Academic Journal
Effect of morpholine and charge distribution of cyanine dyes on cell internalization and cytotoxicity
| Title: | Effect of morpholine and charge distribution of cyanine dyes on cell internalization and cytotoxicity |
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| Authors: | Sirilak Wangngae, Kantapat Chansaenpak, Oratai Weeranantanapan, Pornthip Piyanuch, Thitima Sumphanapai, Montarop Yamabhai, Parinya Noisa, Rung-Yi Lai, Anyanee Kamkaew |
| Source: | Scientific Reports, Vol 12, Iss 1, Pp 1-12 (2022) |
| Publisher Information: | Nature Portfolio, 2022. |
| Publication Year: | 2022 |
| Collection: | LCC:Medicine LCC:Science |
| Subject Terms: | Medicine, Science |
| More Details: | Abstract To improve the potency of Heptamethine cyanines (Hcyanines) in cancer research, we designed and synthesized two novel Hcyanines based theranostic probes, IR794-Morph and IR794-Morph-Mpip, to enhance cancer cell internalization and targeting. In acidic conditions that resemble to tumour environment, both IR794 derivatives exhibited broad NIR absorption band (704‒794 nm) and fluorescence emission (798‒828 nm) that is suitable for deep seated tumour imaging. Moreover, in vitro study revealed that IR794-Morph-Mpip exhibited better cancer targetability towards various cancer cell lines under physiological and slightly acidic conditions compared to normal cells. IR794-Morph-Mpip was fast internalized into the cancer cells within the first 5 min and mostly localized in lysosomes and mitochondria. In addition, the internalized signal was brighter when the cells were in the hypoxic environment. Furthermore, cellular uptake mechanism of both IR794 dyes, investigated via flow cytometry, revealed that endocytosis through OATPs receptors and clathrin-mediated endocytosis were the main routes. Moreover, IR794-Morph-Mpip, displayed anti-cancer activity towards all tested cancer cell types with IC50 below 7 μM (at 6 h incubation), which is approximately three times lower than that of the normal cells. Therefore, increasing protonated cites in tumour environment of Hcyanines together with incorporating morpholine in the molecule can enhance structure-inherent targeting of these dyes. |
| Document Type: | article |
| File Description: | electronic resource |
| Language: | English |
| ISSN: | 2045-2322 |
| Relation: | https://doaj.org/toc/2045-2322 |
| DOI: | 10.1038/s41598-022-07533-5 |
| Access URL: | https://doaj.org/article/266cb98e82574ab5b39c8d242dd25fe3 |
| Accession Number: | edsdoj.266cb98e82574ab5b39c8d242dd25fe3 |
| Database: | Directory of Open Access Journals |
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| ISSN: | 20452322 |
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| DOI: | 10.1038/s41598-022-07533-5 |
| Published in: | Scientific Reports |
| Language: | English |