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G6529

Sigma-Aldrich

L-Glutathione reduced

BioXtra, ≥98.0%

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

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

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1 of 4

This Item
G4251G6013PHR1359
vibrant-m

G6529

L-Glutathione reduced

Premium Grade
vibrant-m

G4251

L-Glutathione reduced

-
vibrant-m

G6013

L-Glutathione reduced

Essential+ Grade
vibrant-m

PHR1359

Glutathione

-
assay

≥98.0%

assay

≥98.0%

assay

≥98.0%

assay

-

product line

BioXtra

product line

-

product line

BioReagent

product line

-

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-30°C

solubility

H2O: 0.1 M, clear, colorless

solubility

water: 50 mg/mL, clear, colorless

solubility

H2O: 50 mg/mL

solubility

-

impurities

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

impurities

-

impurities

-

impurities

-

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)


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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
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
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
Santiago Ramón-García et al.
Antimicrobial agents and chemotherapy, 53(9), 3675-3682 (2009-07-01)
Bacterial efflux pumps have traditionally been studied as low-level drug resistance determinants. Recent insights have suggested that efflux systems are often involved with fundamental cellular physiological processes, suggesting that drug extrusion may be a secondary function. In Mycobacterium tuberculosis, little

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