title: Rhodamine F: a novel class of fluorous ponytailed dyes for bioconjugation.
abstract: Incorporation of fluorous ponytails such as polyfluorinated alkyl residues (CH2)m(CF2)nCF3 leads to a novel class of bright rhodamine-based fluorescence dyes. These dyes combine the excellent photophysical properties of the frequently used rhodamine dyes with the unique features of "light" fluorous molecules. One of those features is the possibility to separate substances utilizing fluorous solid-phase extraction (F-SPE), which is based on the specific intermolecular interaction between fluorous compounds. Thus, molecules, which are labeled with these new dyes, are not only accessible to fluorescence experiments, but can also be easily purified (via so-called FluoroFlash columns) prior to use. The dyes were bound to a cell penetrating peptoid (polycationic oligo(N-substituted) glycine) on solid supports. These conjugates were purified with F-SPE before their photophysical and biological properties were investigated.
authors.affiliation: Karlsruhe Institute of Technology (KIT), Institute of Organic Chemistry, Fritz-Haber-Weg 6, D-76131 Karlsruhe, Germany.
authors.forename: Dominik K
authors.initials: DK
authors.lastname: Kölmel
authors.forename: Birgit
authors.initials: B
authors.lastname: Rudat
authors.forename: Delia M
authors.initials: DM
authors.lastname: Braun
authors.forename: Christin
authors.initials: C
authors.lastname: Bednarek
authors.forename: Ute
authors.initials: U
authors.lastname: Schepers
authors.forename: Stefan
authors.initials: S
authors.lastname: Bräse
mesh_terms: D005456:Fluorescent Dyes / Q000138:chemical synthesis / Q000737:chemistry*; D015394:Molecular Structure; D012235:Rhodamines / Q000138:chemical synthesis / Q000737:chemistry*; D013816:Thermodynamics
chemical_list: D005456:Fluorescent Dyes; D012235:Rhodamines