L-Glutathione Chemical Properties

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.

InChIKey

YPZRWBKMTBYPTK-USZNOCQGSA-N

CAS DataBase Reference

27025-41-8(CAS DataBase Reference)

EPA Substance Registry System

Oxiglutatione (27025-41-8)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36-24/25-36/37/39-27-37/39

WGK Germany 

2

RTECS 

MC0556500

HS Code 

29309090

Toxicity

mouse,LD50,intravenous,> 2gm/kg (2000mg/kg),Kiso to Rinsho. Clinical Report. Vol. 23, Pg. 6793, 1989.

MSDS

• Language:English Provider:SigmaAldrich

L-Glutathione Usage And Synthesis

Description

L-Glutathione oxidized(GSSG) 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. The ratio of glutathione (GSH) to oxidised glutathione (GSSG) is a key indicator of cellular oxidative stress. It can be used in the clinical diagnosis and treatment of leukaemia by detecting the level of cellular GSH/GSSG in acute myeloid leukaemia (AML), which is characterised by oxidative stress leading to abnormally low levels of oxidised glutathione, with real-time, dynamic and highly sensitive characteristics^[1].

Chemical Properties

White lyophilized powder

Uses

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.

Uses

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

Uses

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

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.

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.

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