32607-79-7
Chemical Structure
Glutathione trisulfide
Synonym(s): GSSSG
- CAS No.: 32607-79-7
- Formula:C20H32N6O12S3
- Molecular Weight:644.69
IUPAC Name: (2S,2'S)-5,5'-(((2R,2'R)-trisulfanediylbis(3-((carboxymethyl)amino)-3-oxopropane-1,2-diyl))bis(azanediyl))bis(2-amino-5-oxopentanoic acid)
InChIKey: FQEIPOORDCCMGQ-BJDJZHNGSA-N
SMILES: [C@@H](NC(CC[C@@H](C(O)=O)N)=O)(C(NCC(O)=O)=O)CSSSC[C@H](NC(CC[C@@H](C(O)=O)N)=O)C(NCC(O)=O)=O
Biological Activity: Glutathione trisulfide (GSSSG) is an orally active, blood-brain barrier permeable neuroprotective agent. Glutathione trisulfide inactivates intracellular tyrosinase, regulates the expression of Cars2, Cbs, MITF and TYR, inhibits α-MSH (HY-P0252)-induced melanogenesis, and restores intracellular persulfide levels reduced by α-MSH. Glutathione trisulfide scavenges free radicals, quenches ROS, reduces Paclitaxel (HY-B0015)-induced superoxide production, upregulates the expression of antioxidant protein genes, and inhibits oxidative stress-induced cell death. Glutathione trisulfide promotes ERK1/2 activation, prevents NF-κB p65 activation, inhibits TAK1 phosphorylation, reduces pro-inflammatory cytokine expression, and blocks microglial activation. Glutathione trisulfide can be used in research related to dry age-related macular degeneration, inflammation-associated eye diseases, Alzheimer's disease, Parkinson's disease, etc.[1][2][3][4][5]
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Glutathione trisulfide | Glutathione trisulfide (GSSSG) is an orally active, blood-brain barrier permeable neuroprotective agent. Glutathione trisulfide inactivates intracellular tyrosinase, regulates the expression of Cars2, Cbs, MITF and TYR, inhibits α-MSH (HY-P0252)-induced melanogenesis, and restores intracellular persulfide levels reduced by α-MSH. Glutathione trisulfide scavenges free radicals, quenches ROS, reduces Paclitaxel (HY-B0015)-induced superoxide production, upregulates the expression of antioxidant protein genes, and inhibits oxidative stress-induced cell death. Glutathione trisulfide promotes ERK1/2 activation, prevents NF-κB p65 activation, inhibits TAK1 phosphorylation, reduces pro-inflammatory cytokine expression, and blocks microglial activation. Glutathione trisulfide can be used in research related to dry age-related macular degeneration, inflammation-associated eye diseases, Alzheimer's disease, Parkinson's disease, etc. | |||||||||||||||||||||
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References
- [1]. Uchida Y, et al. Glutathione Trisulphide Improves Skin Brightness with Anti‑Melanogenesis Effects and Maintains Intracellular Persulphide Levels. Cosmetics. 2025 Oct 21;12(5):234.
- [2]. Tawarayama H, et al. Glutathione trisulfide prevents lipopolysaccharide-induced retinal inflammation via inhibition of proinflammatory cytokine production in glial cells. Scientific reports. 2023 Jul 17;13(1):11513.
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[3]. Ichinose F, et al. Glutathione trisulfide (GSSSG) in neuroprotection. WO2021231476 A1. 2021 Nov 18.
- [4]. Brown EM, et al. Stabilities of Three Key Biological Trisulfides with Implications for Their Roles in the Release of Hydrogen Sulfide and Bioaccumulation of Sulfane Sulfur. ACS omega. 2022 Apr 05;7(13):11440-11451.
- [5]. Ezaka M, et al. Oral Administration of Glutathione Trisulfide Increases Reactive Sulfur Levels in Dorsal Root Ganglion and Ameliorates Paclitaxel-Induced Peripheral Neuropathy in Mice. Antioxidants (Basel, Switzerland). 2022 Oct 27;11(11):2122.
