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09:58
Light-driven Enzymatic Decarboxylation
Published on: May 22, 2016
Biological hydroperoxides and singlet molecular oxygen generation
Sayuri Miyamoto1, Graziella E Ronsein, Fernanda M Prado
1Departamento de Bioquímica, Instituto de Química, Universidade de São Paulo. São Paulo, SP, Brazil.
IUBMB Life
|May 17, 2007
Summary
Lipid hydroperoxides (LOOH) can generate singlet molecular oxygen ((1)O(2)) through reactions with oxidants. This study confirms (1)O(2) formation using labeled hydroperoxides and spectroscopic methods.
Area of Science:
- Biochemistry
- Chemical Biology
- Oxidative Stress
Background:
- Lipid hydroperoxides (LOOH) are implicated in oxidative damage.
- The potential for LOOH to produce singlet molecular oxygen ((1)O(2)) has been hypothesized.
- Understanding LOOH-derived reactive oxygen species is crucial for biological systems.
Purpose of the Study:
- To unequivocally demonstrate the generation of (1)O(2) from LOOH decomposition.
- To investigate the reaction mechanisms and yields of (1)O(2) formation.
- To explore the role of other biological hydroperoxides in (1)O(2) generation.
Main Methods:
- Utilized (18)O-labeled linoleic acid hydroperoxide for isotopic tracing.
- Employed High-Performance Liquid Chromatography coupled with tandem Mass Spectrometry (HPLC-MS/MS) for detection.
- Performed direct spectroscopic detection of (1)O(2) light emission at 1270 nm.
- Used anthracene derivatives as chemical traps for (1)O(2).
Main Results:
- Confirmed the generation of (18)O-labeled (1)O(2) from LOOH reactions with oxidants like metal ions, peroxynitrite, and hypochlorous acid.
- Quantified (1)O(2) formation, with yields approaching 10% via the Russell mechanism.
- Detected labeled endoperoxides formed from (1)O(2) trapping with anthracene derivatives.
- Spectroscopically confirmed (1)O(2) emission.
Conclusions:
- Lipid hydroperoxides are a confirmed source of singlet molecular oxygen in biological contexts.
- The Russell mechanism is a significant pathway for (1)O(2) generation from LOOH.
- Hydroperoxides in proteins and nucleic acids may also generate (1)O(2), warranting further investigation.
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