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Merck

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

Key Documents

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Product Name

L-Glutathione reduced, ≥98.0%

InChI key

RWSXRVCMGQZWBV-WDSKDSINSA-N

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

SMILES string

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

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

Quality Level

300

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Related Categories

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

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.
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.

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.

Other Notes

For additional information on our range of Biochemicals, please complete this form.

Storage Class

11 - Combustible Solids

wgk

WGK 2

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
SLCM5212
SLCM3123
SLCM2447
SLCL5310
SLCL5753

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Hee Woong Yang et al.
FEBS letters, 593(15), 2060-2068 (2019-06-11)
Ribosomal protein S3 (rpS3) has endonuclease activity for DNA repair. In particular, rpS3 cleaves the phosphodiester bonds of damaged DNA. In this study, we show that the repair domain of rpS3 spans amino acids 144-189. We fused rpS3 with the
Nitric oxide as an independent regulatory factor in regenerating rat liver.
Tuncyurek P, et al.
Acta Chirurgica Belgica, 106, 581-581 (2006)
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)
Surface Plasmon Resonance (SPR) Analysis of Binding Interactions of Inner-Ear Proteins.
Drescher DG, et al.
Methods in Molecular Biology, 1427, 165-165 (2016)
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Articles

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.

Mitochondrial Stress and ROS

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

Amino Acid Codon Wheel

Amino Acid Codon Wheel for fast RNA translation. Find which amino acid is translated from your RNA sequence quickly and easily.

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