Reevaluation of analytical methods for photogenerated singlet oxygen

Nakamura, Keisuke; Ishiyama, Kirika; Ikai, Hiroyo; Kanno, Taro; Sasaki, Keiichi; Niwano, Yoshimi; Kohno, Masahiro

doi:10.3164/jcbn.10-125

Cited by 85 publications

(73 citation statements)

References 29 publications

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“…It shows enhanced specificity for singlet oxygen that can be detected by electron paramagnetic resonance spectroscopy (EPR; Nakamura et al, 2011). EPR spectra obtained from RB-and dehydration-treated plants indicate a comparable production of singlet oxygen.…”

Section: Dehydration Treatment In the Dark Produces Singlet Oxygen Anmentioning

confidence: 99%

Singlet Oxygen-Induced Membrane Disruption and Serpin-Protease Balance in Vacuolar-Driven Cell Death

et al. 2016

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Singlet oxygen plays a role in cellular stress either by providing direct toxicity or through signaling to initiate death programs. It was therefore of interest to examine cell death, as occurs in Arabidopsis, due to differentially localized singlet oxygen photosensitizers. The photosensitizers rose bengal (RB) and acridine orange (AO) were localized to the plasmalemma and vacuole, respectively. Their photoactivation led to cell death as measured by ion leakage. Cell death could be inhibited by the singlet oxygen scavenger histidine in treatments with AO but not with RB. In the case of AO treatment, the vacuolar membrane was observed to disintegrate. Concomitantly, a complex was formed between a vacuolar cell-death protease, RESPONSIVE TO DESSICATION-21 and its cognate cytoplasmic protease inhibitor ATSERPIN1. In the case of RB treatment, the tonoplast remained intact and no complex was formed. Over-expression of AtSerpin1 repressed cell death, only under AO photodynamic treatment. Interestingly, acute water stress showed accumulation of singlet oxygen as determined by fluorescence of Singlet Oxygen Sensor Green, by electron paramagnetic resonance spectroscopy and the induction of singlet oxygen marker genes. Cell death by acute water stress was inhibited by the singlet oxygen scavenger histidine and was accompanied by vacuolar collapse and the appearance of serpin-protease complex. Over-expression of AtSerpin1 also attenuated cell death under this mode of cell stress. Thus, acute water stress damage shows parallels to vacuole-mediated cell death where the generation of singlet oxygen may play a role.

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Section: Dehydration Treatment In the Dark Produces Singlet Oxygen Anmentioning

confidence: 99%

Singlet Oxygen-Induced Membrane Disruption and Serpin-Protease Balance in Vacuolar-Driven Cell Death

et al. 2016

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“…This method is based on the oxidation of the hydrogen at the tetramethylpiperidine moiety of TMP molecule by the photogenerated singlet oxygen, thus generating semi-stable nitroxide radicals 4-hydroxy-2,2,6,6-tetramethylpiperidine-N-oxyl (Tempol) and/or 4-oxo-2,2,6,6-tetramethylpiperidine-N-oxyl (Tempone). [31,51,52] When the photoinduced generation of singlet oxygen was monitored in the system E2h/DMSO/TMP/air, an EPR signal was present during the first 45 s of irradiation for all derivatives whereas even shortly prolonged exposure caused its termination (data not shown). Analogous sets of EPR spectra have already been recorded previously by the study of TMP photooxidation in DMSO in the presence of different quinolone derivatives.…”

Section: Epr Study Of Photoinduced Processes Of Selenadiazoloquinolonmentioning

confidence: 99%

“…It confirmed that the monitored spectrum represents a linear combination of two spectra corresponding to two nitroxide radicals Tempol and Tempone, in agreement with the literature data concerning the oxidation of TMP molecule. [31,51,52] The ability of the selenadiazoloquinolones investigated to generate nitroxide paramagnetic species upon monochromatic irradiation (365 nm, 385 nm, 400 nm) in ACN solutions in the presence of TMP was quantified by the evaluation of the nitroxide quantum yield as shown in Fig. 8.…”

Section: Epr Study Of Photoinduced Processes Of Selenadiazoloquinolonmentioning

confidence: 99%

Spectroscopic characterization, photoinduced processes and cytotoxic properties of substitutedN-ethyl selenadiazoloquinolones

Barbieriková

Bella

Sekeráková

et al. 2013

J. Phys. Org. Chem.

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a 7-R-9-ethyl-6,9-dihydro-6-oxo- [1,2,5]selenadiazolo [3,4-h]quinolines (R = H, COOC 2 H 5 , COOCH 3 , COOH and COCH 3 , E1h-E5h) and 6-ethyl-6,9-dihydro-9-oxo-[1,2,5]selenadiazolo[3,4-f]quinoline (E1f) were characterized by UV/vis, FT-IR and fluorescence spectroscopy. The electronic absorption spectra of the derivatives E1h-E3h and E5h in the aprotic solvents dimethylsulfoxide (DMSO) and acetonitrile (ACN) reveal low-energy absorption maxima with l max > 400 > nm, shifted hypsochromically in water. In DMSO, N-ethyl selenadiazoloquinolones behave as strong fluorescent agents (l em ≥ 550 nm) with the exception of the carboxylic acid derivative E4h which shows only poor emission. Photoinduced reactions of N-ethyl selenadiazoloquinolones were investigated by means of electron paramagnetic resonance (EPR) spectroscopy. Photoexcitation of N-ethyl selenadiazoloquinolones in aerated DMSO with either 385 nm or 400 nm wavelengths, monitored by EPR spin trapping technique, results in the generation of superoxide radical anions; under an inert atmosphere, the generation of methyl radicals originating from the solvent predominates. Upon exposure at either 365 nm, 385 nm or 400 nm, aerated ACN solutions of selenadiazoloquinolones in the presence of sterically hindered amines produce nitroxide radicals via a reaction with photogenerated singlet oxygen. The 7-substituted derivatives of 9-ethyl-6,9-dihydro-6-oxo-[1,2,5]selenadiazolo[3,4-h] quinoline behave as photosensitizers activating molecular oxygen upon photoexcitation and possess the sufficient photochemical stability under the given experimental conditions. The cytotoxic effects of non-photoactivated and UVA photoactivated N-ethyl substituted selenadiazoloquinolones on cancer (human HeLa and murine L1210) and non-cancer (NIH-3T3) cell lines were monitored by the MTT test. The derivative E2h demonstrates the highest cytotoxic/photocytotoxic activity on the neoplastic cell lines.

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“…SOSG is currently the most sensitive method for measurement of singlet oxygen (Nakamura et al, 2011) and the only in vivo method providing subcellular resolution. Electron paramagnetic resonance (EPR) spectroscopy has been extensively used to measure light-induced singlet oxygen in isolated chloroplasts (Hideg et al, 1994;Hideg et al, 2000).…”

Section: Stress-induced Accumulation Of Singlet Oxygen In the Dark Anmentioning

confidence: 99%

Singlet Oxygen Signatures Are Detected Independent of Light or Chloroplasts in Response to Multiple Stresses

et al. 2014

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The production of singlet oxygen is typically associated with inefficient dissipation of photosynthetic energy or can arise from light reactions as a result of accumulation of chlorophyll precursors as observed in fluorescent (flu)-like mutants. Such photodynamic production of singlet oxygen is thought to be involved in stress signaling and programmed cell death. Here we show that transcriptomes of multiple stresses, whether from light or dark treatments, were correlated with the transcriptome of the flu mutant. A core gene set of 118 genes, common to singlet oxygen, biotic and abiotic stresses was defined and confirmed to be activated photodynamically by the photosensitizer Rose Bengal. In addition, induction of the core gene set by abiotic and biotic selected stresses was shown to occur in the dark and in nonphotosynthetic tissue. Furthermore, when subjected to various biotic and abiotic stresses in the dark, the singlet oxygen-specific probe Singlet Oxygen Sensor Green detected rapid production of singlet oxygen in the Arabidopsis (Arabidopsis thaliana) root. Subcellular localization of Singlet Oxygen Sensor Green fluorescence showed its accumulation in mitochondria, peroxisomes, and the nucleus, suggesting several compartments as the possible origins or targets for singlet oxygen. Collectively, the results show that singlet oxygen can be produced by multiple stress pathways and can emanate from compartments other than the chloroplast in a light-independent manner. The results imply that the role of singlet oxygen in plant stress regulation and response is more ubiquitous than previously thought.

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Reevaluation of analytical methods for photogenerated singlet oxygen

Cited by 85 publications

References 29 publications

Singlet Oxygen-Induced Membrane Disruption and Serpin-Protease Balance in Vacuolar-Driven Cell Death

Singlet Oxygen-Induced Membrane Disruption and Serpin-Protease Balance in Vacuolar-Driven Cell Death

Spectroscopic characterization, photoinduced processes and cytotoxic properties of substitutedN-ethyl selenadiazoloquinolones

Singlet Oxygen Signatures Are Detected Independent of Light or Chloroplasts in Response to Multiple Stresses

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