title: Optimized methods for preparation of 6(I)-(ω-sulfanyl-alkylene-sulfanyl)-β-cyclodextrin derivatives.
abstract: A general high-yielding method for the preparation of monosubstituted β-cyclodextrin derivatives which have attached a thiol group in position 6 is described. The thiol group is attached through linkers of different lengths and repeating units (ethylene glycol or methylene). The target compounds were characterized by IR, MS and NMR spectra. A simple method for their complete conversion to the corresponding disulfides as well as a method for the reduction of the disulfides back to the thiols is presented. Both, thiols and disulfides are derivatives usable for well-defined covalent attachment of cyclodextrin to gold or polydopamine-coated solid surfaces.
authors.affiliation: Department of Organic Chemistry, Faculty of Science, Charles University in Prague, Hlavova 8, 128 43, Prague 2, Czech Republic.
authors.forename: Eva
authors.initials: E
authors.lastname: Bednářová
authors.affiliation: Department of Teaching and Didactics of Chemistry, Faculty of Science, Charles University in Prague, Hlavova 8, 128 43, Prague 2, Czech Republic.
authors.forename: Simona
authors.initials: S
authors.lastname: Hybelbauerová
authors.affiliation: Department of Organic Chemistry, Faculty of Science, Charles University in Prague, Hlavova 8, 128 43, Prague 2, Czech Republic.
authors.forename: Jindřich
authors.initials: J
authors.lastname: Jindřich
keywords: cyclodextrins; disulfides; monosubstituted derivatives; thiols