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Merck
CN

150568

(−)-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
PubChem Substance ID:
24849044
UNSPSC Code:
12352200
Beilstein/REAXYS Number:
1718700
MDL number:
MFCD00063106

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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

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

Application

Hydrogen acceptor in the enzymic determination of NADP and NADPH.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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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)
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
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
Leung-Kim Hung et al.
The Journal of bone and joint surgery. American volume, 95(7), e41-e41 (2013-04-05)
Adhesion formation is a complication of hand flexor tendon repair. Normal gliding function of flexor tendons can be impaired by an excessive fibrotic response, which may be caused by intraoperative and postoperative hemorrhage. As tissue damage and hemorrhage can disturb
P E Simitzis et al.
British poultry science, 53(6), 721-730 (2013-02-13)
1. The study was designed to assess the impact of stocking density (6 and 13 birds/m² equivalent to 12·6 or 27·2 kg/m², respectively) on growth performance, meat quality, behaviour, and indicators of physiological and oxidative stress as measures of bird welfare.
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