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Ethionine-induced inhibition of protein synthesis and lowering of ATP level in the liver.

ChEBI: An S-ethylhomocysteine that has S-configuration at the chiral centre.

An analog of methionine th at interferes with the normal methylation of DNA and other methylation pathwaysand induces pancreatic toxicity and liver cancer. Howeverin animal studiesit has also been shown to act synergistically with methionine-depletion to block the growth and metastasis of methionine-dependent tumors.

Likely impurities are N-acetyl-(R and S)-ethionine, S-methionine, and R-ethionine. Crystallise it from water by adding 4volumes of EtOH or 85% aqueous EtOH. It sublimes at 196-216o/0.3mm with 99.1% recovery and unracemised [Gross & Gradsky J Am Chem Soc 77 1678 1955]. [Weiss & Stekol J Am Chem Soc 73 2399 1951, Greenstein & Winitz The Chemistry of the Amino Acids J. Wiley, Vol 3 pp 2658, 2659 1961, Beilstein 4 IV 3194.]