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Y0000517

Glutathion

European Pharmacopoeia (EP) Reference Standard

Synonym(e):

L-Glutathion reduziert, γ-L-Glutamyl-L-cysteinyl-glycin, GSH

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About This Item

Lineare Formel:
H2NCH(CO2H)CH2CH2CONHCH(CH2SH)CONHCH2CO2H
CAS-Nummer:
Molekulargewicht:
307.32
Beilstein:
1729812
MDL-Nummer:
UNSPSC-Code:
41116107
PubChem Substanz-ID:
NACRES:
NA.24
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Qualität

pharmaceutical primary standard

API-Familie

glutathione

Hersteller/Markenname

EDQM

mp (Schmelzpunkt)

192-195 °C (dec.) (lit.)

Anwendung(en)

pharmaceutical (small molecule)

Format

neat

Lagertemp.

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

InChIKey

RWSXRVCMGQZWBV-WDSKDSINSA-N

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Amino Acid Sequence

γ-Glu-Cys-Gly

Allgemeine Beschreibung

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.For further information and support please go to the website of the issuing Pharmacopoeia.

Anwendung

In einer Konzentration von 5–10 mM kann es verwendet werden, um Glutathion-S-Transferase (GST) aus Glutathion-Agarose zu eluieren.

Biochem./physiol. Wirkung

Endogenes Antioxidans, das eine wesentliche Rolle bei der Reduktion von im Zellstoffwechsel und beim „oxidativen Burst“ gebildeten reaktiven Sauerstoffspezies spielt. Glutathion-S-Transferase katalysiert die Bildung von Glutathionthioethern mit Xenobiotika, Leukotrienen und anderen Molekülen mit einem elektrophilen Zentrum. Weiterhin bildet Glutathion in Proteinen Disulfidbindungen mit Cysteinresten. Aufgrund dieser Mechanismen kann es den paradoxen Effekt haben, die Wirkung von Antikrebsmitteln zu verringern.

Verpackung

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

Sonstige Hinweise

Sales restrictions may apply.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 2

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


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Analysenzertifikate (COA)

Lot/Batch Number

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Die Dokumentenbibliothek aufrufen

Dalia Gritenaite et al.
Genes & development, 28(14), 1604-1619 (2014-07-18)
A key function of the cellular DNA damage response is to facilitate the bypass of replication fork-stalling DNA lesions. Template switch reactions allow such a bypass and involve the formation of DNA joint molecules (JMs) between sister chromatids. These JMs
Karen Shahbabian et al.
Nucleic acids research, 42(13), 8692-8704 (2014-07-12)
Messenger RNA (mRNA) localization is coupled to the translational repression of transcripts during their transport. It is still unknown if this coupling depends on physical interactions between translational control and mRNA localization machineries, and how these interactions are established at
Y S L Lee et al.
Human reproduction (Oxford, England), 30(3), 543-552 (2015-01-09)
What is the relationship between cleavage stage embryo kinetics, blastocyst metabolism and subsequent embryo viability? Embryos cleaving faster at the first cleavage division resulted in blastocysts with a larger inner cell mass (ICM), higher glucose consumption, lower glycolytic rate, higher
Thomas M Durcan et al.
The EMBO journal, 33(21), 2473-2491 (2014-09-14)
Mutations in the Park2 gene, encoding the E3 ubiquitin-ligase parkin, are responsible for a familial form of Parkinson's disease (PD). Parkin-mediated ubiquitination is critical for the efficient elimination of depolarized dysfunctional mitochondria by autophagy (mitophagy). As damaged mitochondria are a
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

Questions

1–2 of 2 Questions  
  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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