title: Separation of octopamine racemate on (R,S)-2-amino-1-phenylethanol imprinted polymer--Experimental and computational studies.
abstract: Ten molecularly imprinted polymers coded as MIP1-MIP10 were prepared by the radical bulk polymerization using (R,S)-(±)-2-amino-1-phenylethanol as the structural analog of the target analyte (R,S)-octopamine. The functional monomers, 4-vinylbenzoic acid (1), methacrylic acid (2), acrylic acid (3), trifluoromethacrylic acid (4), itaconic acid (5), acrylamide (6), isopropenylbenzene (7), 2-hydroxyethyl methacrylate (8), 2-(diethylamino)ethyl methacrylate (9), allylamine (10) were polymerized consecutively with the ethylene glycol dimethacrylate cross-linker in methanol as the porogen. On the basis of the binding capacity of (R,S)-octopamine MIP1 with affinity factor equal to 6.37 was selected for further analysis. The affinity of polymer matrix MIP1 was tested by the non-competitive binding experiments of eight structurally related analytes. Finally, molecularly imprinted solid phase extraction (MISPE) of (R,S)-octopamine from spiked human serum albumin was carried out in order to verify the applicability of novel sorbent. The molecular modeling was employed to rationalize the stereodifferentiation of the analytes by the stereospecific sites formed in the polymer matrix.
authors.affiliation: Department of Organic Chemistry, Faculty of Pharmacy, Medical University of Warsaw, Banacha 1, 02-097 Warsaw, Poland.
authors.forename: Monika
authors.initials: M
authors.lastname: Sobiech
authors.affiliation: Department of Organic Chemistry, Faculty of Pharmacy, Medical University of Warsaw, Banacha 1, 02-097 Warsaw, Poland.
authors.forename: Teresa
authors.initials: T
authors.lastname: Żołek
authors.affiliation: Department of Organic Chemistry, Faculty of Pharmacy, Medical University of Warsaw, Banacha 1, 02-097 Warsaw, Poland.
authors.forename: Piotr
authors.initials: P
authors.lastname: Luliński
authors.affiliation: Department of Organic Chemistry, Faculty of Pharmacy, Medical University of Warsaw, Banacha 1, 02-097 Warsaw, Poland. Electronic address: dorota.maciejewska@wum.edu.pl.
authors.forename: Dorota
authors.initials: D
authors.lastname: Maciejewska
mesh_terms: D001592:Benzyl Alcohols / Q000737:chemistry*; D006801:Humans; D008958:Models, Molecular; D008968:Molecular Conformation; D054802:Molecular Imprinting; D009655:Octopamine / Q000737:chemistry* / Q000302:isolation & purification*; D011108:Polymers / Q000138:chemical synthesis* / Q000737:chemistry; D012709:Serum Albumin / Q000737:chemistry; D052616:Solid Phase Extraction / Q000379:methods*; D013237:Stereoisomerism
chemical_list: D001592:Benzyl Alcohols; D011108:Polymers; D012709:Serum Albumin; D009655:Octopamine; C523155:2-amino-1-phenylethanol
keywords: 2-Amino-1-phenylethanol; Molecular modeling; Molecularly imprinted polymers; Molecularly imprinted solid phase extraction; Octopamine