Artificial receptors for the extraction of nucleoside metabolite 7-methylguanosine from aqueous media made by molecular imprinting

Aleksandra Krstulja, Coralie De Schutter, Patrick Favetta, Panagiotis Manesiotis, Luigi Agrofoglio

Research output: Contribution to journalArticle

8 Citations (Scopus)

Abstract

A series of imprinted polymers targeting nucleoside metabolites, prepared using a template analogue approach, are presented. These were prepared following selection of the optimum functional monomer by solution association studies using 1H-NMR titrations whereby methacrylic acid was shown to be the strongest receptor with and affinity constant of 621 ± 51 L mol-1 vs. 110 ± 16 L mol-1 for acrylamide. The best performing polymers were prepared using methanol as porogenic co-solvent and although average binding site affinities were marginally reduced, 2.3×104 L mol-1 vs. 2.7×104 L mol-1 measured for a polymer prepared in acetonitrile, these polymers contained the highest number of binding sites, 5.27 μmol g-1¬¬ vs. 1.64 μmol g-1, while they also exhibited enhanced selectivity for methylated guanosine derivatives. When applied as sorbents in the extraction of nucleoside derivative cancer biomarkers from synthetic urine samples, significant sample clean-up and recoveries of up to 90% for 7-methylguanosine were achieved.
Original languageEnglish
Pages (from-to)12-18
Number of pages7
JournalJournal of Chromatography A
Volume1365
DOIs
Publication statusPublished - 24 Oct 2014

Fingerprint

Molecular Imprinting
Artificial Receptors
Metabolites
Nucleosides
Polymers
Binding sites
Binding Sites
Derivatives
Acrylamide
Guanosine
Tumor Biomarkers
Sorbents
Acetonitrile
Titration
Methanol
Monomers
Nuclear magnetic resonance
Association reactions
Urine
Recovery

Keywords

  • Molecular imprinting
  • nucleosides
  • 7-methyl guanosine
  • bioanalysis
  • solid phase extraction (SPE)

Cite this

Krstulja, Aleksandra ; De Schutter, Coralie ; Favetta, Patrick ; Manesiotis, Panagiotis ; Agrofoglio, Luigi. / Artificial receptors for the extraction of nucleoside metabolite 7-methylguanosine from aqueous media made by molecular imprinting. In: Journal of Chromatography A. 2014 ; Vol. 1365. pp. 12-18.
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Artificial receptors for the extraction of nucleoside metabolite 7-methylguanosine from aqueous media made by molecular imprinting. / Krstulja, Aleksandra; De Schutter, Coralie; Favetta, Patrick; Manesiotis, Panagiotis; Agrofoglio, Luigi.

In: Journal of Chromatography A, Vol. 1365, 24.10.2014, p. 12-18.

Research output: Contribution to journalArticle

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T1 - Artificial receptors for the extraction of nucleoside metabolite 7-methylguanosine from aqueous media made by molecular imprinting

AU - Krstulja, Aleksandra

AU - De Schutter, Coralie

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AU - Manesiotis, Panagiotis

AU - Agrofoglio, Luigi

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N2 - A series of imprinted polymers targeting nucleoside metabolites, prepared using a template analogue approach, are presented. These were prepared following selection of the optimum functional monomer by solution association studies using 1H-NMR titrations whereby methacrylic acid was shown to be the strongest receptor with and affinity constant of 621 ± 51 L mol-1 vs. 110 ± 16 L mol-1 for acrylamide. The best performing polymers were prepared using methanol as porogenic co-solvent and although average binding site affinities were marginally reduced, 2.3×104 L mol-1 vs. 2.7×104 L mol-1 measured for a polymer prepared in acetonitrile, these polymers contained the highest number of binding sites, 5.27 μmol g-1¬¬ vs. 1.64 μmol g-1, while they also exhibited enhanced selectivity for methylated guanosine derivatives. When applied as sorbents in the extraction of nucleoside derivative cancer biomarkers from synthetic urine samples, significant sample clean-up and recoveries of up to 90% for 7-methylguanosine were achieved.

AB - A series of imprinted polymers targeting nucleoside metabolites, prepared using a template analogue approach, are presented. These were prepared following selection of the optimum functional monomer by solution association studies using 1H-NMR titrations whereby methacrylic acid was shown to be the strongest receptor with and affinity constant of 621 ± 51 L mol-1 vs. 110 ± 16 L mol-1 for acrylamide. The best performing polymers were prepared using methanol as porogenic co-solvent and although average binding site affinities were marginally reduced, 2.3×104 L mol-1 vs. 2.7×104 L mol-1 measured for a polymer prepared in acetonitrile, these polymers contained the highest number of binding sites, 5.27 μmol g-1¬¬ vs. 1.64 μmol g-1, while they also exhibited enhanced selectivity for methylated guanosine derivatives. When applied as sorbents in the extraction of nucleoside derivative cancer biomarkers from synthetic urine samples, significant sample clean-up and recoveries of up to 90% for 7-methylguanosine were achieved.

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