title: Mono-acylation of a polyamine-β-cyclodextrin based on guest mediated acyl migration.
abstract: The S → N acylation rates of thioester functionalized coumarins on heptakis-[6-deoxy-6-(2-aminoethylsulfanyl)]-β-cyclodextrin were measured. A high yield of mono-acylation was achieved with products that form self-inclusion compounds. The differential fluorescence response of the functionalized cyclodextrins upon binding biomacromolecules shows the potential of the constructs as probes.
authors.affiliation: Department of Chemistry, University of Toronto, 80 St. George St., Toronto, Canada.
authors.forename: Rodolfo F
authors.initials: RF
authors.lastname: Gómez-Biagi
authors.forename: Mark
authors.initials: M
authors.lastname: Nitz
mesh_terms: D000215:Acylation; D003374:Coumarins / Q000737:chemistry; D003505:Cyclodextrins / Q000737:chemistry*; D011073:Polyamines / Q000737:chemistry*
chemical_list: D003374:Coumarins; D003505:Cyclodextrins; D011073:Polyamines; C524128:heptakis(6-amino-6-deoxy)cyclodextrin