Inorganic hydrogen polysulfides: chemistry, chemical biology and detection

Liu, Heng; Radford, Miles N.; Liu, Jinbao; Chen, Wei; Xian, Ming

doi:10.1111/bph.14330

Cited by 72 publications

(36 citation statements)

References 72 publications

(76 reference statements)

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“…A comparison of the time-dependent ratio of • BMPO-OH/ • BMPO-OOH ( Figure 5 ) revealed that the increase of the • BMPO-OH spectral component was at the expense of the • BMPO-OOH component, supporting the concept of decomposition/transformation of organic hydroperoxide. Interactions of H 2 S and polysulfides with radical species are complex [ 4 , 7 ] and more studies are needed to explain the most profound potential of Na 2 S 4 > Na 2 S 2 or effects of SeO 3 2 − to decrease the potency of Na 2 S 4 to cleave • BMPO-OOH.…”

Section: Discussionmentioning

confidence: 99%

“…Exogenously added and endogenously produced hydrogen sulfide (H 2 S) and polysulfides affect many physiological and pathologic processes [ 1 , 2 , 3 , 4 ]. They modulate oxidative stress by reacting with reactive oxygen and nitrogen species [ 1 , 5 , 6 , 7 ]. Selenium (Se) is an essential trace element for humans, with multiple and complex effects on health, having antioxidant properties due to its presence in 25 selenoproteins in the form of selenocysteine amino acid [ 8 ].…”

Section: Introductionmentioning

confidence: 99%

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•BMPO-OOH Spin-Adduct as a Model for Study of Decomposition of Organic Hydroperoxides and the Effects of Sulfide/Selenite Derivatives. An EPR Spin-Trapping Approach

et al. 2020

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Lipid hydroperoxides play an important role in various pathophysiological processes. Therefore, a simple model for organic hydroperoxides could be helpful to monitor the biologic effects of endogenous and exogenous compounds. The electron paramagnetic resonance (EPR) spin-trapping technique is a useful method to study superoxide (O2•−) and hydroxyl radicals. The aim of our work was to use EPR with the spin trap 5-tert-butoxycarbonyl-5-methyl-1-pyrroline-N-oxide (BMPO), which, by trapping O2•− produces relatively stable •BMPO-OOH spin-adduct, a valuable model for organic hydroperoxides. We used this experimental setup to investigate the effects of selected sulfur/selenium compounds on •BMPO-OOH and to evaluate the antioxidant potential of these compounds. Second, using the simulation of time-dependent individual BMPO adducts in the experimental EPR spectra, the ratio of •BMPO-OH/•BMPO-OOH—which is proportional to the transformation/decomposition of •BMPO-OOH—was evaluated. The order of potency of the studied compounds to alter •BMPO-OOH concentration estimated from the time-dependent •BMPO-OH/•BMPO-OOH ratio was as follows: Na2S4 > Na2S4/SeO32− > H2S/SeO32− > Na2S2 ~Na2S2/SeO32− ~H2S > SeO32− ~SeO42− ~control. In conclusion, the presented approach of the EPR measurement of the time-dependent ratio of •BMPO-OH/•BMPO-OOH could be useful to study the impact of compounds to influence the transformation of •BMPO-OOH.

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Section: Discussionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

•BMPO-OOH Spin-Adduct as a Model for Study of Decomposition of Organic Hydroperoxides and the Effects of Sulfide/Selenite Derivatives. An EPR Spin-Trapping Approach

et al. 2020

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“…H 2 S is involved in vascular homeostasis, neurological function, cytoprotection, anti-inflammation, and revascularization [[1], [2], [3]]. However, accumulating evidences imply that H 2 S is converted to reactive sulfane sulfur, which plays the observed roles [[4], [5], [6]]. Reactive sulfane sulfur includes organic persulfides (R-SSH), organic polysulfides (R-SS n H or R-SS n R, n ≥ 2), and inorganic hydrogen polysulfides (H 2 S n , n ≥ 2) [7].…”

Section: Introductionmentioning

confidence: 99%

Using resonance synchronous spectroscopy to characterize the reactivity and electrophilicity of biologically relevant sulfane sulfur

Liu

Chen

et al. 2019

Redox Biology

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Sulfane sulfur is common inside cells, playing both regulatory and antioxidant roles. However, there are unresolved issues about its chemistry and biochemistry. We report the discovery that reactive sulfane sulfur such as polysulfides and persulfides could be detected by using resonance synchronous spectroscopy (RS 2 ). With RS 2 , we showed that inorganic polysulfides at low concentrations were unstable with a half-life about 1 min under physiological conditions due to reacting with glutathione. The protonated form of glutathione persulfide (GSSH) was electrophilic and had RS 2 signal. GSS − was nucleophilic, prone to oxidation, but had no RS 2 signal. Using this phenomenon, p K a of GSSH was determined as 6.9. GSSH/GSS − was 50-fold more reactive than H 2 S/HS − towards H 2 O 2 at pH 7.4, supporting reactive sulfane sulfur species like GSSH/GSS − may act as antioxidants inside cells. Further, protein persulfides were shown to be in two forms: at pH 7.4 the deprotonated form (R-SS - ) without RS 2 signal was not reactive toward sulfite, and the protonated form (R-SSH) in the active site of a rhodanese had RS 2 signal and readily reacted with sulfite to produce thiosulfate. These data suggest that RS 2 of sulfane sulfur is likely associated with its electrophilicity. Sulfane sulfur showed species-specific RS 2 spectra and intensities at physiological pH, which may reveal the relative abundance of a reactive sulfane sulfur species inside cells.

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“…Studies supported that many of garlic's effects are attributed to the generation of sulfane sulfur, a reactive sulfur species (RSS) (Iciek et al, 2001;Iciek et al, 2012). For human beings, persulfide (RSSH), polysulfide (RSS n R), and thiosulfate (RSSO 3 ) are major forms of sulfane sulfur in the body (Yuan et al, 2017;Akaike et al, 2017;Alvarez et al, 2017;Yang et al, 2019a;Liu H. et al, 2019). Additionally, some endogenous RSS, like cystine, cysteine, homocysteine, methionine, glutathione, and hydrogen sulfide (H 2 S), are not sulfane sulfur per se, but can be metabolized to produce sulfane sulfur (Jackson et al, 2012).…”

Section: Introductionmentioning

confidence: 99%

Metabolic Reprogramming of Sulfur in Hepatocellular Carcinoma and Sulfane Sulfur-Triggered Anti-Cancer Strategy

Zhang

Chen

et al. 2020

Front. Pharmacol.

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Inorganic hydrogen polysulfides: chemistry, chemical biology and detection

Cited by 72 publications

References 72 publications

•BMPO-OOH Spin-Adduct as a Model for Study of Decomposition of Organic Hydroperoxides and the Effects of Sulfide/Selenite Derivatives. An EPR Spin-Trapping Approach

•BMPO-OOH Spin-Adduct as a Model for Study of Decomposition of Organic Hydroperoxides and the Effects of Sulfide/Selenite Derivatives. An EPR Spin-Trapping Approach

Using resonance synchronous spectroscopy to characterize the reactivity and electrophilicity of biologically relevant sulfane sulfur

Metabolic Reprogramming of Sulfur in Hepatocellular Carcinoma and Sulfane Sulfur-Triggered Anti-Cancer Strategy

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