S-ACETYL GLUTATHIONE 200MG

S-ACETYL GLUTATHIONE 200MG

S-ACETYL GLUTATHIONE 200MG

S-ACETYL GLUTATHIONE 200MG

S-Acetyl-L-Glutathione (SAG / S-Acetylglutathione) is an advanced acetylated derivative of the endogenous master antioxidant tripeptide (γ-L-glutamyl-L-cysteinylglycine). Featuring an S-acetyl group attached to the active cysteine sulfur atom, S-Acetyl-L-Glutathione is lipid-permeable and highly resistant to extracellular peptidase degradation. Once inside target cells, intracellular esterases cleave the acetyl group, directly generating active reduced Glutathione (GSH) within cytoplasm and mitochondria.

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What is S-Acetyl-L-Glutathione?

S-Acetyl-L-Glutathione (known chemically as SAG, S-Acetylglutathione, or S-acetyl-γ-L-glutamyl-L-cysteinylglycine) is a lipid-permeable, structurally modified form of the endogenous antioxidant tripeptide Glutathione. By attaching an acetyl functional group to the reactive sulfhydryl (thiol) moiety of the central cysteine residue, S-Acetyl-L-Glutathione forms a stable thioester complex that protects the molecule from premature oxidation and extracellular degradation by γ-glutamyltranspeptidase (γ-GT).

Because standard reduced Glutathione (GSH) exhibits low cell-membrane permeability, S-Acetyl-L-Glutathione serves as an efficient intracellular donor. Its lipophilic nature enables rapid passive diffusion across plasma and outer mitochondrial membranes. Once localized within the cytoplasm, ubiquitous cellular esterase enzymes cleave the acetyl bond, releasing fully active reduced GSH directly into intracellular pools.

Batch-verified for high analytical purity at Modern Aminos, S-Acetyl-L-Glutathione is offered as a standardized high-purity reference material for advanced laboratory research. Laboratories evaluating mitochondrial bioenergetics, phase II enzymatic conjugation, and free-radical neutralization evaluate S-Acetyl-L-Glutathione alongside complementary redox and tissue-repair standards available on the site, such as Reduced Glutathione (GSH), N-Acetyl Cysteine (NAC), GHK-Cu, and CoQ10.

Chemical and Molecular Data

Compound Name S-Acetyl-L-Glutathione (SAG)
Quantity / Formats Offered High-Purity Dry Powder / Solid Unit Reference Standard
Chemical Structure S-Acetylated Tripeptide (L-γ-glutamyl-S-acetyl-L-cysteinylglycine)
Synonyms / Alt Names S-Acetylglutathione, SAG, SALG, S-acetyl-γ-L-glutamyl-L-cysteinylglycine
CAS Number 3054-47-5
Chemical Formula C12H19N3O7S
Molecular Weight 349.36 g/mol
IUPAC Name (2S)-2-amino-5-[[(1R)-1-[(carboxymethyl)carbamoyl]-2-S-acetylethanethiol]amino]-5-oxopentanoic acid
InChIKey InChIKey=VZUYBCXHMUWNEB-UHFFFAOYSA-N
SMILES Code CC(=O)SCC(C(=O)NCC(=O)O)NC(=O)CCC(C(=O)O)N

What are the Mechanisms of Action?

The biochemical pathways and cellular targets of S-Acetyl-L-Glutathione in laboratory research include:

  • Lipid-Membrane Diffusion & Intracellular Bio-Conversion: The S-acetyl modification neutralizes the reactive sulfhydryl charge, conferring lipophilicity that allows SAG to cross cellular membranes via passive diffusion. Intracellular cytoplasmic esterases subsequently hydrolyze the thioester bond, regenerating intracellular reduced Glutathione (GSH) without requiring active transporter proteins.
  • Mitochondrial Reactive Oxygen Species (ROS) Scavenging: By penetrating mitochondrial double-membranes intact, SAG restores mitochondrial GSH pools (mGSH). Active GSH acts as a direct electron donor for Glutathione Peroxidase (GPx), converting harmful hydrogen peroxide H2O2 and lipid hydroperoxides into non-toxic water (H2O) and alcohols.
  • Protection Against γ-GT Degradation & Phase II Conjugation: Unlike un-acetylated GSH, which is rapidly cleaved by cell-surface γ-glutamyltranspeptidase (γ-GT) in extracellular spaces, SAG resists enzymatic breakdown. Once intracellularly converted to GSH, it serves as a substrate for Glutathione S-Transferase (GST) enzymes during phase II xenobiotic conjugation.

What do Preclinical & Academic Studies Show for S-Acetyl-L-Glutathione?

When evaluating research efficacy and published scientific literature:

  • Intracellular GSH Elevation & Bioenergetics (PubMed): Peer-reviewed comparative assays cataloged on PubMed (PMID: 29274291) confirm that S-Acetyl-L-Glutathione elevates intracellular GSH concentrations significantly more effectively than non-acetylated reduced glutathione in cell culture models.
  • Mitochondrial Redox Protection & Anti-Apoptotic Dynamics (PMC): Comprehensive biomedical reviews archived in PMC (PMC8540866) document SAG’s ability to cross mitochondrial membranes, suppress oxidative stress-induced cell death, and maintain GSH/GSSG redox ratios during toxic oxidative challenges.
  • Chemical Profiling & Identification (PubChem): Official structural characterization maintained on PubChem verifies the molecular mass (349.36 g/mol), thioester bond parameters, and HPLC mass spectrometry profiles of CAS 3054-47-5.

How does S-Acetyl-L-Glutathione compare to other compounds?

To evaluate cellular uptake dynamics, membrane permeability, and antioxidant activity, researchers compare S-Acetyl-L-Glutathione against alternative reference standards available at Modern Aminos:

Compound / Reference Chemical Structure & Form Core Mechanism of Action Research Focus & Profile
S-Acetyl-L-Glutathione (SAG) Lipophilic S-Acetylated Tripeptide Thioester Crosses cell membranes intact; cleaved intracellularly by esterases to elevate cytoplasmic and mitochondrial GSH Focuses on enhanced cell permeability, intracellular GSH pool restoration, mitochondrial ROS suppression, and γ-GT resistance
Reduced Glutathione (GSH) Un-Modified Endogenous Tripeptide Direct substrate for GPx and GST enzymes; subject to extracellular cleavage by γ-GT Standard baseline reference compound for extracellular free-radical neutralization and direct enzymatic cofactor assays
N-Acetyl Cysteine (NAC) Acetylated Cysteine Amino Acid Precursor Provides L-cysteine to support rate-limiting endogenous de novo GSH biosynthesis via glutamate-cysteine ligase Focuses on upstream enzymatic glutathione synthesis, mucolytic cysteine signaling, and precursor rate-limiting studies
GHK-Cu Copper-Chelated Signal Tripeptide Upregulates collagen I/III, SOD1, and tissue remodeling gene expression networks Focuses on extracellular matrix (ECM) remodeling, gene expression resetting, and superoxide dismutase activation

Frequently Asked Questions (FAQs)

1. Is Modern Aminos a reliable place to buy S-Acetyl-L-Glutathione?

Yes, Modern Aminos is a highly trusted vendor for high-purity research chemicals and reference compounds. Every batch of S-Acetyl-L-Glutathione undergoes strict third-party analytical testing (including HPLC and Mass Spectrometry) to verify minimum 98%+ chemical purity, correct thioester acetyl bond geometry, exact molecular weight (349.36 g/mol), and complete absence of heavy metals or synthetic impurities.

2. What is S-Acetyl-L-Glutathione and how does acetylation alter its function?

S-Acetyl-L-Glutathione is a chemically modified version of reduced Glutathione GSH with an acetyl group bound to the active sulfur atom. This modification increases lipophilicity, allowing the compound to diffuse across cellular and mitochondrial membranes without degradation by extracellular enzymes.

3. How does SAG elevate intracellular reduced Glutathione (GSH) levels?

Once SAG passes through the plasma membrane into the cytoplasm, intracellular esterase enzymes hydrolyze the S-acetyl bond. This releases free, active reduced Glutathione GSH directly inside the cell to support antioxidant defense systems.

4. How does SAG compare to standard reduced Glutathione in cell culture models?

Standard reduced GSH has low cellular membrane permeability and is rapidly broken down in extracellular fluid by γ-glutamyltranspeptidase (γ-GT). SAG resists γ-GT breakdown and enters cells intact, resulting in superior intracellular GSH elevation.

5. What role does SAG play in mitochondrial ROS reduction and bioenergetics?

Mitochondria are major sites of reactive oxygen species (ROS) generation. SAG diffuses into the mitochondrial matrix, where esterases release GSH to maintain mitochondrial Glutathione Peroxidase (GPx}) activity, preventing oxidative lipid peroxidation and membrane damage.

6. How does SAG differ from N-Acetyl Cysteine (NAC)?

NAC is a precursor amino acid derivative that supplies cysteine for rate-limiting de novo glutathione synthesis. SAG is a pre-formed acetylated tripeptide that delivers active Glutathione directly into cells without depending on upstream synthetic enzymes.

7. How does Modern Aminos verify the chemical purity and mass identity of SAG?

Modern Aminos uses High-Performance Liquid Chromatography (HPLC) to confirm purity profiles exceeding 98% and Mass Spectrometry (MS) to verify exact molecular mass (349.36 g/mol) and structural integrity prior to batch release.

8. What are the recommended storage and stability parameters for SAG reference material?

Dry S-Acetyl-L-Glutathione reference material should be stored tightly sealed in a cool, dry environment (15°C to 25°C) or frozen (-20°C) for long-term preservation. Protect from direct heat, light exposure, and atmospheric moisture to maintain solid-state chemical stability.

Disclaimer: All compounds and research materials provided by Modern Aminos are strictly for laboratory and research professional use only. They are not approved for human or animal use nor consumption by the Food and Drug Administration (FDA). These products should not be used for any form of in vivo experimentation or for any other non-laboratory purpose. Any violation or indication of human or animal use will result in immediate removal from being able to purchase products in the future. By purchasing these products, you acknowledge that they will be used exclusively within a controlled and qualified research environment.

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  • You are a qualified professional or entity with the necessary knowledge, training, and facilities to handle chemical reagents safely and appropriately.
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Prohibited Uses

  • This product is not to be used as an active pharmaceutical ingredient (API) in compounding or manufacturing drugs for human or veterinary use.
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  • Modern Aminos does not condone or permit the use of its products for the development, testing, or production of illegal substances.

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Modern Aminos does not claim that this product is approved by the U.S. Food and Drug Administration (FDA) for any purpose. The statements regarding this product have not been evaluated by the FDA. This product is not intended to diagnose, treat, cure, or prevent any disease.

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The buyer assumes full responsibility for ensuring the safe handling, storage, and use of this product. Modern Aminos is not liable for any damages, direct or indirect, resulting from improper handling, storage, or unauthorized use of this product. Furthermore, Modern Aminos reserves the right to refuse sales to any individual or entity suspected of misusing its products.

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