title: Selective Recognition of d-Aldohexoses in Water by Boronic Acid-Functionalized, Molecularly Imprinted Cross-Linked Micelles.
abstract: Molecular imprinting within cross-linked micelles using 4-vinylphenylboronate derivatives of carbohydrates provided water-soluble nanoparticle receptors selective for the carbohydrate templates. Complete differentiation of d-aldohexoses could be achieved by these receptors if a single inversion of hydroxyl occurred at C2 or C4 of the sugar or if two or more inversions took place. Glycosides with a hydrophobic aglycan displayed stronger binding due to increased hydrophobic interactions.
authors.affiliation: Department of Chemistry, Iowa State University , Ames, Iowa 50011-3111, United States.
authors.forename: Joseph K
authors.initials: JK
authors.lastname: Awino
authors.affiliation: Department of Chemistry, Iowa State University , Ames, Iowa 50011-3111, United States.
authors.forename: Roshan W
authors.initials: RW
authors.lastname: Gunasekara
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: D001897:Boronic Acids / Q000737:chemistry*; D002241:Carbohydrates; D003432:Cross-Linking Reagents / Q000737:chemistry*; D006027:Glycosides / Q000737:chemistry; D006601:Hexoses / Q000737:chemistry*; D057927:Hydrophobic and Hydrophilic Interactions; D007700:Kinetics; D008358:Mannose / Q000737:chemistry; D008823:Micelles; D054802:Molecular Imprinting; D053758:Nanoparticles; D011108:Polymers / Q000737:chemistry; D011485:Protein Binding; D013816:Thermodynamics; D014867:Water / Q000737:chemistry
chemical_list: D001897:Boronic Acids; D002241:Carbohydrates; D003432:Cross-Linking Reagents; D006027:Glycosides; D006601:Hexoses; D008823:Micelles; D011108:Polymers; D014867:Water; D008358:Mannose