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The Unexpected Selectivity Switching from Mitochondria to Lysosome in a D-π-A Cyanine Dye
| Content Provider | MDPI |
|---|---|
| Author | Abeywickrama, Chathura S. Baumann, Hannah J. Bertman, Keti A. Corbin, Brian Pang, Yi |
| Copyright Year | 2022 |
| Description | Two interesting benzothizolium-based D-π-A type hemicyanine dyes (3a–3b) with a diphenylamine $(-NPh_{2}$) donor group were evaluated for fluorescence confocal microscopy imaging ability in live cells (MO3.13, NHLF). In sharp contrast to previously reported D-π-A dyes with alkyl amine donor $(-NR_{2}$) groups (1), 3a and 3b exhibited significantly different photophysical properties and organelle selectivity. Probes 3a and 3b were nearly non-fluorescent in many polar and non-polar solvents but exhibited a bright red fluorescence $(λ_{em}$ ≈ 630–640 nm) in stained MO3.13 and NHLF with very low probe concentrations (i.e., 200 nM). Fluorescence confocal microscopy-based co-localization studies revealed excellent lysosome selectivity from the probes 3a–3b, which is in sharp contrast to previously reported D-π-A type benzothiazolium dyes (1) with an alkyl amine donor group $(-NR_{2}$) (exhibiting selectivity towards cellular mitochondria). The photostability of probe 3 was found to be dependent on the substituent (R’) attached to the quaternary nitrogen atom in the cyanine dye structure. The observed donor-dependent selectivity switching phenomenon can be highly useful in designing novel organelle-targeted fluorescent probes for live-cell imaging applications. |
| Starting Page | 504 |
| e-ISSN | 20796374 |
| DOI | 10.3390/bios12070504 |
| Journal | Biosensors |
| Issue Number | 7 |
| Volume Number | 12 |
| Language | English |
| Publisher | MDPI |
| Publisher Date | 2022-07-10 |
| Access Restriction | Open |
| Subject Keyword | Biosensors Donor-π-acceptor Molecules Cyanine Dyes Fluorescence Confocal Microscopy Lysosome Selectivity Photostability |
| Content Type | Text |
| Resource Type | Article |