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Molecules 2009, 14(7), 2632-2649; doi:10.3390/molecules14072632
Article

Experimental and Computational Studies on Non-Covalent Imprinted Microspheres as Recognition System for Nicotinamide Molecules

1,* , 1, 1, 2, 1 and 1
Received: 4 June 2009; in revised form: 29 June 2009 / Accepted: 3 July 2009 / Published: 17 July 2009
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Abstract: Molecularly imprinted microspheres obtained by precipitation polymerization using nicotinamide (nia) as template have been prepared and characterised by SEM. How various experimental parameters can affect microsphere morphology, reaction yield and re-binding capacity have been evaluated. Pre-polymerization interactions between template and functional monomer in chloroform and MeCN have been studied by 1H-NMR. The results suggest that the interaction between nia and methacrylic acid (MAA) is mainly based on hydrogen-bonding between amide protons and MAA. Computational density functional theory (DFT) studies on MAA-nia complexes have been also performed to better understand hydrogen-bonding interactions. The imprinted activity of the microspheres, synthesized in chloroform or acetonitrile (MeCN), has been evaluated by spectrophotometric analysis of nia solutions when chloroform or MeCN are used as incubation solvents. The results suggest that MeCN interferes with hydrogen bonding between template and MAA during either the polymerization step or re-binding process as also observed from theoretical results. Finally, the selectivity towards selected nia analogues has been also confirmed.
Keywords: molecular imprinting; UV-vis spectroscopy; NMR; nicotinamide (nia); theoretical DFT studies molecular imprinting; UV-vis spectroscopy; NMR; nicotinamide (nia); theoretical DFT studies
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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MDPI and ACS Style

Del Sole, R.; Lazzoi, M.R.; Arnone, M.; Sala, F.D.; Cannoletta, D.; Vasapollo, G. Experimental and Computational Studies on Non-Covalent Imprinted Microspheres as Recognition System for Nicotinamide Molecules. Molecules 2009, 14, 2632-2649.

AMA Style

Del Sole R, Lazzoi MR, Arnone M, Sala FD, Cannoletta D, Vasapollo G. Experimental and Computational Studies on Non-Covalent Imprinted Microspheres as Recognition System for Nicotinamide Molecules. Molecules. 2009; 14(7):2632-2649.

Chicago/Turabian Style

Del Sole, Roberta; Lazzoi, Maria Rosaria; Arnone, Mario; Sala, Fabio Della; Cannoletta, Donato; Vasapollo, Giuseppe. 2009. "Experimental and Computational Studies on Non-Covalent Imprinted Microspheres as Recognition System for Nicotinamide Molecules." Molecules 14, no. 7: 2632-2649.


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