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150568

Sigma-Aldrich

(−)-Glutathione, oxidized

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/REAXYS Number:
1718700
MDL number:
MFCD00063106
UNSPSC Code:
12352200
PubChem Substance ID:
24849044

optical activity

[α]20/D -92.0 to -106.0°, c = 2% in H2O

impurities

≤6% water (Karl Fischer)

mp

178 °C (dec.) (lit.)

storage temp.

2-8°C

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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Application

Hydrogen acceptor in the enzymic determination of NADP and NADPH.[1]

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
100K72763V
080M1430V
100K727623
01922HH
06720PH

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The Journal of Organic Chemistry, 58, 4144-4144 (1993)
Doina Gherghel et al.
Investigative ophthalmology & visual science, 54(5), 3333-3339 (2013-04-20)
To investigate in parallel the systemic glutathione levels of patients suffering from primary open angle glaucoma (POAG) or normal tension glaucoma (NTG) with comparable functional loss. Thirty-four POAG patients, 30 NTG patients, and 53 controls were subjected to blood analysis
Yan Wang et al.
Environmental toxicology and pharmacology, 35(1), 109-116 (2013-01-01)
Lead is linked to many reproductive problems. This study was to explore the chronic effects of low lead level on expressions of Nrf2 and Mrp1 in rats' testes. Maternal SD rats were administered lead acetate from 10 days before gestation
Chi-Chang Huang et al.
Molecules (Basel, Switzerland), 18(2), 1741-1754 (2013-02-26)
Several studies have been shown that accelerated apoptosis is involved in post-exercise lymphocytopenia and tissue damage after high-intensity exercise. Ganoderma tsugae (GT) is one of the well-known medicinal mushrooms that possess various pharmacological functions. This mushroom has traditionally been used
Redox control: A black hole for oxidized glutathione.
Jakob R Winther et al.
Nature chemical biology, 9(2), 69-70 (2013-01-22)
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