Distyrylbenzene oligoelectrolyte (DSBN+) for human cervical carcinoma cells imaging

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Distyrylbenzene oligoelectrolyte (DSBN+) for human cervical carcinoma cells imaging Roza Pawlowska,1Paulina Gwozdzinska1, Logan Garner2 and Arkadiusz Chworos1,* 1

Centre of Molecular and Macromolecular Studies, Polish Academy of Sciences, Sienkiewicza 112, 90363 Lodz, Poland 2

Department of Chemistry and Biochemistry, University of California, Santa Barbara, California 93106, United States [email protected]

ABSTRACT In the presented study, a new application for distyrylbenzene oligoelectrolyte, named DSBN+, as a marker for bioimaging is presented. DSBN+ is a water-soluble, conjugated oligoelectrolyte (COE) with novel photophysical and solvatochromatic properties. Previous studies have shown that this compound spontaneously inserts into bilayer membranes in both synthetic and microbial living systems and can facilitate visualization of cell membranes through fluorescence imaging. In the presented research, we seek to further study and exploit the multifunctional nature of DSBN+ in terms of membrane interactions and photophysical properties for visualization of membranous structures of more complex mammalian cells, namely a human cervical carcinoma (HeLa) cell line. Obtained results confirm the possibility of applying DSBN+ as a fluorescent dye for bioimaging of membranes in human cell cultures systems, both in live-cell imaging and in the studies required formaldehyde fixation. Due to the defined structure of this conjugated oligoelectrolyte we suspect that it will display organelle membrane selectivity, but this has to be further investigated.

INTRODUCTION The molecular structure of DSBN+ consists of a phenylenevinylene framework flanked on each end with an alkylamino donor group bearing a tethered charged functionality (Figure 1) that results in a unique combination of solubility in polar media and photophysical features common to donor-pi-donor chromophores. [1] This two-photon absorption (TPA) chromophore was originally developed to study the effects of polar media on the TPA cross-section [2,3]. In later studies it was found that DSBN+ was able to incorporate into a model membrane system in vitro. Thus, it is useful for characterizing membrane insertion in phospholipid vesicle model [4]. Inside membranes, the hydrophobic long molecular axis positions within the inner lipid bilayer perpendicular to the plane of the membrane with the polar terminal groups oriented towards the polar lipid head groups near the membrane surface. This observation has been confirmed by confocal imaging and cyclic voltammetry experiments, which show, that incorporation of DSBN+ facilitates transmembrane electron transport across lipid bilayers [4]. The first studies in this area

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ACKNOWLEDGMENTS This work was supported by the National Science Centre (NCN) grant, based on the decision DEC-2012/05/B/ST5/00364. The authors thank Guillermo C. Bazan for all inspiration and support.

REFERENCES 1. Albota M, Beljonne D, Brédas JL, Ehrlich JE, Fu JY, Heikal AA, Hess SE, Kogej T, Levin MD, Marder SR, McCord-Maugho