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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:
13073-35-3
Molecular Weight:
163.24
EC Number:
235-966-4
MDL number:
MFCD00002626
UNSPSC Code:
12352209
PubChem Substance ID:
24894397
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
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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
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.
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
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