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Merck

E1260

Sigma-Aldrich

L-Ethionine

≥99% (TLC)

Sinónimos:

L-2-Amino-4-(ethylthio)butyric acid

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About This Item

Fórmula lineal:
C2H5SCH2CH2CH(NH2)CO2H
Número de CAS:
Peso molecular:
163.24
Número CE:
Número MDL:
Código UNSPSC:
12352209
ID de la sustancia en PubChem:
NACRES:
NA.26

Nombre del producto

L-Ethionine, ≥99% (TLC)

Nivel de calidad

Ensayo

≥99% (TLC)

Formulario

powder

color

white

mp

280 °C (dec.) (lit.)

temp. de almacenamiento

−20°C

cadena SMILES

CCSCC[C@H](N)C(O)=O

InChI

1S/C6H13NO2S/c1-2-10-4-3-5(7)6(8)9/h5H,2-4,7H2,1H3,(H,8,9)/t5-/m0/s1

Clave InChI

GGLZPLKKBSSKCX-YFKPBYRVSA-N

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Acciones bioquímicas o fisiológicas

An analog of methionine that interferes with the normal methylation of DNA and other methylation pathways, and induces pancreatic toxicity and liver cancer. However, in animal studies, it has also been shown to act synergistically with methionine-depletion to block the growth and metastasis of methionine-dependent tumors.

Pictogramas

Exclamation mark

Palabra de señalización

Warning

Frases de peligro

Clasificaciones de peligro

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Órganos de actuación

Respiratory system

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Gloves


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Aymeric Goyer et al.
Plant & cell physiology, 48(2), 232-242 (2006-12-16)
Methionine gamma-lyase (MGL) catalyzes the degradation of L-methionine to alpha-ketobutyrate, methanethiol and ammonia. The Arabidopsis (Arabidopsis thaliana) genome includes a single gene (At1g64660) encoding a protein (AtMGL) with approximately 35% identity to bacterial and protozoan MGLs. When overexpressed in Escherichia
Moncef Benkhalifa et al.
Fertility and sterility, 93(5), 1585-1590 (2009-04-14)
To investigate whether homocysteine, a well known inhibitor of methylation, which is produced after imprinting and other methylation processes, can be recycled to methionine in the oocyte, at least until the stage of maternal to zygotic transition (i.e., four- to
Shuntaro Ikeda et al.
The Journal of reproduction and development, 58(1), 91-97 (2011-11-05)
The roles of methionine metabolism in bovine preimplantation embryo development were investigated by using ethionine, an antimetabolite of methionine. In vitro produced bovine embryos that had developed to the 5-cell stage or more at 72 h after the commencement of
Joanne N Tonkin et al.
Stem cell research, 1(3), 195-204 (2009-04-23)
Liver progenitor (oval) cells have enormous potential in the treatment of patients with liver disease using a cell therapy approach, but their use is limited by their scarcity and the number of donor livers from which they can be derived.
Erik Alm et al.
Analytical and bioanalytical chemistry, 403(2), 443-455 (2012-03-01)
In (1)H NMR metabolomic datasets, there are often over a thousand peaks per spectrum, many of which change position drastically between samples. Automatic alignment, annotation, and quantification of all the metabolites of interest in such datasets have not been feasible.

Artículos

DNA damage and repair mechanism is vital for maintaining DNA integrity. Damage to cellular DNA is involved in mutagenesis, the development of cancer among others.

Carcinogenesis and Epigenetics

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