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Issue 24, 2013
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Rhodamine F: a novel class of fluorous ponytailed dyes for bioconjugation

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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.

Graphical abstract: Rhodamine F: a novel class of fluorous ponytailed dyes for bioconjugation

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Publication details

The article was received on 05 Feb 2013, accepted on 02 Apr 2013 and first published on 03 Apr 2013


Article type: Paper
DOI: 10.1039/C3OB40267C
Citation: Org. Biomol. Chem., 2013,11, 3954-3962
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    Rhodamine F: a novel class of fluorous ponytailed dyes for bioconjugation

    D. K. Kölmel, B. Rudat, D. M. Braun, C. Bednarek, U. Schepers and S. Bräse, Org. Biomol. Chem., 2013, 11, 3954
    DOI: 10.1039/C3OB40267C

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