Molecular imprinting of biotin derivatives and its application to competitive binding assay using nonisotopic labeled ligands.
Synthetic biotin-binding polymers were prepared by molecular imprinting. Methacrylic acid (MAA) was copolymerized with ethylene glycol dimethacrylate in the presence of biotin methyl ester (B-Me) in chloroform. Hydrogen-bonding-based complexation of B-Me with MAA generates the binding sites complementary to B-Me after extracting B-Me from the resulting copolymers. Data from NMR titration suggest a one-to-one prepolymerization complex formation of B-Me with MAA in chloroform. A possible complex structure was estimated by docking of the most stable conformers by intermolecular Monte Carlo conformational search under the assumption of a one-to-one association. The selectivity of the imprinted polymers was investigated and an imprinted polymer-based competitive binding assay for B-Me was demonstrated using biotin p-nitrophenyl ester as a nonisotopic-labeled ligand.
Takeuchi
T
T
Laboratory of Synthetic Biochemistry, Faculty of Information Sciences, Hiroshima City University, Hiroshima, Japan. takeuchi@im.hiroshima-cu.ac.jp
Dobashi
A
A
Kimura
K
K
D000179:Acrylates; D001667:Binding, Competitive; D001710:Biotin / Q000031:analogs & derivatives* / Q000737:chemistry; D006860:Hydrogen Bonding; D008024:Ligands; D008689:Methacrylates; D009010:Monte Carlo Method; D011108:Polymers
C411824:2-(trifluoromethyl)acrylic acid; D000179:Acrylates; D008024:Ligands; D008689:Methacrylates; D011108:Polymers; C008384:methacrylic acid; D001710:Biotin; C004919:ethylene dimethacrylate; C411823:biotin methyl ester