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G4251

L-Glutathione reduced

≥98.0%

Synonym(s):

Glutathione-SH, γ-L-Glutamyl-L-cysteinyl-glycine, GSH

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About This Item

Linear Formula:
H2NCH(CO2H)CH2CH2CONHCH(CH2SH)CONHCH2CO2H
CAS Number:
70-18-8
Molecular Weight:
307.32
NACRES:
NA.26
PubChem Substance ID:
24895164
UNSPSC Code:
12352209
EC Number:
200-725-4
MDL number:
MFCD00065939
Beilstein/REAXYS Number:
1729812
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Product Name

L-Glutathione reduced, ≥98.0%

Quality Level

300

assay

≥98.0%

form

powder

color

white

mp

192-195 °C (dec.) (lit.)

solubility

water: 50 mg/mL, clear, colorless

application(s)

detection

functional group

amine, carboxylic acid, thiol

storage temp.

2-8°C

SMILES string

N[C@@H](CCC(=O)N[C@@H](CS)C(=O)NCC(O)=O)C(O)=O

InChI

1S/C10H17N3O6S/c11-5(10(18)19)1-2-7(14)13-6(4-20)9(17)12-3-8(15)16/h5-6,20H,1-4,11H2,(H,12,17)(H,13,14)(H,15,16)(H,18,19)/t5-,6-/m0/s1

InChI key

RWSXRVCMGQZWBV-WDSKDSINSA-N

General description

Glutathione (GSH) is a ubiquitous molecule found in many cells and tissues. The three amino acids present in GSH are glycine, cysteine, and glutamic acid.

Application

May be used at 5-10 mM to elute glutathione S-transferase (GST) from glutathione agarose.
L-Glutathione (GSH) reduced 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.

Biochem/physiol Actions

Glutathione (GSH) forms conjugates with various metabolites and xenobiotics. It acts as an important co-factor for various enzymes. GSH is involved in many metabolic and signaling pathways. Glutathione functions as a thiol buffer for cellular proteins like thioredoxins and metallothioneins. GSH is also involved in the regeneration of antioxidants like tocopherols and ascorbate.
Endogenous antioxidant that plays a major role in reducing reactive oxygen species formed during cellular metabolism and the respiratory burst. Glutathione-S-transferase catalyzes the formation of glutathione thioethers with xenobiotics, leukotrienes, and other molecules that have an electrophilic center. Glutathione also forms disulfide bonds with cysteine residues in proteins. Via these mechanisms, it can have the paradoxical effect of reducing the efficacy of anti-cancer agents.

Other Notes

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Storage Class

11 - Combustible Solids

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
0000559329
0000557902
0000557900
0000557901
0000545645

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Articles

Mitochondrial Stress and ROS

Cellular oxidative stress is countered by enzymatic scavengers and antioxidant modulators against reactive oxygen species damage.

Dietary Antioxidants

Antioxidants protect biological systems from oxidative damage produced by oxygen-containing free radicals and from redoxactive transition metal ions such as iron, copper, and cadmium.

线粒体应激和ROS

氧化应激，在一部分上，是由多种细胞过程产生的活性氧介导，并由诸如酶清除剂或抗氧化剂调节剂等细胞抗氧化剂机制所控制的。自由基，如活性氧，会通过细胞引起细胞损伤。

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Surface Plasmon Resonance (SPR) Analysis of Binding Interactions of Inner-Ear Proteins.
Drescher DG, et al.
Methods in Molecular Biology, 1427, 165-165 (2016)
Cu 2 O/NiO x/graphene oxide modified glassy carbon electrode for the enhanced electrochemical oxidation of reduced glutathione and nonenzyme glucose sensor.
Yuan B et al.
Electrochimica Acta, 104, 78-78 (2013)
Co-purification and direct interaction of Ras with caveolin, an integral membrane protein of caveolae microdomains. Detergent-free purification of caveolae microdomains.
Song KS, et al.
The Journal of Biological Chemistry, 271, 9690-9690 (1996)
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