Crossing the First Threshold: New Insights into the Influence of the Chemical Structure of Anionic Porphyrins on Plant Cell Wall Interactions and Photodynamic Cell Death Induction
| Autor: | Catherine Riou, Vincent Sol, Mohammad Issawi, Stéphanie Leroy-Lhez |
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| Přispěvatelé: | PEIRENE (PEIRENE), Institut Génomique, Environnement, Immunité, Santé, Thérapeutique (GEIST), Université de Limoges (UNILIM)-Université de Limoges (UNILIM) |
| Jazyk: | angličtina |
| Rok vydání: | 2019 |
| Předmět: |
Anions
Porphyrins Light Chemical structure [SDV]Life Sciences [q-bio] Organophosphonates Biochemistry Cell wall 03 medical and health sciences Cell Wall Malondialdehyde Tobacco [SDV.BV]Life Sciences [q-bio]/Vegetal Biology [CHIM]Chemical Sciences Sulfones [SDV.BBM.BC]Life Sciences [q-bio]/Biochemistry Molecular Biology/Biochemistry [q-bio.BM] Cells Cultured ComputingMilieux_MISCELLANEOUS 0303 health sciences Binding Sites Photosensitizing Agents Cell Death Molecular Structure Chemistry [CHIM.ORGA]Chemical Sciences/Organic chemistry 030302 biochemistry & molecular biology Hydrogen Bonding Hydrogen Peroxide Cell Death Induction Biophysics |
| Zdroj: | Biochemistry Biochemistry, American Chemical Society, 2019, 58 (16), pp.2188-2197. ⟨10.1021/acs.biochem.9b00107⟩ |
| ISSN: | 0006-2960 1520-4995 |
| DOI: | 10.1021/acs.biochem.9b00107⟩ |
| Popis: | In this study, our fundamental research interest was to understand how negatively charged porphyrins could interact with a plant cell wall and further act inside cells. Thus, three anionic porphyrins differing in their anionic external groups (carboxylates, sulfonates, and phosphonates) were tested. First, the tobacco cell wall was isolated to monitor in vitro its interactions with the three different anionic porphyrins. Unexpectedly, these negatively charged molecules were able to bind to the negatively charged cell wall probably by weak bonds such as hydrogen bonds and/or electrostatic interactions when the tetrapyrrolic core was protonated. Moreover, we showed that at the pH of spent culture medium (4.5), the neutrality of the carboxylated porphyrin (TPPC) facilitated its cell wall crossing while the diffusion of the two other sulfonated (TPPS) or phosphonated (TPPP) porphyrins that remained anionic was delayed. Once inside Tobacco Bright Yellow-2 (TBY-2) cells, TPPC induced higher levels of production of both H |
| Databáze: | OpenAIRE |
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