Page last updated: 2024-12-07

selenodiglutathione

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

Selenodiglutathione (Se(SG)2) is a synthetic seleno-organic compound. It is a selenium analog of glutathione disulfide (GSSG), a naturally occurring disulfide. Se(SG)2 has been shown to have antioxidant and anti-inflammatory properties, and it is currently being studied for its potential therapeutic applications. One area of research focuses on its ability to reduce oxidative stress and protect against cell damage. Studies have shown that Se(SG)2 can scavenge reactive oxygen species, such as hydroxyl radicals and superoxide anions, and it can also stimulate the production of antioxidant enzymes. Another area of research explores its potential to modulate immune responses. Se(SG)2 has been shown to suppress the production of pro-inflammatory cytokines, such as TNF-alpha and IL-6, and it can also enhance the production of anti-inflammatory cytokines, such as IL-10. These findings suggest that Se(SG)2 may have therapeutic potential in the treatment of inflammatory diseases. The synthesis of Se(SG)2 involves the reaction of glutathione (GSH) with elemental selenium. The resulting compound is a white solid that is soluble in water. The exact mechanism by which Se(SG)2 exerts its biological effects is still under investigation, but it is believed to involve its ability to act as a redox-active species and to interact with various cellular signaling pathways. The importance of studying Se(SG)2 lies in its potential as a therapeutic agent for a variety of diseases, including cancer, cardiovascular disease, and neurodegenerative diseases. Further research is needed to fully understand the safety and efficacy of this compound in humans.'

selenodiglutathione : A thioselenide in which a selenium atom is attached to the sulfur atoms of two molecules of glutathione. It is an initial metabolite of selenite, SeO3(2-). [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID108069
CHEBI ID26634
MeSH IDM0068687

Synonyms (17)

Synonym
selenodiglutathione
l-glutamine, n,n'-(selenobis(thio(1-(((carboxymethyl)amino)carbonyl)-2,1-ethanediyl)))bis-
glutamine, n,n'-((selenodithio)bis(1-((carboxymethyl)carbamoyl)ethylene))di-, l-
33944-90-0
gssesg
C18870
seleno-di-glutathione
bis(glutathione) selenide
CHEBI:26634
n,n'-((selenodithio)bis(1-((carboxymethyl)carbamoyl)ethylene))di-l-glutamine
n,n'-[(selenodithio)bis{1-[(carboxymethyl)carbamoyl]ethylene}]di-l-glutamine
gs-se-sg
seleno-diglutathione
AKOS025214052
(2s)-2-amino-5-[[(2r)-3-[(2r)-2-[[(4s)-4-amino-4-carboxybutanoyl]amino]-3-(carboxymethylamino)-3-oxopropyl]sulfanylselanylsulfanyl-1-(carboxymethylamino)-1-oxopropan-2-yl]amino]-5-oxopentanoic acid
Q27109906
DTXSID701315520

Research Excerpts

Overview

Selenodiglutathione is a primary Se metabolite. It is conjugated with two glutathione (GSH) moieties.

ExcerptReferenceRelevance
"Selenodiglutathione (GSSeSG) is a primary Se metabolite conjugated with two glutathione (GSH) moieties."( Thiol-mediated multiple mechanisms centered on selenodiglutathione determine selenium cytotoxicity against MCF-7 cancer cells.
Ando, M; Kojima, N; Okamoto, Y; Tobe, T; Ueda, K, 2015
)
1.4

Effects

ExcerptReferenceRelevance
"Selenodiglutathione has been shown to exert more cytotoxic effect than selenite in both assay systems."( Induction of apoptosis by selenite and selenodiglutathione in HL-60 cells: correlation with cytotoxicity.
Cho, DY; Chung, AS; Jung, U, 1999
)
1.29

Toxicity

ExcerptReferenceRelevance
" Methylseleninic acid, l-selenocystine, selenodiglutathione or selenite induced cell death in micromolar concentrations, whereas selenomethionine or ebselen was not toxic within the concentration range tested."( Comparison of different selenocompounds with respect to nutritional value vs. toxicity using liver cells in culture.
Birringer, M; Hoefig, CS; Köhrle, J; Renko, K; Schomburg, L, 2011
)
0.64

Dosage Studied

ExcerptRelevanceReference
" Dose-dependent elevation of maternal death rates was observed for both treatments, and the slope of the dose-response curve was significantly steeper following GSSeSG treatment."( Toxic effects of selenodiglutathione on pregnant mice.
Hongo, T; Imura, N; Naganuma, A; Suzuki, T; Yonemoto, J, 1984
)
0.61
" The dose-response data of apoptosis induced by selenite or selenodiglutathione were similar to those of cytotoxicity, implicating a relationship between the induction of apoptosis and cytotoxicity."( Induction of apoptosis by selenite and selenodiglutathione in HL-60 cells: correlation with cytotoxicity.
Cho, DY; Chung, AS; Jung, U, 1999
)
0.81
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (2)

RoleDescription
metaboliteAny intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Escherichia coli metaboliteAny bacterial metabolite produced during a metabolic reaction in Escherichia coli.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (2)

ClassDescription
thioselenideA sulfur molecular entity containing a selenium-sulfur bond.
glutathione derivativeAny organonitrogen compound derived from the Glu-Cys-Gly tripeptide glutathione.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Pathways (1)

PathwayProteinsCompounds
Selenium Metabolism1317

Research

Studies (34)

TimeframeStudies, This Drug (%)All Drugs %
pre-19904 (11.76)18.7374
1990's13 (38.24)18.2507
2000's7 (20.59)29.6817
2010's6 (17.65)24.3611
2020's4 (11.76)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 18.94

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index18.94 (24.57)
Research Supply Index3.56 (2.92)
Research Growth Index4.86 (4.65)
Search Engine Demand Index15.26 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (18.94)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews3 (8.82%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other31 (91.18%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]