title: Water-Soluble Molecularly Imprinted Nanoparticle Receptors with Hydrogen-Bond-Assisted Hydrophobic Binding.
abstract: Molecularly imprinted nanoparticles (MINPs) were prepared when surfactants with a tripropargylammonium headgroup and a methacrylate-functionalized hydrophobic tail were cross-linked in the micelle form on the surface and in the core in the presence of hydrophobic template molecules. With the surfactants containing an amide bond near the headgroup, the MINPs had a layer of hydrogen-bonding groups in the interior that strongly influenced their molecular recognition. Templates/guests with strong hydrogen-bonding groups in the midsection of the molecule benefited most, especially if the hydrophobe of the template could penetrate the amide layer to reach the hydrophobic core of the cross-linked micelles. The location and the orientation of the hydrophilic groups were also important, as they determined how the template interacted with the surfactant micelles and, ultimately, with the MINP receptors.
authors.affiliation: Department of Chemistry, Iowa State University , Ames, Iowa 50011-3111, United States.
authors.forename: M D
authors.initials: MD
authors.lastname: Arifuzzaman
authors.affiliation: Department of Chemistry, Iowa State University , Ames, Iowa 50011-3111, United States.
authors.forename: Yan
authors.initials: Y
authors.lastname: Zhao
mesh_terms: D001665:Binding Sites; D066241:Carbon-13 Magnetic Resonance Spectroscopy; D006860:Hydrogen Bonding; D057927:Hydrophobic and Hydrophilic Interactions; D008823:Micelles; D054802:Molecular Imprinting; D053758:Nanoparticles; D066244:Proton Magnetic Resonance Spectroscopy; D012995:Solubility; D021241:Spectrometry, Mass, Electrospray Ionization; D013501:Surface-Active Agents / Q000737:chemistry; D014867:Water / Q000737:chemistry
chemical_list: D008823:Micelles; D013501:Surface-Active Agents; D014867:Water