All Photos(5)

G6013

Sigma-Aldrich

L-Glutathione reduced

BioReagent, suitable for cell culture, ≥98.0%, powder

All Photos(5)
Synonym(s):
γ-L-Glutamyl-L-cysteinyl-glycine, GSH
Linear Formula:
H2NCH(CO2H)CH2CH2CONHCH(CH2SH)CONHCH2CO2H
CAS Number:
70-18-8
Molecular Weight:
307.32
Beilstein/REAXYS Number:
1729812
EC Number:
200-725-4
MDL number:
MFCD00065939
PubChem Substance ID:
24895241
NACRES:
NA.26

Quality Level

300

product line

BioReagent

assay

≥98.0%

form

powder

application(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

Looking for similar products? Visit Product Comparison Guide

Related Categories

Amino Acid Sequence

γ-Glu-Cys-Gly

Packaging

5, 10, 25, 100 g in poly bottle

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.

storage_class_code

11 - Combustible Solids

WGK Germany

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

Certificate of Origin

More documents

Structure Search
Spectra for FT-IR Raman
FT-NMR Spectra
FT-IR Condensed Phase
Bulk Quote-Order Product

  1. How does the storage temperature relate to shipping conditions?

    The storage conditions that a Sigma-Aldrich catalog and label recommend for products are deliberately conservative. For many products, long-term storage at low temperatures will increase the time during which they are expected to remain in specification and therefore are labeled accordingly. Where short-term storage, shipping time frame, or exposure to conditions other than those recommended for long-term storage will not affect product quality, Sigma-Aldrich will ship at ambient temperature. The products sensitive to short-term exposure to conditions other than their recommended long-term storage are shipped on wet or dry ice. Ambient temperature shipping helps to control shipping costs for our customers. At any time, our customers can request wet- or dry-ice shipment, but the special handling is at customer expense if our product history indicates that the product is stable for regular shipment. See Shipping and Storage for more information.

  2. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  3. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  4. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  5. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  6. What are the GSH levels in human tissues?

    The GSH levels in human tissues normally range from 0.1 to 10 mM, most concentrated in the liver (up to 10 mM) and in the spleen, kidney, lens, erythrocytes, and leukocytes. Bremer HJ. Duran M, Kamerling JP, et al. Glutathione. In: Bremer HJ,DuranM, Kamerling JP, et al, eds. Distubance of Amino Acid Metabolism: Clinical Chemistry and Diagnosis. Baltimore-Munich: Urban and Schwarzenber; 1981:80-82.

  7. What is the GSH level in plasma?

    It is in the micromolar range (approximately 4.5 mM). Chawla RK, Lewis FW, Kutner MH, et al. Plasma cysteine, cysteine, and glutathione in cirrhosis. Gastroenterology, 87, 770-776 (1984).

  8. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

Hyung-Soon Yim et al.
Nature genetics, 46(1), 88-92 (2013-11-26)
The shift from terrestrial to aquatic life by whales was a substantial evolutionary event. Here we report the whole-genome sequencing and de novo assembly of the minke whale genome, as well as the whole-genome sequences of three minke whales, a...
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...
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...
View All Related Papers
Articles
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.
Read More

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