in DMSO was shown to bind ampicillin from aqueous buffer at pH 8.0 with two populations of binding sites, the first characterized by Kd ) (3.0 ( 0.3) × l0 -5 mol/L at a capacity of 5.8 ( 0.3 µmol/g and the second by Kd ) (9.6 ( 1.1) × l0 -4 mol/L and 48 ( 3.4 µmol/g.

Influence of salt ions on binding to molecularly imprinted polymers

“…The rationale for applying CPs prepared with a non-related template instead of non-imprinted polymers was to avoid overestimation of the imprinting effect. Nonimprinted polymers based on MAA as the functional monomer have shown to have lower surface areas than polymers prepared in the presence of templates [34][35][36][37][38].…”

The rational development of molecularly imprinted polymer-based sensors for protein detection

“…[136][137][138] Alternatively a rational selection can be made, either using a combinatorial (experimental) approach, 23,24 a chemometric experimental design 24 or by computational methods. be unwise to use it the production of MIPs, since biomolecules are highly likely to undergo conformational changes 143 such that the resulting imprint will not be representative of the native protein target in aqueous solution, where the sensor is most likely to be required to perform.…”

Characteristic and Synthetic Approach of Molecularly Imprinted Polymer

“…Fortunately, in some instances it is possibly to rationally predict how changing any one such variable, e.g. the cross-link ratio, is likely to impact upon these properties [44][45][46][47][48].…”