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Bright red-emitting highly reliable styryl probe with large Stokes shift for visualizing mitochondria in live cells under wash-free conditions.


ABSTRACT: Bright red-emitting pyridinium cyanine based styryl probe 2 is synthesized in good yields. Probe 2 demonstrated a large Stokes' shift (?? ? 128 nm, 4227 cm-1 in DCM) and excellent fluorescent quantum yield (?fl ? 0.2 - 0.7) due to strong Intra-molecular charge transfer (ICT). Probe 2 found to exhibit exceptional selectivity for cellular mitochondria in both normal (COS-7) and cancer (A549) cell lines. Probe 2 is readily applicable as a "wash-free" dye to visualize mitochondria as it does not require post-staining washing prior to imaging. Styryl probe 2 also showed an excellent biocompatibility as the calculated LC50 (lethal concentration, 50%) value was > 20 ?M. Probe 2 emission did not show any interferences from anionic species or other biological molecules. Probe 2 is readily excitable (?ex ?460 and ?em ?618 nm) with the available laser (454 nm) in commercial microscopes and thus it can be a useful probe for mitochondrial tracking in live cells.

SUBMITTER: Abeywickrama CS 

PROVIDER: S-EPMC6874369 | biostudies-literature | 2019 Apr

REPOSITORIES: biostudies-literature

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Bright red-emitting highly reliable styryl probe with large Stokes shift for visualizing mitochondria in live cells under wash-free conditions.

Abeywickrama Chathura S CS   Wijesinghe Kaveesha J KJ   Stahelin Robert V RV   Pang Yi Y  

Sensors and actuators. B, Chemical 20190110


Bright red-emitting pyridinium cyanine based styryl probe <b>2</b> is synthesized in good yields. Probe <b>2</b> demonstrated a large Stokes' shift (Δλ ≈ 128 nm, 4227 cm<sup>-1</sup> in DCM) and excellent fluorescent quantum yield (ϕ<sub>fl</sub> ≈ 0.2 - 0.7) due to strong Intra-molecular charge transfer (ICT). Probe <b>2</b> found to exhibit exceptional selectivity for cellular mitochondria in both normal (COS-7) and cancer (A549) cell lines. Probe <b>2</b> is readily applicable as a "wash-free  ...[more]

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