DEACTIVATION OF SINGLET MOLECULAR OXYGEN BY ORGANO‐SELENIUM COMPOUNDS EXHIBITING GLUTATHIONE PEROXIDASE ACTIVITY and BY SULFUR‐CONTAINING HOMOLOGS*

Scurlock, Rodger D.; Rougée, Michel; Bensasson, René V.; Evers, M.; Dereu, N.

doi:10.1111/j.1751-1097.1991.tb02082.x

Cited by 24 publications

(6 citation statements)

References 35 publications

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“…The apparent second-order rate constants for the reactions of organic Se compounds with HOBr can be compared to the analogous S compounds, i.e., DMS, N-acetylated-Met and N-acetylated-Cys 2 . Previously, similar comparisons were made for the reaction between 1 O 2 and SeMet vs. Met, indicating around 10-to 4-fold 27,53 higher reactivity of SeMet. The reactivity of SeMet with HOCl was about 10-fold higher than for Met.…”

Section: Comparison Of the Bromine Reactivities Of Selected Se Compou...supporting

confidence: 61%

Reactions of hypobromous acid with dimethyl selenide, dimethyl diselenide and other organic selenium compounds: kinetics and product formation

Müller,

von Gunten,

Tolu

et al. 2024

Environ. Sci.: Water Res. Technol.

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Section: Comparison Of the Bromine Reactivities Of Selected Se Compou...supporting

confidence: 61%

Reactions of hypobromous acid with dimethyl selenide, dimethyl diselenide and other organic selenium compounds: kinetics and product formation

Müller,

von Gunten,

Tolu

et al. 2024

Environ. Sci.: Water Res. Technol.

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“…The mechanism by which this occurs is still debated and may differ under different conditions. Ebselen has also been shown to stimulate the decomposition of a number of ROS including hypochlorous acid (HOCl) [29], singlet oxygen [30], and ONOO − [31]. Ebselen can readily bind cellular thiol groups on proteins which may complicate the interpretation of biological effects since many cellular proteins have reactive thiols in their catalytic domains.…”

Section: Antioxidant Properties Of Glutathione Peroxidase-like Hydmentioning

confidence: 99%

Catalase and glutathione peroxidase mimics

Day

2009

Biochemical Pharmacology

238

166

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Overproduction of the reactive oxygen species (ROS) superoxide (O 2 − ) and hydrogen peroxide (H 2 O 2 ) are increasingly implicated in human disease and aging. ROS are also being explored as important modulating agents in a number of cell signaling pathways. Earlier work has focused on development of small catalytic scavengers of O 2 − , commonly referred to as superoxide dismutase (SOD) mimetics. Many of these compounds also have substantial abilities to catalytically scavenge H 2 O 2 and peroxynitrite (ONOO − ). Peroxides have been increasingly shown to disrupt cell signaling cascades associated with excessive inflammation associated with a wide variety of human diseases. Early studies with enzymatic scavengers like SOD frequently reported little or no beneficial effect in biologic models unless SOD was combined with catalase or a peroxidase. Increasing attention has been devoted to developing catalase or peroxidase mimetics as a way to treat overt inflammation associated with the pathophysiology of many human disorders. This review will focus on recent development of catalytic scavengers of peroxides and their potential use as therapeutic agents for pulmonary, cardiovascular, neurodegenerative and inflammatory disorders. KeywordsCatalytic antioxidants; Cell signaling; Drug development; Hydrogen peroxide; Inflammation; Oxidative stress Endogenous catalytic hydrogen peroxide scavengersHydrogen peroxide (H 2 O 2 ) is generated directly from superoxide (O 2 − ) through a rapid dismutation reaction that can occur either enzymatically with superoxide dismutases (SOD) or spontaneously. This means that wherever O 2 − is generated there is also formation of H 2 O 2 . In addition, H 2 O 2 is formed enzymatically as a by-product of lipid metabolism in peroxisomes. H 2 O 2 is stable at biological pH and easily crosses lipid membranes. H 2 O 2 can participate in hydroxyl radical (HO • ) formation in the presence of reduced transition metals. Oxidative stress is traditionally defined as an imbalance between reactive oxygen species (ROS) production and antioxidant defense against these ROS. A consequence of oxidative stress is an increase in the formation of oxidized cellular macromolecules. Critical cysteinethiol groupson proteins are a common site ofoxidation and many of these cysteines are important in maintaining The GSSG is converted back to two GSH by glutathione reductase that uses reducing equivalents derived from β-nicotinamide adenine dinucleotide phosphate (NADPH). Overexpression of GPx has been shown to be protective against oxidative stress in cultured cells and whole animals [6,7]. Not all of the peroxidases detoxify H 2 O 2 . A number of nonspecific peroxidases, such as myleoperoxidase, eosinophil peroxidase and lactoperoxidase, actually form more reactive produces such as hypochlorite, hypothiocyanite, and hypobromous acid [8].A new family of proteins have been discovered that are known as the thioredoxin-dependent peroxidases or peroxiredoxins (Prx). These proteins can directly reduce peroxides and...

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“…An exception to this rule are bicyclo-[2.2.1]heptanethiones, whose photooxidation gives considerably more sulfines in methanol than in aprotic solvents. 171 Scurlock et al 174 have measured quenching rate constants by organoselenium compounds exhibiting glutathione peroxidase activity. The quenching rate constants are approximately 1 order of magnitude higher than those of the S-containing analogues.…”

Section: Sulfur-containing Compoundsmentioning

confidence: 99%

Singlet oxygen O2(1.DELTA.g) bimolecular processes. Solvent and compartmentalization effects

Lissi¹,

Encinas²,

et al. 1993

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DEACTIVATION OF SINGLET MOLECULAR OXYGEN BY ORGANO‐SELENIUM COMPOUNDS EXHIBITING GLUTATHIONE PEROXIDASE ACTIVITY and BY SULFUR‐CONTAINING HOMOLOGS*

Cited by 24 publications

References 35 publications

Reactions of hypobromous acid with dimethyl selenide, dimethyl diselenide and other organic selenium compounds: kinetics and product formation

Reactions of hypobromous acid with dimethyl selenide, dimethyl diselenide and other organic selenium compounds: kinetics and product formation

Catalase and glutathione peroxidase mimics

Singlet oxygen O2(1.DELTA.g) bimolecular processes. Solvent and compartmentalization effects

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