3054-47-5 Usage
Description
S-acetyl-L-glutathione is a glutathione derivative that can increase intracellular glutathione similar to a prodrug. It can be used to replenish the depletion of reduced glutathione occurring during HIV infection and to inhibit HIV replication. However, it was found to selectively induce apoptosis in human lymphoma cells, Daudi, Raji and Jurkat cells, by depleting the intracellular glutathione level rather than increase it.
Uses
S-Acetyl L-Glutathione is used for treating cataracts, glaucoma, preventing aging, treating or preventing alcoholism, asthma, cancer, heart disease (atherosclerosis and hypercholesterolemia), hepatitis, liver disease, immunosuppression (including AIDS and Chronic Fatigue Syndrome), maintaining immune function, memory loss, Alzheimer’s disease, osteoarthritis, Parkinson’s disease, people with ASD, detoxifying metals and drugs, cystic fibrosis, for preventing toxicity of chemotherapy, for treating male infertility, for preventing anaemia in patients undergoing haemodialysis, preventing renal dysfunction after coronary bypass surgery, shown to selectively induce apoptosis (cell death) in human lymphoma cancer cells.
benefits
S-Acetyl glutathione has been found to increase intracellular glutathione and improve many biomarkers of oxidative stress. Taking S-Acetyl Glutathione supplement is a great way to protect ?ourselves from health problems associated with aging, poor lifestyle and ?adverse environmental factors. Also, it has additional benefits as follows:Provides Antioxidant SupportHealthy Cell Function and Healthy AgingDetoxificationHealthy Immune ResponseTransport of Amino Acids to CellsEnhances Antioxidant Activity of Vitamins C and EIncreases Energy ProductionOverall Health and Energy
Biological Functions
S-Acetyl L-Glutathione is the most effective glutathione variant currently on the market. Glutathione (Gluthathione) is one of the most potent antioxidants that is naturally produced by the body (and the only one that is intracellular) and it has been shown to neutralize free radicals, detoxify the liver, and to improve the functioning of the immune system. After age 45, the body begins to produce less and less Glutathione and supplementing it becomes an attractive idea. Unfortunately, most Glutathione supplements have nearly no bioavailability, as the molecule breaks down rapidly after oral ingestion. S-Acetyl L-Glutathione is an altered form with an attached acetyl function group. This greatly improves its ability to remain intact in the gut and allows a greater concentration to be absorbed into the bloodstream where it can take effect. Double Wood Supplement’s S-Acetyl Glutathione is manufactured in New York city and tested for purity right here in the USA.
Biological Activity
S-Acetyl-L-glutathione is a derivative of glutathione (GSH). It is more stable in plasma than GSH and, unlike GSH, can be taken up into cells, where it is converted to GSH by intracellular thioesterases. S-Acetyl-L-glutathione (50 μM) increases intracellular GSH levels in primary fibroblasts derived from patients with glutathione synthetase deficiency.1 It induces apoptosis in Daudi, Raji, and Jurkat lymphoma cells when used at a concentration of 5 mM. It inhibits the replication of herpes simplex virus 1 (HSV-1) in human foreskin fibroblasts when used at concentrations of 5 and 10 mM. S-Acetyl-L-glutathione (6.25 μg/g per day), but not GSH, increases survival in a mouse model of HSV-1 infection.
Side effects
S-Acetyl L-Glutathione is very well tolerated when taken at the recommended dosage and adverse side effects are very rarely reported. Long term supplementation of glutathione has been shown to lower zinc levels.While some studies have shown that inhaled glutathione can trigger asthma attacks in people suffering from asthma, there is not currently enough evidence to show that this applies to orally ingested glutathione. Asthma sufferers may want to play it safe and avoid using Glutathione supplements. Please consult with your physician before taking S-Acetyl L-Glutathione.
Overdosage
The recommended dose is 500 mg of S-Acetyl L-Glutathione per day. We would suggest you integrate it with other supplements to truly maximize the absorption, lifespan, recycling, and benefits of S-Acetyl L-Glutathione. A few big name helpers are Coenzyme Q10 (CoQ10), Selenium, Vitamin C, A and E, as well B-complex, B12 (methylcobalamin) and Trans-Resveratrol.
Mode of action
S-Acetylglutathione (SAG) is a GSH precursor, it is more stable than GSH itself in plasma and is taken up directly by cells and later converted to GSH (see Figure 1). The acetylation of the sulfur atom prevents the decomposition of GSH and facilitates its absorption through the intestinal wall as is, thus enabling the molecule to pass extensively into the cells. Moreover, cysteinyl acetylation prevents the oxidation of the thiol group before its absorption. After absorption, SAG is hydrolyzed by cytoplasmic thioesterases, so releasing a GSH pool available for the cells. The addition of SAG to cultures of fibroblasts originating from individuals suffering from a genetic glutathione synthetase deficiency has proved able to replenish the intracellular level of GSH effectively. SAG has proven to be more stable in plasma and more effective than GSH in replenishing the cell levels of GSH depleted by viral infections. Moreover, SAG exhibits an interesting non-GSH-dependent activity that induces apoptosis in some human tumor cell lines in vitro.Figure 1: Biochemical pathway of SAG and GSH.
References
Effects of S-acetylglutathione in cell and animal model of herpes simplex virus type 1 infectionS-Acetylglutathione normalizes intracellular glutathione content in cultured fibroblasts from patients with glutathione synthetase deficiencyS-acetyl-glutathione selectively induces apoptosis in human lymphoma cells through a GSH-independent mechanism
Check Digit Verification of cas no
The CAS Registry Mumber 3054-47-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,0,5 and 4 respectively; the second part has 2 digits, 4 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 3054-47:
(6*3)+(5*0)+(4*5)+(3*4)+(2*4)+(1*7)=65
65 % 10 = 5
So 3054-47-5 is a valid CAS Registry Number.
InChI:InChI=1/C12H19N3O7S/c1-6(16)23-5-8(11(20)14-4-10(18)19)15-9(17)3-2-7(13)12(21)22/h7-8H,2-5,13H2,1H3,(H,14,20)(H,15,17)(H,18,19)(H,21,22)
3054-47-5Relevant articles and documents
An improved process for preparation of S-Acetyl-l-glutathione
Fu, Kai,Wang, Qiu-Fen,Zhan, Fu-Xu,Yang, Liu,Yang, Qian,Zheng, Geng-Xiu
, p. 590 - 593 (2015)
An efficient one-step synthesis of S-acetyl-l-glutathione has been developed in a DMF-TFA mixed solvent with CoCl2 as catalyst. This process not only has the advantages of selective acylation of the glutathione thiol group without involving the free amino but also highlights recycling of the relatively costly solvent TFA, which improves the yield to 91% and quality to 99.7%. The reaction is cost-effective, efficient, and easy to scale-up.
Ethynylation of Cysteine Residues: From Peptides to Proteins in Vitro and in Living Cells
Tessier, Romain,Nandi, Raj Kumar,Dwyer, Brendan G.,Abegg, Daniel,Sornay, Charlotte,Ceballos, Javier,Erb, Stéphane,Cianférani, Sarah,Wagner, Alain,Chaubet, Guilhem,Adibekian, Alexander,Waser, Jerome
supporting information, p. 10961 - 10970 (2020/05/18)
Current approaches to introduce terminal alkynes for bioorthogonal reactions into biomolecules still present limitations in terms of either reactivity, selectivity, or adduct stability. We present a method for the ethynylation of cysteine residues based on the use of ethynylbenziodoxolone (EBX) reagents. The acetylene group is directly introduced onto the thiol group of cysteine and can be used for copper-catalyzed alkyne-azide cycloaddition (CuAAC) without further processing. Labeling proceeded with reaction rates comparable to or higher than the most often used iodoacetamide on peptides or maleimide on the antibody trastuzumab, and high cysteine selectivity was observed. The reagents were also used in living cells for cysteine proteomic profiling and displayed improved coverage of the cysteinome compared to previously reported iodoacetamide or hypervalent iodine reagents. Fine-tuning of the EBX reagents allows optimization of their reactivity and physical properties.
MOLECULARLY IMPRINTED POLYMERS FOR THE RECOGNITION OF GLUTATHIONE GSH, METHODS FOR PREPARING SAME AND USES THEREOF
-
, (2010/09/18)
The present invention relates to new molecularly imprinted polymers which are suitable for the selective recognition of glutathione GSH and/or of an analog thereof, and in particular which are of use for the treatment of media comprising in particular a mixture of glutathione GSH, and/or of an analog thereof, with GSH adducts.
