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G4251

Sigma-Aldrich

L-Glutathione reduced

≥98.0%

Synonym(s):
γ-L-Glutamyl-L-cysteinyl-glycine, GSH
Linear Formula:
H2NCH(CO2H)CH2CH2CONHCH(CH2SH)CONHCH2CO2H
CAS Number:
Molecular Weight:
307.32
Beilstein:
1729812
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.26

Quality Level

assay

≥98.0%

form

powder

color

white

mp

192-195 °C (dec.) (lit.)

application(s)

detection

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

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Related Categories

Amino Acid Sequence

γ-Glu-Cys-Gly

Application

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

Packaging

10 mg in glass bottle
300 mg in poly bottle
1, 5, 10, 25, 50, 100, 250, 500 g in poly bottle

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.
Reduced L-glutathione (GSH) is a thiol compound and is associated with catabolism and transportation. Plasma GSH levels are associated with Parkinson′s diseases, Alzheimer′s, diabetes, macular degeneration, and HIV (human immunodeficiency virus) disease.

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

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Certificate of Origin

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Articles

Mitochondrial Stress and ROS

Oxidative stress is mediated, in part, by reactive oxygen species produced by multiple cellular processes and controlled by cellular antioxidant mechanisms such as enzymatic scavengers or antioxidant modulators. Free radicals, such as reactive oxygen species, cause cellular damage via cellular.

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.

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