Dopamine-imprinted polymers: template-monomer interactions, analysis of template removal and application to solid phase extraction.
A dopamine-imprinted polymer (MIP) was prepared in aqueous methanol solution at 60(o)C by free-radical cross-linking polymerization of methacrylic acid in the presence of ethylene glycol dimethacrylate as the cross-linker and dopamine hydrochloride as the template molecule. Its ability to isolate dopamine was evaluated as the basis of a solid phase extraction procedure and compared with that of a non-imprinted polymer(NIP). The binding of dopamine was 84.1% and 29.1% for MIP and NIP, respectively. Various reported post-polymerization treatments to reduce template bleeding were examined. In our case the lowest bleeding was achieved after applying a combined procedure: continuous extraction in a Soxhlet apparatus (CE), followed by microwave-assisted extraction (ME) to a level of 0.061 microg/mL. A simplified model of the template-monomer complexes allowed rationalization of monomer choice based on the heats of complex formation at a PM3 level of theory.
Department of Organic Chemistry, Faculty of Pharmacy, Medical University of Warsaw, Banacha 1 Str., 02-097 Warsaw, Poland.
Piotr
P
Luliński
Dorota
D
Maciejewska
Magdalena
M
Bamburowicz-Klimkowska
Mirosław
M
Szutowski
D004298:Dopamine / Q000737:chemistry*; D004837:Epinephrine / Q000737:chemistry; D008689:Methacrylates / Q000737:chemistry; D015394:Molecular Structure; D009638:Norepinephrine / Q000737:chemistry; D011108:Polymers / Q000138:chemical synthesis / Q000737:chemistry*; D012701:Serotonin / Q000737:chemistry; D052616:Solid Phase Extraction / Q000379:methods*
D008689:Methacrylates; D011108:Polymers; C008384:methacrylic acid; D012701:Serotonin; D004298:Dopamine; D009638:Norepinephrine; D004837:Epinephrine