Ethionine

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Ethionine
IUPAC name 2-Amino-4-ethylsulfanylbutyric acid
Other names S-Ethyl-L-homocysteine
Identifiers
CAS number [13073-35-3]
PubChem 25674
SMILES CCSCC[C@@H](C(=O)O)N
Properties
Molecular formula C6H13NO2S
Molar mass 163.239 g/mol
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

Ethionine is a non-proteinogenic amino acid structurally related to methionine, with an ethyl group in place of the methyl group.

Ethionine is an antimetabolite and methionine antagonist. It prevents amino acid incorporation into proteins and interferes with cellular use of adenosine triphosphate (ATP). Because of these pharmacological effects, ethionine is highly toxic and is a potent carcinogen.[1]

[edit] References

  1. ^ Narayan Shivapurkar, Mary J. Wilson and Lionel A. Poirier (1984). "Hypomethylation of DNA in ethionine-fed rats". Carcinogensis 5 (8): 989-992. doi:10.1093/carcin/5.8.989. 

[edit] External links