| Size | Price | Stock | Qty |
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| 10mg |
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| Targets |
S-Methyl glutathione targets glyoxalase 1 (Glo1), an enzyme that catalyzes the conversion of hemithioacetal formed from methylglyoxal and glutathione to S-D-lactoylglutathione. By inhibiting glyoxalase 1, S-methylglutathione disrupts the glyoxalase pathway, leading to accumulation of methylglyoxal, a cytotoxic metabolite.
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| ln Vitro |
Rationalization is induced by the positive action of the methyl group in S-methylglutathione (GS-Me), which is a greater nucleophile than GSH [1].
S-Methylglutathione is a potent inhibitor of glyoxalase 1. It exhibits greater nucleophilic character than GSH, which contributes to its biological activity. The compound's ability to inhibit glyoxalase 1 makes it useful for studying the role of the glyoxalase system in cellular metabolism, oxidative stress, and disease states such as diabetes and cancer. |
| ln Vivo |
Specific in vivo efficacy data for S-methyl glutathione are not extensively detailed in standard reference sources. As an inhibitor of glyoxalase 1, it would be expected to modulate methylglyoxal levels and affect downstream signaling pathways in vivo. Studies in animal models of diabetes or cancer would be required to fully characterize its in vivo pharmacological effects.
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| Enzyme Assay |
The inhibition of glyoxalase 1 by S-methylglutathione can be assessed using in vitro enzyme activity assays. Recombinant or purified glyoxalase 1 enzyme is incubated with its substrate (hemithioacetal formed from methylglyoxal and glutathione) in the presence of varying concentrations of S-methylglutathione. The production of S-D-lactoylglutathione is measured spectrophotometrically at 240 nm to determine enzyme activity, and IC50 values are calculated from dose-response curves.
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| Cell Assay |
The cellular activity of S-methylglutathione is evaluated in cell-based assays measuring glyoxalase 1 activity and methylglyoxal levels. Cells are treated with increasing concentrations of S-methylglutathione, and intracellular glyoxalase 1 activity is measured using cell lysates and spectrophotometric assays. Methylglyoxal accumulation is quantified using HPLC or LC-MS/MS. Cell viability and oxidative stress markers can also be assessed to determine the functional consequences of glyoxalase 1 inhibition.
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| Animal Protocol |
Specific in vivo animal experimental protocols for S-methylglutathione are not extensively detailed in standard reference sources. For evaluating its effects on the glyoxalase system, S-methylglutathione would be administered via intraperitoneal or oral routes to rodent models. Methylglyoxal levels in blood and tissues, glyoxalase 1 activity, and markers of oxidative stress and inflammation would be measured to assess efficacy.
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| ADME/Pharmacokinetics |
Metabolism / Metabolites
Methylglutathione is a known metabolite of 1-iodomethane in the human body. S-Methyl glutathione has a molecular formula of C11H19N3O6S and a molecular weight of 321.35 g/mol. It is soluble in water and DMSO. Specific pharmacokinetic parameters such as half-life, bioavailability, and plasma protein binding are not extensively detailed in standard reference sources. |
| Toxicity/Toxicokinetics |
The toxicity profile of S-methylglutathione is not extensively documented. As a derivative of the endogenous antioxidant glutathione, it is expected to have a favorable safety profile. Specific LD50 values and organ-specific toxicity data are not readily available in the public domain.
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| References |
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| Additional Infomation |
S-methylglutathione is an S-substituted glutathione in which the thiol hydrogen is replaced by a methyl group. It is both an S-substituted glutathione and a methyl sulfide. It is the zwitterion tautomer of S-methylglutathione.
S-Methyl glutathione (CAS# 2922-56-7) is also known as S-Methylglutathione and GS-Me. It is an S-substituted glutathione that serves as a stronger nucleophile than GSH and inhibits glyoxalase 1. The compound is a valuable research tool for studying glutathione metabolism, the glyoxalase system, and oxidative stress. |
| Molecular Formula |
C11H19N3O6S
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|---|---|
| Molecular Weight |
321.34
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| Exact Mass |
321.099
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| CAS # |
2922-56-7
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| PubChem CID |
115260
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| Appearance |
White to off-white solid powder
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| Vapour Pressure |
1.23E-25mmHg at 25°C
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| LogP |
0.608
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| Hydrogen Bond Donor Count |
5
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| Hydrogen Bond Acceptor Count |
8
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| Rotatable Bond Count |
10
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| Heavy Atom Count |
21
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| Complexity |
403
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| Defined Atom Stereocenter Count |
2
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| SMILES |
CSC[C@@H](C(=O)NCC(=O)O)NC(=O)CC[C@@H](C(=O)O)N
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| InChi Key |
QTQDDTSVRVWHMO-BQBZGAKWSA-N
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| InChi Code |
InChI=1S/C11H19N3O6S/c1-21-5-7(10(18)13-4-9(16)17)14-8(15)3-2-6(12)11(19)20/h6-7H,2-5,12H2,1H3,(H,13,18)(H,14,15)(H,16,17)(H,19,20)/t6-,7-/m0/s1
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| Chemical Name |
(2S)-2-amino-5-[[(2R)-1-(carboxymethylamino)-3-methylsulfanyl-1-oxopropan-2-yl]amino]-5-oxopentanoic acid
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| Synonyms |
Glutathione S-methyl ester; Glutathione ester; S-Methyl glutathione
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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 |
| 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 : ~25 mg/mL (~77.80 mM)
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| Solubility (In Vivo) |
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.
Injection Formulations
Injection Formulation 1: DMSO : Tween 80： Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution → 50 μL Tween 80 → 850 μL Saline)(e.g. IP/IV/IM/SC) *Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution. Injection Formulation 2: DMSO : PEG300 ：Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO → 400 μLPEG300 → 50 μL Tween 80 → 450 μL Saline) Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO → 900 μL Corn oil) Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals). View More
Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO → 900 μL (20% SBE-β-CD in saline)] Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium) Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals). View More
Oral Formulation 3: Dissolved in PEG400 (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 3.1120 mL | 15.5598 mL | 31.1197 mL | |
| 5 mM | 0.6224 mL | 3.1120 mL | 6.2239 mL | |
| 10 mM | 0.3112 mL | 1.5560 mL | 3.1120 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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