NIR mega-Stokes fluorophores for bioorthogonal labeling and energy transfer systems - An efficient quencher for daunomycin.

Cserép, Gergely B. and Enyedi, Kata E. and Demeter, Attila and Mező, Gábor and Kele, Péter (2013) NIR mega-Stokes fluorophores for bioorthogonal labeling and energy transfer systems - An efficient quencher for daunomycin. Chemistry an Asian Journal, 8 (2). pp. 494-502. ISSN 1861-471X

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PDF (G.B.Cserép, K.Enyedi, A.Demeter, G.Mező, P.Kele: NIR mega-Stokes fluorophores for bioorthogonal labeling and energy transfer systems - An efficient quencher for daunomycin. Chemistry an Asian Journal, 8 (2), (2013) 494-502.) ChemAsiaJ8.pdf - Published Version Download (365kB)

Abstract

A set of new, azide and alkyne bearing lepidinium-based fluorophores were synthesized for bioorthogonal labeling schemes. These fluorescent dyes all show large Stokes-shifts with emission maxima in the near-infra-red (NIR) region of the electromagnetic spectrum. The applicability of these dyes in the construction of energy transfer systems was tested using one of these new fluorescent tags and daunomycin (Dau), an anticancer drug with fluorescent features. These daunomycin conjugates are the very first examples for fluorescently modulated constructs of this anticancer agent. The dually labeled architectures proved that the applied fluorescent dye can be utilized as an efficient quencher for daunomycin. Enzymatic cleavage of a dually labeled enzyme substrate resulted in full recovery of the fluorescence of daunomycin. Such fluorescently modulated Dau-conjugates can provide useful information for the action-mechanism of Dau-regulated cell death processes.

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