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G6013

Sigma-Aldrich

L-Glutatión reducido

≥98.0%, suitable for cell culture, BioReagent

Sinónimos:

γ-L-glutamil-L-cisteinil-glicina, GSH

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About This Item

Fórmula lineal:
H2NCH(CO2H)CH2CH2CONHCH(CH2SH)CONHCH2CO2H
Número de CAS:
70-18-8
Peso molecular:
307.32
Beilstein:
1729812
Número CE:
200-725-4
Número MDL:
MFCD00065939
Código UNSPSC:
12352209
ID de la sustancia en PubChem:
24895241
NACRES:
NA.26
En este momento no podemos mostrarle ni los precios ni la disponibilidad

Nombre del producto

L-Glutatión reducido, suitable for cell culture, BioReagent, ≥98.0%, powder

Línea del producto

BioReagent

Nivel de calidad

300

Ensayo

≥98.0%

Formulario

powder

técnicas

cell culture | mammalian: suitable

color

white

mp

192-195 °C (dec.) (lit.)

solubilidad

H2O: 50 mg/mL

temp. de almacenamiento

2-8°C

cadena SMILES

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

Clave InChI

RWSXRVCMGQZWBV-WDSKDSINSA-N

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Categorías relacionadas

Amino Acid Sequence

γ-Glu-Cys-Gly

Aplicación

Puede utilizarse a 5-10 mM para eluir la glutatión S-transferasa (GST) a partir de glutatión agarosa.

Acciones bioquímicas o fisiológicas

Antioxidante endógeno que desempeña un papel importante en la reducción de las especies de oxígeno reactivo formadas durante el metabolismo celular y el estallido respiratorio. La glutatión-S-transferasa cataliza la formación de tioéteres de glutatión con xenobióticos, leucotrienos y otras moléculas que tienen un centro electrofílico. El glutatión también forma enlaces de disulfuro con restos de cisteína de las proteínas. A través de estos mecanismos, puede tener el efecto paradójico de reducir la eficacia de los antineoplásicos.

Producto relacionado

Referencia del producto
Descripción
Precios

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 2

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)

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Certificados de análisis (COA)

Lot/Batch Number
0000423930
0000423930
0000418642
0000418652
0000418653

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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
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
Mikito Owa et al.
Proceedings of the National Academy of Sciences of the United States of America, 111(26), 9461-9466 (2014-07-01)
Outer arm dynein (OAD) in cilia and flagella is bound to the outer doublet microtubules every 24 nm. Periodic binding of OADs at specific sites is important for efficient cilia/flagella beating; however, the molecular mechanism that specifies OAD arrangement remains
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Questions

1–6 of 6 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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  3. How does the storage temperature relate to shipping conditions?

    1 answer

    1. 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.

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

    1 answer

    1. 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.

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  5. What is the GSH level in plasma?

    1 answer

    1. 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).

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  6. What are the GSH levels in human tissues?

    1 answer

    1. 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.

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