Fluorogenic cell surface glycan labelling with fluorescence molecular rotor dyes and nucleic acid stains

Alen Koçak; Amal K. Homer; Antonia Feida; Florian Telschow; Jacob L. Gorenflos López; Cihan Baydaroğlu; Michael Gradzielski; Christian P. R. Hackenberger; Ulrike Alexiev; Oliver Seitz

doi:10.1039/D4CC00884G

Fluorogenic cell surface glycan labelling with fluorescence molecular rotor dyes and nucleic acid stains†

Alen Koçak,

^a Amal K. Homer,^a Antonia Feida,^a Florian Telschow,^b Jacob L. Gorenflos López,^c Cihan Baydaroğlu,^d Michael Gradzielski,

^d Christian P. R. Hackenberger,

^ac Ulrike Alexiev

‡^b and Oliver Seitz

*^a

Author affiliations

* Corresponding authors

^a Department of Chemistry, Humboldt-Universität zu Berlin, Brook-Taylor-Straße 2, 12489 Berlin, Germany
E-mail: oliver.seitz@chemie.hu-berlin.de

^b Institut für Experimentalphysik, Freie Universität Berlin, Arnimallee 14, 14195 Berlin, Germany

^c Leibniz-Forschungsinstitut für Molekulare Pharmakologie, Robert-Rössle-Straße 10, 13125 Berlin, Germany

^d Institute of Chemistry, Technische Universität Berlin, Straße des 17. Juni 124, 10623 Berlin, Germany

Abstract

We show that covalent labelling of sialic acids on live cell surfaces or mucin increases the fluorescence of the fluorescence molecular rotors (FMRs) CCVJ, Cy3 and thioazole orange, enabling wash-free imaging of cell surfaces. Dual labelling with an FMR and an environmentally insensitive dye allows detection of changes that occur, for example, when cross-linking is altered.

Chemical Communications

Fluorogenic cell surface glycan labelling with fluorescence molecular rotor dyes and nucleic acid stains†

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Fluorogenic cell surface glycan labelling with fluorescence molecular rotor dyes and nucleic acid stains

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