| Identification | More | [Name]
L(-)-Glutathione | [CAS]
27025-41-8 | [Synonyms]
CYCLIC(GAMMA-GLU-CYS-GLY)
CYCLIC(GAMMA-GLU-CYS-GLY)2
(GAMMA-GLU-CYS-GLY)2
[GAMMA-GLU-CYS-GLY] [GAMMA-GLU-CYS-GLY]
GAMMA-L-GLUTAMYL-L-CYSTEINYLGLYCINE OXIDIZED
GLUTATHIONE
GLUTATHIONE DISULFIDE
(-)-GLUTATHIONE, OXIDIZED
GLUTATHIONE, OXIDIZED
GLUTATHIONE, OXIDIZED FORM
GSSC
GSSG
L(-)-Glutathionehydrate
L-GLUTATHIONE OXIDISED
L-GLUTATHIONE OXIDIZED
L-GLUTATHIONE (OXIDIZED FORM)
glutathionedisulphide
glutathione-ssg
glutathonedisulfide
Glycine,L-.gamma.-glutamyl-L-cysteinyl-,2,2’-disulfide | [EINECS(EC#)]
248-170-7 | [Molecular Formula]
C20H32N6O12S2 | [MDL Number]
MFCD00063106 | [Molecular Weight]
612.63 | [MOL File]
27025-41-8.mol |
| Chemical Properties | Back Directory | [Appearance]
White lyophilized powder | [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 | [Stability:]
Stable. Incompatible with strong oxidizing agents. | [optical activity]
-111.016 (H2O) | [Water Solubility ]
soluble | [Merck ]
13,4488 | [BRN ]
1718700 | [InChIKey]
YPZRWBKMTBYPTK-USZNOCQGSA-N | [CAS DataBase Reference]
27025-41-8(CAS DataBase Reference) | [EPA Substance Registry System]
27025-41-8(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S24/25:Avoid contact with skin and eyes .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S27:Take off immediately all contaminated clothing . | [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. |
| Hazard Information | Back Directory | [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 | [Uses]
L(-)-Glutathione is a biomarker for fatty liver disease.
| [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. | [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. | [storage]
Store at -20°C | [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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