title: Thermometric sensing of nitrofurantoin by noncovalently imprinted polymers containing two complementary functional monomers.
abstract: Molecularly imprinted polymers (MIPs) for nitrofurantoin (NFT) recognition addressing in parallel of two complementary functional groups were created using a noncovalent imprinting approach. Specific tailor-made functional monomers were synthesized: a diaminopyridine derivative as the receptor for the imide residue and three (thio)urea derivatives for the interaction with the nitro group of NFT. A significantly improved binding of NFT to the new MIPs was revealed from the imprinting factor, efficiency of binding, affinity constants and maximum binding number as compared to previously reported MIPs, which addressed either the imide or the nitro residue. Substances possessing only one functionality (either the imide group or nitro group) showed significantly weaker binding to the new imprinted polymers than NFT. However, the compounds lacking both functionalities binds extremely weak to all imprinted polymers. The new imprinted polymers were applied in a flow-through thermistor in organic solvent for the first time. The MIP-thermistor allows the detection of NFT down to a concentration of 5 μM in acetonitrile + 0.2% dimethyl sulfoxide (DMSO). The imprinting factor of 3.91 at 0.1 mM of NFT as obtained by thermistor measurements is well comparable to the value obtained by batch binding experiments.
authors.affiliation: Fraunhofer Institute for Biomedical Engineering, Am Muehlenberg 13, Potsdam 14476, Germany. umporn.athikomrattanakul@ibmt.fraunhofer.de
authors.forename: Umporn
authors.initials: U
authors.lastname: Athikomrattanakul
authors.forename: Nenad
authors.initials: N
authors.lastname: Gajovic-Eichelmann
authors.forename: Frieder W
authors.initials: FW
authors.lastname: Scheller
mesh_terms: D000097:Acetonitriles / Q000737:chemistry; D004121:Dimethyl Sulfoxide / Q000737:chemistry; D007094:Imides / Q000737:chemistry; D054802:Molecular Imprinting; D009582:Nitrofurantoin / Q000032:analysis*; D011108:Polymers / Q000737:chemistry*; D011725:Pyridines / Q000737:chemistry; D013696:Temperature; D014508:Urea / Q000031:analogs & derivatives
chemical_list: D000097:Acetonitriles; D007094:Imides; D011108:Polymers; D011725:Pyridines; D014508:Urea; D009582:Nitrofurantoin; C023666:pyridine; D004121:Dimethyl Sulfoxide; C032159:acetonitrile