Skip to Content
MilliporeSigma
All Photos(4)

Key Documents

G6529

Sigma-Aldrich

L-Glutathione reduced

≥98.0%, BioXtra

Synonym(s):

γ-L-Glutamyl-L-cysteinyl-glycine, GSH

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
H2NCH(CO2H)CH2CH2CONHCH(CH2SH)CONHCH2CO2H
CAS Number:
Molecular Weight:
307.32
Beilstein/REAXYS Number:
1729812
EC Number:
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26

product name

L-Glutathione reduced, BioXtra, ≥98.0%

product line

BioXtra

Quality Level

assay

≥98.0%

form

powder

impurities

≤0.02% Phosphorus (P)
≤0.1% Insoluble matter

ign. residue

≤0.1%

color

white

mp

192-195 °C (dec.) (lit.)

solubility

H2O: 0.1 M, clear, colorless

anion traces

sulfate (SO42-): ≤0.05%

cation traces

Al: ≤0.0005%
Ca: ≤0.02%
Cu: ≤0.0005%
Fe: ≤0.001%
K: ≤0.005%
Mg: ≤0.001%
NH4+: ≤0.05%
Na: ≤0.005%
Pb: ≤0.001%
Zn: ≤0.0005%

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

Looking for similar products? Visit Product Comparison Guide

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.

Related product

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Lisong Ma et al.
The New phytologist, 208(2), 507-518 (2015-05-15)
Plant-invading microbes betray their presence to a plant by exposure of antigenic molecules such as small, secreted proteins called 'effectors'. In Fusarium oxysporum f. sp. lycopersici (Fol) we identified a pair of effector gene candidates, AVR2-SIX5, whose expression is controlled
Shinya Tsukiji et al.
Nature chemical biology, 5(5), 341-343 (2009-03-31)
Here we describe a method for the site-selective attachment of synthetic molecules into specific 'endogenous' proteins in vivo using ligand-directed tosyl (LDT) chemistry. This approach was applied not only for chemically labeling proteins in living cells, tissues and mice but
Jamuna Risal Paudel et al.
Molecular plant-microbe interactions : MPMI, 28(5), 569-579 (2015-01-22)
One or more effectors in the labial saliva (LS) of generalist Noctuid caterpillars activate plant signaling pathways to modulate jasmonate (JA)-dependent defense responses; however, the exact mechanisms involved have yet to be elucidated. A potential candidate in this phytohormone interplay
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
Julien Viaud et al.
Nature communications, 5, 4080-4080 (2014-06-07)
PtdIns5P is a lipid messenger acting as a stress-response mediator in the nucleus, and known to maintain cell activation through traffic alterations upon bacterial infection. Here, we show that PtdIns5P regulates actin dynamics and invasion via recruitment and activation of

Articles

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.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service