title: Synthesis and surface grafting of a β-cyclodextrin dimer facilitating cooperative inclusion of 2,6-ANS.
abstract: A novel β-cyclodextrin (β-CD) dimer was synthesized and surface-grafted by click chemistry onto azide-functionalized quartz surfaces in order to introduce the cooperative features of the β-CD dimer to solid surfaces. Using NMR and fluorescence spectroscopy, it is shown that the free β-CD dimer forms a 1:1 complex with the fluorescent guest molecule, 2-anilinonaphthalene-6-sulfonic acid (otherwise known not to form 1:2 complexes with parent β-CD), with an apparent association constant of 7300 M(-1). Further, it is shown using total internal reflection fluorescence spectroscopy that the inclusion of the fluorescent guest into both cavities of the β-CD dimer is maintained when grafted onto a solid surface.
authors.affiliation: Department of Biotechnology, Chemistry and Environmental Engineering, Aalborg University, Frederik Bajers Vej 7H, DK-9220 Aalborg East, Denmark.
authors.forename: Lars W
authors.initials: LW
authors.lastname: Städe
authors.affiliation: Department of Biotechnology, Chemistry and Environmental Engineering, Aalborg University, Frederik Bajers Vej 7H, DK-9220 Aalborg East, Denmark.
authors.forename: Thorbjørn T
authors.initials: TT
authors.lastname: Nielsen
authors.affiliation: Department of Biotechnology, Chemistry and Environmental Engineering, Aalborg University, Frederik Bajers Vej 7H, DK-9220 Aalborg East, Denmark.
authors.forename: Laurent
authors.initials: L
authors.lastname: Duroux
authors.affiliation: Department of Biotechnology, Chemistry and Environmental Engineering, Aalborg University, Frederik Bajers Vej 7H, DK-9220 Aalborg East, Denmark.
authors.forename: Reinhard
authors.initials: R
authors.lastname: Wimmer
authors.affiliation: Department of Chemistry, Aarhus University, Langelandsgade 140, DK-8000 Aarhus, Denmark.
authors.forename: Kyoko
authors.initials: K
authors.lastname: Shimizu
authors.affiliation: Department of Biotechnology, Chemistry and Environmental Engineering, Aalborg University, Frederik Bajers Vej 7H, DK-9220 Aalborg East, Denmark.
authors.forename: Kim L
authors.initials: KL
authors.lastname: Larsen
keywords: 2,6-ANS; silicon dioxide; surface grafting; total internal reflection fluorescence spectroscopy; β-cyclodextrin dimer