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HomeProduct name listL-Glutathione

L-Glutathione

Synonym(s):Cyclic(γ-Glu-Cys-Gly)₂, GSSG;Glutathione, Oxidized, Free Acid - CAS 27025-41-8 - Calbiochem

  • CAS NO.:27025-41-8
  • Empirical Formula: C20H32N6O12S2
  • Molecular Weight: 612.63
  • MDL number: MFCD00063106
  • EINECS: 248-170-7
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-21 14:36:19
L-Glutathione Structural

What is L-Glutathione?

Description

L-Glutathione oxidized is produced by the oxidation of glutathione. Detoxification of reactive oxygen species is accompanied by production of it. It can be used for the research of sickle cells and erythrocytes.

Chemical properties

White lyophilized powder

The Uses of L-Glutathione

L(-)-Glutathione is a biomarker for fatty liver disease.

The Uses of L-Glutathione

S,S'-Ethylenebis(glutathione) is a haloethane-glutathione conjugate formed via GSH transferases. S,S'-Ethylenebis(glutathione) formation is used to study the polymorphism in glutathione conjugation ac tivity of human erythrocytes towards ethylene dibromide.

The Uses of L-Glutathione

L-Glutathione is used as a Acts as hydrogen acceptor in enzymatic determination of NADP and NADPH, it is used to reduced back to glutathione (GSH) via the NADPH-dependent enzyme glutathione reductase. The ratio of GSH to GSSG is often used to gauge the level of oxidative stress in cells, with higher concentrations of GSSG implying more oxidative stress

Background

A GLUTATHIONE dimer formed by a disulfide bond between the cysteine sulfhydryl side chains during the course of being oxidized.

What are the applications of Application

L-Glutathione (GSH) has been used in the elution buffer to elute GST (glutathione S-transferase)-fused proteins using glutathione-agarose beads. It has been used to prepare a standard curve for GSH analyses. May be used at 5-10 mM to elute glutathione S-transferase (GST) from glutathione agarose.

Definition

ChEBI: Glutathione disulfide is an organic disulfide and a glutathione derivative. It has a role as an Escherichia coli metabolite and a mouse metabolite. It is a conjugate acid of a glutathione disulfide(2-).

Biochem/physiol Actions

L-Glutathione, oxidized is frequently measure in vivo as an indicator of oxidative stress. Oxidized L-Glutathione may be converted to L-glutathione by various reducing systems.

Side Effects

There have been few studies on the side effects of glutathione use, and as a supplement, no associated side effects have been reported from consuming high glutathione only from diet. However, long-term use of glutathione supplements may reduce zinc levels, and inhaling glutathione can cause breathing problems in some people with mild asthma. In addition, there are concerns that the use of glutathione supplements may cause cramps and bloating or allergic reactions, accompanied by symptoms such as rashes. If you experience any of these side effects, stop taking the supplement and contact your doctor.

Metabolism

Not Available

Purification Methods

Purify it by recrystallisation from 50% aqueous EtOH. Its solubility in H2O is 5%. Store it at 4o. [Li et al. J Am Chem Soc 76 225 1954, Berse et al. Can J Chem 37 1733 1959, Beilstein 4 IV 3168.]

References

[1] ABBASGHULAM. Construction of Genetically Encoded Biosensors to Monitor Subcellular Compartment-Specific Glutathione Response to Chemotherapeutic Drugs in Acute Myeloid Leukemia Cells.[J]. Analytical Chemistry, 2023, 95 5: 2838-2847. DOI:10.1021/acs.analchem.2c04255.

Properties of L-Glutathione

Melting point: 178 °C (dec.)(lit.)
alpha  -99 º (c=4, water)
Density  1.3688 (rough estimate)
refractive index  -105 ° (C=2, H2O)
storage temp.  2-8°C
solubility  H2O: soluble
form  powder
pka 2.12, 3.59, 8.75, 9.65(at 25℃)
color  White to off-white
Water Solubility  soluble
Merck  13,4488
BRN  1718700
Stability: Stable. Incompatible with strong oxidizing agents.
CAS DataBase Reference 27025-41-8(CAS DataBase Reference)
EPA Substance Registry System Oxiglutatione (27025-41-8)

Safety information for L-Glutathione

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405:Store locked up.

Computed Descriptors for L-Glutathione

InChIKey YPZRWBKMTBYPTK-USZNOCQGSA-N

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