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About This Item
Linear Formula:
H2NCH(CO2H)CH2CH2CONHCH(CH2SH)CONHCH2CO2H
CAS Number:
Molecular Weight:
307.32
NACRES:
NA.26
PubChem Substance ID:
UNSPSC Code:
12352209
EC Number:
200-725-4
MDL number:
Beilstein/REAXYS Number:
1729812
Product Name
L-Glutathione reduced, suitable for cell culture, BioReagent, ≥98.0%, powder
product line
BioReagent
Quality Level
assay
≥98.0%
form
powder
technique(s)
cell culture | mammalian: suitable
color
white
mp
192-195 °C (dec.) (lit.)
solubility
H2O: 50 mg/mL
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
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.
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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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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