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49740

L-Glutathione oxidized

≥99.0% (sum of enantiomers, HPLC)

Synonym(s):

GSSG, Glutathiol

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About This Item

Empirical Formula (Hill Notation):
C20H32N6O12S2
CAS Number:
27025-41-8
Molecular Weight:
612.63
EC Number:
248-170-7
UNSPSC Code:
12352200
PubChem Substance ID:
57651219
Beilstein/REAXYS Number:
1718700
MDL number:
MFCD00063106
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assay

≥99.0% (sum of enantiomers, HPLC)

optical activity

[α]20/D −100±4°, c = 2% in H2O

solubility

H2O: 0.5 g/10 mL, clear, colorless

cation traces

Ca: ≤50 mg/kg, Cd: ≤5 mg/kg, Co: ≤5 mg/kg, Cr: ≤5 mg/kg, Cu: ≤5 mg/kg, Fe: ≤5 mg/kg, K: ≤50 mg/kg, Mg: ≤10 mg/kg, Mn: ≤5 mg/kg, Na: ≤500 mg/kg, Ni: ≤5 mg/kg, Pb: ≤5 mg/kg, Zn: ≤5 mg/kg

storage temp.

2-8°C

SMILES string

N[C@@H](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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Other Notes

Review

Storage Class

13 - Non Combustible Solids

wgk

WGK 2

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
BCBF5083V
1434909
1434909V
1385182
1320872

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Glutathione.
A Meister et al.
Annual review of biochemistry, 52, 711-760 (1983-01-01)
N O Kaakoush et al.
Antimicrobial agents and chemotherapy, 53(5), 1884-1891 (2009-02-19)
Metronidazole resistance in Helicobacter pylori has been attributed to mutations in rdxA or frxA. Insufficient data correlating RdxA and/or FrxA with the resistant phenotype, and the emergence of resistant strains with no mutations in either rdxA or frxA, indicated that
T Yoshida
Journal of chromatography. B, Biomedical applications, 678(2), 157-164 (1996-04-12)
A method is described for simultaneous quantitation of reduced (GSH) and oxidized (GSSG) glutathione in erythrocytes by HPLC. They were determined by standard addition method. Blood samples were collected in tubes containing 1,10-phenanthroline. The separated erythrocytes were hemolyzed with water
P Board et al.
Hepatology (Baltimore, Md.), 15(4), 722-725 (1992-04-01)
The Dubin-Johnson syndrome is manifested by conjugated hyperbilirubinemia and pigment accumulation in hepatocellular lysosomes. The TR-rat model is a phenotypic model of the Dubin-Johnson syndrome and is characterized by defective ATP-dependent transport of a group of nonbile acid organic anions
T Kondo et al.
American journal of hematology, 26(1), 37-45 (1987-09-01)
The oxidized form of glutathione transport was studied in human erythrocytes in pyrimidine 5'-nucleotidase (P5N) deficiency, a disorder in which the amounts of CTP and UTP in the erythrocytes are elevated. The inhibition of ATP-requiring oxidized glutathione (GSSG) transport by
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