| Size | Price | Stock | Qty |
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| 25mg |
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| 50mg |
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| 100mg |
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| Targets |
Ergothioneine acts as a potent antioxidant and free radical scavenger, protecting cells from oxidative stress by quenching reactive oxygen species (ROS) and reactive nitrogen species (RNS). It is a specific inhibitor of p38-MAPK and Akt, which plays a protective role in cell apoptosis induced by stress. Ergothioneine is also a chelating agent for heavy metals. Its antioxidant and cytoprotective properties are mediated through its ability to scavenge free radicals and modulate signaling pathways involved in cell survival and apoptosis.
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| ln Vitro |
In vitro, ergothioneine protects against cisplatin-induced neuronal injury. It interferes with endothelial cell senescence. Ergothioneine is a specific inhibitor of p38-MAPK and Akt, which plays a protective role in cell apoptosis induced by stress. It acts as an antioxidant and free radical scavenger, protecting cells from oxidative stress by quenching ROS and RNS. The compound's cytoprotective effects have been demonstrated in various cell-based assays.
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| ln Vivo |
In vivo, ergothioneine enhances cognition in a mouse model. It has been reported to protect against cisplatin-induced neuronal injury. Ergothioneine is a natural metabolite of histidine with antioxidant properties. It is found in various mammalian tissues and is obtained from the diet. Its protective effects against oxidative stress suggest potential applications in neurodegenerative diseases and aging.
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| Enzyme Assay |
Non-cellular assays for ergothioneine involve assessing its antioxidant activity using cell-free systems. The compound's ability to scavenge free radicals can be evaluated using DPPH (2,2-diphenyl-1-picrylhydrazyl) or ABTS (2,2'-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid)) radical scavenging assays. Its ability to chelate metal ions can be assessed using ferrozine-based assays. Its inhibition of p38-MAPK or Akt activity can be assessed using purified enzyme preparations in kinase assays.
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| Cell Assay |
In vitro cellular assays for ergothioneine involve treating neuronal cells (e.g., SH-SY5Y, PC12) or other cell types with the compound and measuring cell viability, apoptosis, and oxidative stress markers. Cells are treated with varying concentrations of ergothioneine and exposed to oxidative stress (e.g., H₂O₂, cisplatin). Cell viability is measured using MTT or CellTiter-Glo® assays. Apoptosis is assessed by flow cytometry using Annexin V/PI staining or by measuring caspase activity. ROS levels are measured using fluorescent probes such as DCFH-DA.
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| Animal Protocol |
In vivo animal experiments with ergothioneine are conducted in mouse models of neuronal injury. Mice are treated with ergothioneine via oral or intraperitoneal administration prior to or following exposure to neurotoxic agents (e.g., cisplatin). Cognitive function is assessed using behavioral tests such as the Morris water maze or novel object recognition test. Neuronal injury is assessed by histological analysis and measurement of oxidative stress markers in brain tissue.
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| ADME/Pharmacokinetics |
Ergothioneine has a molecular weight of 229.29 and a molecular formula of C₉H₁₅N₃O₂S. It is a white to off-white solid powder with a melting point of 275-277°C (dec.). The compound is soluble in water (up to 10 mg/ml). It is typically stored as a powder at -20°C for up to 3 years or at 4°C for up to 2 years. The compound is stable under recommended storage conditions.
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| Toxicity/Toxicokinetics |
Ergothioneine is generally recognized as safe and is found in many human foods. It has low toxicity and is well-tolerated at the levels found in foods. Standard laboratory safety precautions should be followed when handling the compound. It may cause skin, eye, and respiratory irritation. Appropriate personal protective equipment should be used.
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| References |
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| Additional Infomation |
Ergothioneine is an L-histidine derivative, chemically named Nα,Nα,Nα-trimethyl-L-histidine, in which the hydrogen at the 2-position of the imidazole ring is replaced by a thiol group. It is a natural metabolite of histidine, synthesized by bacteria and fungi, and possesses antioxidant properties. Ergothioneine is widely found in animals and plants, and also in many human foods. It has multiple functions, including as an antioxidant, fungal metabolite, plant metabolite, exogenous substance metabolite, and chelating agent. It is an amino acid betaine, belonging to the L-histidine derivative and sulfur-containing amino acid family. It is the conjugate base of ergothioneine (1+). It is the tautomer of the ergothioneine thione form. Ergothioneine has been reported in Drosophila melanogaster, Aster tataricus, and other organisms with relevant data. It is a natural metabolite of histidine with antioxidant properties.
Ergothioneine (L-Ergothioneine; CAS 497-30-3) is a naturally occurring thiol derivative of histidine with potent antioxidant and cytoprotective properties. It is a specific inhibitor of p38-MAPK and Akt, which plays a protective role in cell apoptosis induced by stress. Ergothioneine protects against cisplatin-induced neuronal injury and enhances cognition in a mouse model. It is used as a research tool for studying oxidative stress, neuroprotection, and aging. |
| Molecular Formula |
C9H15N3O2S
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|---|---|
| Molecular Weight |
229.29
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| Exact Mass |
229.088
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| CAS # |
497-30-3
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| PubChem CID |
5351619
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| Appearance |
White to off-white solid powder
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| Melting Point |
275-277ºC (dec.)
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| LogP |
-3.43
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| Hydrogen Bond Donor Count |
2
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| Hydrogen Bond Acceptor Count |
3
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| Rotatable Bond Count |
3
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| Heavy Atom Count |
15
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| Complexity |
314
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| Defined Atom Stereocenter Count |
1
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| SMILES |
C[N+](C)(C)[C@@H](CC1=CNC(=S)N1)C(=O)[O-]
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| InChi Key |
SSISHJJTAXXQAX-ZETCQYMHSA-N
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| InChi Code |
InChI=1S/C9H15N3O2S/c1-12(2,3)7(8(13)14)4-6-5-10-9(15)11-6/h5,7H,4H2,1-3H3,(H2-,10,11,13,14,15)/t7-/m0/s1
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| Chemical Name |
(2S)-3-(2-sulfanylidene-1,3-dihydroimidazol-4-yl)-2-(trimethylazaniumyl)propanoate
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| Synonyms |
NSC 7175; L-Ergothioneine; Ergothioneine
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| HS Tariff Code |
2934.99.9001
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| Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: Please store this product in a sealed and protected environment, avoid exposure to moisture. |
| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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| Solubility (In Vitro) |
H2O : ~125 mg/mL (~545.14 mM)
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| Solubility (In Vivo) |
Solubility in Formulation 1: 100 mg/mL (436.11 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication.
(Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 4.3613 mL | 21.8064 mL | 43.6129 mL | |
| 5 mM | 0.8723 mL | 4.3613 mL | 8.7226 mL | |
| 10 mM | 0.4361 mL | 2.1806 mL | 4.3613 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration： mg/mL；
Method for preparing DMSO stock solution： mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation:：Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O，mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.
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