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Effects of photodeoxygenation on cell biology using dibenzothiophene S-oxide derivatives as O(3P)-precursors

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Abstract

Photodeoxygenation of dibenzothiophene S-oxide and its derivatives have been used to generate atomic oxygen [O(3P)] to examine its effect on proteins, nucleic acids, and lipids. The unique reactivity and selectivity of O(3P) have shown distinct oxidation products and outcomes in biomolecules and cell-based studies. To understand the scope of its global impact on the cell, we treated MDA-MB-231 cells with 2,8-diacetoxymethyldibenzothiophene S-oxide and UV-A light to produce O(3P) without targeting a specific cell organelle. Cellular responses to O(3P)-release were analyzed using cell viability and cell cycle phase determination assays. Cell death was observed when cells were treated with higher concentrations of sulfoxides and UV-A light. However, significant differences in cell cycle phases due to UV-A irradiation of the sulfoxide were not observed. We further performed RNA-Seq analysis to study the underlying biological processes at play, and while UV-irradiation itself influenced gene expression, there were 9 upregulated and 8 downregulated genes that could be attributed to photodeoxygenation.

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Notes

  1. Data for VC_UV and VC_No UV have been presented in ref [25]

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Acknowledgements

This work was supported by the National Science Foundation CHE-1900417.

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  1. Department of Chemistry, Saint Louis University, 3501 Laclede Ave., St. Louis, MO, 63103, USA

    Ankita Isor, Austin T. O’Dea, Scott F. Grady, John T. Petroff II, Kristin N. Skubic, Bashar Aziz, Christopher K. Arnatt & Ryan D. McCulla

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Isor, A., O’Dea, A.T., Grady, S.F. et al. Effects of photodeoxygenation on cell biology using dibenzothiophene S-oxide derivatives as O(3P)-precursors. Photochem Photobiol Sci 20, 1621–1633 (2021). https://doi.org/10.1007/s43630-021-00136-5

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