Biological hydroperoxides and singlet molecular oxygen generation

Miyamoto, Sayuri; Ronsein, Graziella Eliza; Prado, Fernanda Manso; Uemi, Miriam; Corrêa, Thaís Camilo; Toma, Izaura Nobuko; Bertolucci, Agda; Oliveira, Maurício César Bof de; Motta, Flávia Daniela; Medeiros, Marisa H. G.; Mascio, Paolo Di

doi:10.1080/15216540701242508

Cited by 114 publications

(96 citation statements)

References 30 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…Peroxidation might result from direct assault of membrane lipids by ROS. Importantly, termination reactions between such hydroperoxyls result in the production of singlet oxygen (Miyamoto et al, 2007). In addition, specialized enzymes such as lipoxygenases and cyclooxygenases have also been implicated in singlet oxygen production.…”

Section: Discussionmentioning

confidence: 99%

“…Lipid peroxidation, a source of singlet oxygen, occurs when a membrane component such as fatty acid undergoes oxidation (Miyamoto et al, 2007). Peroxidation might result from direct assault of membrane lipids by ROS.…”

Section: Discussionmentioning

confidence: 99%

“…In addition to the light-motivated formation of singlet oxygen in photosynthetic tissue, singlet oxygen can be produced enzymatically by the action of lipoxygenases followed by decomposition of the lipid peroxides that are terminated by the Russell mechanism (Miyamoto et al, 2007). Other reactions include superoxide dismutation coupled to myeloperoxidase activity as shown to occur during phagocytosis (Steinbeck et al, 1992) as well as in a reaction between superoxide and hydrogen peroxide (H 2 O 2 ) via HaberWeiss mechanisms (Khan and Kasha, 1994).…”

mentioning

confidence: 99%

See 2 more Smart Citations

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

et al. 2014

View full text Add to dashboard Cite

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.

show abstract

Section: Discussionmentioning

confidence: 99%

Section: Discussionmentioning

confidence: 99%

mentioning

confidence: 99%

See 1 more Smart Citation

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

et al. 2014

View full text Add to dashboard Cite

show abstract

“…[23][24][25] Several photochemical and nonphotochemical reactions have been shown to produce singlet oxygen in biological systems. 22,24,26,27 In previous studies, we have demonstrated that biologically relevant hydroperoxides, such as lipid hydroperoxides, generate singlet oxygen in the presence of metal ions, peroxynitrite and hypochlorous acid. [27][28][29][30] In the present study, we have investigated whether cyt c-CL interaction could induce the generation of singlet oxygen.…”

Section: Introductionmentioning

confidence: 99%

“…22,24,26,27 In previous studies, we have demonstrated that biologically relevant hydroperoxides, such as lipid hydroperoxides, generate singlet oxygen in the presence of metal ions, peroxynitrite and hypochlorous acid. [27][28][29][30] In the present study, we have investigated whether cyt c-CL interaction could induce the generation of singlet oxygen. Chemical trapping and luminescence measurements at 1270 nm clearly showed the generation of singlet oxygen in cyt c incubation with CL liposomes.…”

Section: Introductionmentioning

confidence: 99%

Cytochrome c-promoted cardiolipin oxidation generates singlet molecular oxygen

Miyamoto

Nantes

Faria

et al. 2012

Photochem Photobiol Sci

Self Cite

View full text Add to dashboard Cite

Is the HO₄⁻ Anion a Key Species in the Aqueous‐Phase Decomposition of Ozone?

Anglada¹,

Torrent‐Sucarrat²,

Ruiz‐López³

et al. 2012

Chemistry A European J

View full text Add to dashboard Cite

The role of the HO(4)(-) anion in atmospheric chemistry and biology is a matter of debate, because it can be formed from, or be in equilibrium with, key species such as O(3) + HO(-) or HO(2) + O(2) (-). The determination of the stability of HO(4)(-) in water therefore has the greatest relevance for better understanding the mechanism associated with oxidative cascades in aqueous solution. However, experiments are difficult to perform because of the short-lived character of this species, and in this work we have employed DFT, CCSD(T) complete basis set (CBS), MRCI/aug-cc-pVTZ, and combined quantum mechanics/molecular mechanics (QM/MM) calculations to investigate this topic. We show that the HO(4)(-) anion has a planar structure in the gas phase, with a very large HOO-OO bond length (1.823 Å). In contrast, HO(4)(-) adopts a nonplanar configuration in aqueous solution, with huge geometrical changes (up to 0.232 Å for the HOO-OO bond length) with a very small energy cost. The formation of the HO(4)(-) anion is predicted to be endergonic by 5.53±1.44 and 2.14±0.37 kcal mol(-1) with respect to the O(3) + HO(-) and HO(2) + O(2)(-) channels, respectively. Moreover, the combination of theoretical calculations with experimental free energies of solvation has allowed us to obtain accurate free energies for the main reactions involved in the aqueous decomposition of ozone. Thus, the oxygen transfer reaction (O(3) + OH(-) → HO(2) + O(2)(-)) is endergonic by 3.39±1.80 kcal mol(-1), the electron transfer process (O(3) + O(2)(-) → O(3)(-) + O(2)) is exergonic by 31.53±1.05 kcal mol(-1), supporting the chain-carrier role of the superoxide ion, and the reaction O(3) + HO(2)(-) → OH + O(2)(-) + O(2) is exergonic by 12.78±1.15 kcal mol(-1), which is consistent with the fact that the addition of small amounts of HO(2)(-) (through H(2)O(2)) accelerates ozone decomposition in water. The combination of our results with previously reported thermokinetic data provides some insights into the potentially important role of the HO(4)(-) anion as a key reaction intermediate.

show abstract

Biological hydroperoxides and singlet molecular oxygen generation

Abstract: SummaryThe decomposition of lipid hydroperoxides (LOOH) into peroxyl radicals is a potential source of singlet molecular oxygen (

Cited by 114 publications

References 30 publications

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

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

Cytochrome c-promoted cardiolipin oxidation generates singlet molecular oxygen

Is the HO₄⁻ Anion a Key Species in the Aqueous‐Phase Decomposition of Ozone?

Contact Info

Product

Resources

About

Biological hydroperoxides and singlet molecular oxygen generation

Abstract: SummaryThe decomposition of lipid hydroperoxides (LOOH) into peroxyl radicals is a potential source of singlet molecular oxygen (

Cited by 114 publications

References 30 publications

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

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

Cytochrome c-promoted cardiolipin oxidation generates singlet molecular oxygen

Is the HO4− Anion a Key Species in the Aqueous‐Phase Decomposition of Ozone?

Contact Info

Product

Resources

About

Is the HO₄⁻ Anion a Key Species in the Aqueous‐Phase Decomposition of Ozone?