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Synthesis and surface grafting of a β-cyclodextrin dimer facilitating cooperative inclusion of 2,6-ANS. | LitMetric

Synthesis and surface grafting of a β-cyclodextrin dimer facilitating cooperative inclusion of 2,6-ANS.

Beilstein J Org Chem

Department of Biotechnology, Chemistry and Environmental Engineering, Aalborg University, Frederik Bajers Vej 7H, DK-9220 Aalborg East, Denmark.

Published: May 2015

AI Article Synopsis

  • A new β-cyclodextrin (β-CD) dimer was created and attached to quartz surfaces using click chemistry, aiming to enhance the surfaces' interactive properties.
  • Using techniques like NMR and fluorescence spectroscopy, the study found that the β-CD dimer can form a stable 1:1 complex with a specific fluorescent molecule, demonstrating a strong interaction.
  • The research also highlighted that the dimer retains its ability to bind this fluorescent guest even when it's grafted onto solid surfaces, suggesting its practical applications in materials science.

Article 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.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC4419527PMC
http://dx.doi.org/10.3762/bjoc.11.58DOI Listing

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