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V900456

Sigma-Aldrich

L-Glutathione reduced

≥98%, Vetec™

Synonym(s):

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
Beilstein:
1729812
EC Number:
200-725-4
MDL number:
MFCD00065939
UNSPSC Code:
12352209
PubChem Substance ID:
329829857

product name

L-Glutathione reduced, Vetec™, reagent grade, ≥98%

grade

reagent grade

product line

Vetec™

Assay

≥98%

form

powder

technique(s)

cell culture | mammalian: suitable

color

white

mp

192-195 °C (dec.) (lit.)

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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Amino Acid Sequence

γ-Glu-Cys-Gly

Application

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

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.

Legal Information

Vetec is a trademark of Merck KGaA, Darmstadt, Germany

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Hyung-Soon Yim et al.
Nature genetics, 46(1), 88-92 (2013-11-26)
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Hongwei Jiang et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 29(6), 2281-2291 (2015-02-15)
Osteoclast differentiation and function are highly dependent on the assembly and turnover of actin filaments, but little is known about the roles of actin binding proteins in these processes. Adseverin (Ads), a member of the gelsolin superfamily of actin capping
Mario Ost et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 29(4), 1314-1328 (2014-12-11)
Recent studies on mouse and human skeletal muscle (SM) demonstrated the important link between mitochondrial function and the cellular metabolic adaptation. To identify key compensatory molecular mechanisms in response to chronic mitochondrial distress, we analyzed mice with ectopic SM respiratory
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