219339
L-Ethionine
98%
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:
12352103
PubChem Substance ID:
Assay
98%
optical activity
[α]22/D +21.7°, c = 1 in 1 M HCl
mp
280 °C (dec.) (lit.)
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.
Signal Word
Warning
Hazard Statements
Precautionary Statements
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
Regulatory Information
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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
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.
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, 396(5), 1681-1689 (2010-01-21)
This work addresses the subject of time-series analysis of comprehensive (1)H-NMR data of biological origin. One of the problems with toxicological and efficacy studies is the confounding of correlation between the administered drug, its metabolites and the systemic changes in
Noémi Van Hul et al.
The American journal of pathology, 179(4), 1839-1850 (2011-08-23)
Activation of myofibroblasts (MF) and extracellular matrix (ECM) deposition predispose the expansion and differentiation of liver progenitor cells (LPC) during chronic liver injury. Because Kupffer cells (KC) are active modulators of tissue response and fibrosis, we analyzed their role in
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