Cell penetrating, mitochondria targeting multiply charged DABCO-cyanine dyes

Kurutos, Atanas; Orehovec, Iva; Saftić, Dijana; Horvat, Lucija; Crnolatac, Ivo; Piantanida, Ivo; Deligeorgiev, Todor (2018) Cell penetrating, mitochondria targeting multiply charged DABCO-cyanine dyes. Dyes and Pigments, 158 . pp. 517-525. ISSN 0143-7208

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Abstract

We have prepared new series of lipophilic cyanine dyes equipped with several cationic quaternary ammonium moieties. This was achieved by introducing DABCO within the structures. Furthermore, to investigate the influence of the additional cationic charges to the mitochondrial uptake, DABCO was quaternized with methyl group or alkyl piperidine cation. Spectroscopic and isothermal titration calorimetry studies as well as MTT assay and subcellular localization using confocal laser scanning microscopy revealed the presented dyes combine very low cytotoxicity with efficient cellular uptake and remarkable fluorescent marking of mitochondria.

Item Type:

Article

Additional Information:

AK is grateful for the financial support by the National Science Fund of Bulgarian Ministry of Education and Science under grant - contract No DM09/5 from 17.12.2016. RD, DS. IC and IP gratefully acknowledge financial support of Croatian Science Foundation Grant No 1477: DNA/RNA-MolSense. The authors extend their gratitude to the Laboratory for mitochondrial bioenergetics and diabetes staff, Division of Molecular Medicine, Ruder Boskovic Institute for their help and kind donations of the MitoTracker and Hoechst dyes.

Uncontrolled Keywords:

cyanine ; DABCO ; mitochondria ; fluorescence ; confocal microscopy

Subjects:

NATURAL SCIENCES > Chemistry
NATURAL SCIENCES > Chemistry > Organic Chemistry

Divisions:

Division of Organic Chemistry and Biochemistry

Projects: