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Merck
CN

E1260

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
NACRES:
NA.26
PubChem Substance ID:
UNSPSC Code:
12352209
EC Number:
235-966-4
MDL number:
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Product Name

L-Ethionine, ≥99% (TLC)

InChI key

GGLZPLKKBSSKCX-YFKPBYRVSA-N

InChI

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

SMILES string

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

assay

≥99% (TLC)

form

powder

color

white

mp

280 °C (dec.) (lit.)

storage temp.

−20°C

Quality Level

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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.

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Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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
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.
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

Articles

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.

Cancer research has revealed that the classical model of carcinogenesis, a three step process consisting of initiation, promotion, and progression, is not complete.

DNA损伤和修复机制对于维持DNA完整性至关重要。细胞DNA的损伤与突变、癌症发展等有关。

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