The biochemistry and physiology of S-nitrosothiols.

@article{Hogg2002TheBA,
  title={The biochemistry and physiology of S-nitrosothiols.},
  author={N. Hogg},
  journal={Annual review of pharmacology and toxicology},
  year={2002},
  volume={42},
  pages={
          585-600
        }
}
  • N. Hogg
  • Published 2002
  • Chemistry, Medicine
  • Annual review of pharmacology and toxicology
S-nitrosothiols are biological metabolites of nitric oxide. It has often been suggested that they represent a more stable metabolite of nitric oxide that can either be stored, or transported, although the evidence for this is sparse. There are many unanswered questions concerning how S-nitrosothiols are formed, how they are metabolized and how they elicit biological responses. These questions are highlighted by the fact that the known chemistry of nitric oxide, thiols, and S-nitrosothiols… Expand
S-Nitrosothiols and Nitric Oxide Biology
Abstract Compared to nitric oxide (NO), S-nitrosothiols (RSNO) are distinct effectors of NO-dependent signaling processes and have been studied from biochemical, biological, and therapeuticExpand
Chapter Five - Functional Implications of S-Nitrosothiols under Nitrooxidative Stress Induced by Abiotic Conditions
TLDR
An overview of the importance of SNOs, especially in stress situations where NO content appears to be unaffected or even downregulated, is provided, with SNOs being responsible for the generation of nitrooxidative stress under these stress conditions. Expand
Chemical Characterization of the Smallest S-Nitrosothiol, HSNO; Cellular Cross-talk of H2S and S-Nitrosothiols
TLDR
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TLDR
This work has reviewed the reactions of •NO with oxygen, metalloproteins, and free radicals that can lead to the formation of RSNO and has evaluated the potential for each mechanism to provide a source for RSNO in vivo. Expand
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TLDR
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TLDR
A novel reductive ligation reaction of RSNOs is reported which can potentially be used as an efficient “onestep” strategy for detection of S-nitrosylation in biological systems. Expand
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TLDR
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Functions and Metabolism of S-Nitrosothiols and S-Nitrosylation of Proteins in Plants: The Role of GSNOR
S-nitrosylation, based on the attachment of nitroso group to cysteine thiols, is emerging as a new type of ubiquitous protein post-translational modification within the complex network of nitricExpand
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TLDR
Investigations on the role of thioredoxin system in relation to biologically relevant RSNOs, their functions, and the mechanisms of S-denitrosylation facilitate the development of drugs and therapies are investigated. Expand
How are nitrosothiols formed de novo in vivo?
  • J. Lancaster
  • Chemistry, Medicine
  • Archives of biochemistry and biophysics
  • 2017
The biological mechanisms of de novo formation of cellular nitrosothiols (as opposed to transnitrosation) are reviewed. The approach is to introduce chemical foundations for each mechanism, followedExpand
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References

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The chemistry of the S-nitrosoglutathione/glutathione system.
TLDR
The products noted above account quantitatively for virtually all of the GSNO nitrogen consumed during the reaction, and it is now possible to construct a complete set of pathways for the complex transformations arising from GSNO + GSH. Expand
S-Transnitrosation reactions are involved in the metabolic fate and biological actions of nitric oxide.
TLDR
A mechanism by which to explain the metabolic fate and distribution of NO among thiol pools in the vasculature is suggested, and S-transnitrosation at the cell surface in NO signal transduction is implicate. Expand
The reaction of S-nitrosoglutathione with superoxide.
TLDR
It is found that S-nitrosoglutathione (GSNO) rapidly reacted with O2- to generate glutathione disulfide and equimolar quantities of nitrite and nitrate, and it is concluded that O 2- may act as a physiological modulator of S- Nitrosation reactions by directly promoting the decomposition of S -nitrosothiols. Expand
Mechanism of Nitric Oxide Release from S-Nitrosothiols*
  • Ravinder Jit Singh, N. Hogg, Joy Joseph, B. Kalyanaraman
  • Chemistry, Medicine
  • The Journal of Biological Chemistry
  • 1996
TLDR
Equilibrium constants for the transnitrosation reactions of reduced glutathione, either with S-nitroso-N-acetyl-DL-penicillamine or with S -nitro so-L-cysteine indicate that S- Nitrosoglutathione formation is favored, indicating that the biological relevance of S-Nitrosothiol decomposition is discussed. Expand
Xanthine Oxidase-mediated Decomposition ofS-Nitrosothiols*
TLDR
XO decomposes RSNO by O·̄2-dependent and -independent pathways, and in the presence of oxygen it leads to peroxynitrite formation, and it is found that CysNO is an electron acceptor substrate for XO with aK m of 0.7 mm. Expand
Metabolism of S-nitrosoglutathione by endothelial cells.
TLDR
It is shown here that GSNO decomposition by bovine aortic endothelial cells has an absolute dependence on the presence of cystine in the cell culture medium, and that the intracellular thiol pool causes the reduction of extracellular disulfides to thiols, which then directly reduce GSNO. Expand
Cell-mediated biotransformation of S-nitrosoglutathione.
TLDR
Although GSNO lyase does not explain the platelet-selective pharmacological properties of GSNO, cellular biotransformation suggests therapeutic avenues for targeted delivery of NO to other tissues. Expand
Reaction between S-nitrosothiols and thiols: generation of nitroxyl (HNO) and subsequent chemistry.
TLDR
It is found that S-nitrosothiols can react with thiols to generate nitroxyl (HNO) and the corresponding disulfide, which results in the generation of other species including NO, sulfinamide, and hydroxylamine. Expand
Inhibition of Papain by S-Nitrosothiols
TLDR
Results suggest that inactivation of papain byS-nitrosothiols is due to a direct attack of the highly reactive thiolate in the enzyme active site on the sulfur of S-nitrosos to form a mixed disulfide between the inactivator and papain. Expand
Role of ascorbic acid in the metabolism of S‐nitroso‐glutathione
TLDR
Kinetic analysis revealed that among various reagents tested, ascorbic acid showed a potent activity to decompose GS‐NO to glutathione and oxidized products of NO, suggesting that ascorBic acid might be an important modulator for RS‐NO metabolism. Expand
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