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E1260

Sigma-Aldrich

L-Ethionine

≥99% (TLC)

Synonym(s):

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

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About This Item

Linear Formula:
C2H5SCH2CH2CH(NH2)CO2H
CAS Number:
Molecular Weight:
163.24
EC Number:
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26

product name

L-Ethionine, ≥99% (TLC)

assay

≥99% (TLC)

form

powder

color

white

mp

280 °C (dec.) (lit.)

storage temp.

−20°C

SMILES string

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

InChI key

GGLZPLKKBSSKCX-YFKPBYRVSA-N

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Biochem/physiol Actions

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.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

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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
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.
Yiannis N Kallis et al.
Gut, 60(4), 525-533 (2010-11-26)
In advanced liver damage, hepatic regeneration can occur through proliferation of a resident hepatic progenitor cell (HPC) population. HPCs are located within a designated niche in close association with myofibroblasts and bone marrow (BM) derived macrophages. Extra-cellular matrix (ECM) laminin
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
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

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