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Merck
CN

V001842

Sigma-Aldrich

(−)-Glutathione, oxidized

98%

Synonym(s):

L-Glutathione oxidized, GSSG, Glutathiol

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About This Item

Linear Formula:
[HO2CCH(NH2)CH2CH2CONHCH(CONHCH2CO2H)CH2S-]2
CAS Number:
27025-41-8
Molecular Weight:
612.63
Beilstein:
1718700
MDL number:
MFCD00063106
PubChem Substance ID:
329828816

Key Documents

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Quality Level

100

Assay

98%

mp

178 °C (dec.) (lit.)

SMILES string

[H][C@](N)(CCC(=O)N[C@@]([H])(CSSC[C@]([H])(NC(=O)CC[C@]([H])(N)C(O)=O)C(=O)NCC(O)=O)C(=O)NCC(O)=O)C(O)=O

InChI

1S/C20H32N6O12S2/c21-9(19(35)36)1-3-13(27)25-11(17(33)23-5-15(29)30)7-39-40-8-12(18(34)24-6-16(31)32)26-14(28)4-2-10(22)20(37)38/h9-12H,1-8,21-22H2,(H,23,33)(H,24,34)(H,25,27)(H,26,28)(H,29,30)(H,31,32)(H,35,36)(H,37,38)/t9-,10-,11-,12-/m0/s1

InChI key

YPZRWBKMTBYPTK-BJDJZHNGSA-N

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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Kun-Peng Wang et al.
Molecular medicine reports, 9(5), 1813-1819 (2014-03-08)
Schisandra chinensis is a well-known traditional medicinal herb. Acetaminophen is a commonly used over-the-counter analgesic and overdose of acetaminophen was the most frequent cause of acute liver failure. However, no studies have demonstrated the role of Schisandra chinensis in acetaminophen-induced
Fabio Di Domenico et al.
Expert review of neurotherapeutics, 15(1), 19-40 (2014-09-23)
Alzheimer's disease (AD), characterized by progressive loss of memory, language, reasoning and other cognitive functions, including dementia, is characterized pathologically by the presence of senile plaques, neurofibrillary tangles and synapse loss. Increased oxidative/nitrosative stress, decreased antioxidants, mitochondrial damage and other
Vladimir L Kolossov et al.
Experimental biology and medicine (Maywood, N.J.), 239(4), 394-403 (2014-03-04)
The glutathione couple GSH/GSSG is the most abundant cellular redox buffer and is not at equilibrium among intracellular compartments. Perturbation of glutathione poise has been associated with tumorigenesis; however, due to analytical limitations, the underlying mechanisms behind this relationship are
Benoît Tessoulin et al.
Blood, 124(10), 1626-1636 (2014-07-10)
The aim of this study was to assess the efficiency of p53 reactivation and induction of massive apoptosis (PRIMA-1(Met)) in inducing myeloma cell death, using 27 human myeloma cell lines (HMCLs) and 23 primary samples. Measuring the lethal dose (LD50)
N Mohell et al.
Cell death & disease, 6, e1794-e1794 (2015-06-19)
Two main causes of platinum resistance are mutation in the tumor suppressor gene TP53 and drug-induced increase in intracellular glutathione concentration. Mutations in TP53 occur in about 50% of human tumors. APR-246 (PRIMA-1(MET)) is the first clinical-stage compound that reactivates
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