41656-56-8
Chemical Structure
S-D-Lactoylglutathione
Synonym(s): S-Lactylglutathione; (R)-S-Lactoylglutathione
- CAS No.: 41656-56-8
- Formula:C13H21N3O8S
- Molecular Weight:379.39
InChIKey: VDYDCVUWILIYQF-CSMHCCOUSA-N
SMILES: OC([C@@H](N)CCC(N[C@H](C(NCC(O)=O)=O)CSC([C@H](O)C)=O)=O)=O
Biological Activity: S-D-Lactoylglutathione (S-Lactylglutathione; (R)-S-Lactoylglutathione) is a multifunctional metabolic intermediate of the glyoxalase system. S-D-Lactoylglutathione activates K+ efflux in bacteria by displacing inhibitory glutathione from KefGB channels, thereby acidifying the cytoplasm. In eukaryotic cells, S-D-Lactoylglutathione mediates S-glutathionylation as a substrate of glyoxalase 2. S-D-Lactoylglutathione serves as a sensitive metabolic biomarker for neodymium nitrate neurotoxicity; when used in combination with MSCs-exo, it upregulates glutathione levels, downregulates lactate dehydrogenase and Glo2 levels, and inhibits cellular inflammatory responses and pyroptosis. S-D-Lactoylglutathione can be used in research related to prostate cancer, breast cancer, non-small cell lung cancer, sepsis-associated encephalopathy, and neurotoxicity[1][2][3][4][5][6].
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S-D-Lactoylglutathione | 98.88% | S-D-Lactoylglutathione (S-Lactylglutathione; (R)-S-Lactoylglutathione) is a multifunctional metabolic intermediate of the glyoxalase system. S-D-Lactoylglutathione activates K+ efflux in bacteria by displacing inhibitory glutathione from KefGB channels, thereby acidifying the cytoplasm. In eukaryotic cells, S-D-Lactoylglutathione mediates S-glutathionylation as a substrate of glyoxalase 2. S-D-Lactoylglutathione serves as a sensitive metabolic biomarker for neodymium nitrate neurotoxicity; when used in combination with MSCs-exo, it upregulates glutathione levels, downregulates lactate dehydrogenase and Glo2 levels, and inhibits cellular inflammatory responses and pyroptosis. S-D-Lactoylglutathione can be used in research related to prostate cancer, breast cancer, non-small cell lung cancer, sepsis-associated encephalopathy, and neurotoxicity. | ||||||||||||||||||||
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References
- [1]. Gillespie E. Effects of S-lactoylglutathione and inhibitors of glyoxalase I on histamine release from human leukocytes[J]. Nature, 1979, 277(5692): 135-137.
- [2]. Ozyamak E, et al. The critical role of S-lactoylglutathione formation during methylglyoxal detoxification in Escherichia coli. Molecular microbiology. 2010 Dec;78(6):1577-90. [Content Brief]
- [3]. Scirè A, et al. Glyoxalase 2: Towards a Broader View of the Second Player of the Glyoxalase System. Antioxidants (Basel, Switzerland). 2022 Oct 28;11(11):2131. [Content Brief]
- [4]. Ma Y, et al. MSC-derived exosomal miR-140-3p improves cognitive dysfunction in sepsis-associated encephalopathy by HMGB1 and S-lactoylglutathione metabolism. Commun Biol. 2024 May 11;7(1):562. [Content Brief]
- [5]. Wang J, et al. Redox imbalance and glutathione metabolism disruption drive neodymium - induced neurotoxicity in microglia. Toxicology. 2026 Jun;523:154444. [Content Brief]
- [6]. Watson DG, et al. The roles of sphingosine kinases 1 and 2 in regulating the Warburg effect in prostate cancer cells. Cellular signalling. 2013 Apr;25(4):1011-7. [Content Brief]
