Chemistry:Ethionine
From HandWiki
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| IUPAC name
2-Amino-4-ethylsulfanylbutyric acid
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| Other names
S-Ethyl-L-homocysteine
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3D model (JSmol)
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| Properties | |
| C6H13NO2S | |
| Molar mass | 163.239 g/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
 verify (what is   ?)
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| Infobox 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]
Ethionine has been found to naturally occur in the edible pulp of the durian fruit, and postulated to be a biosynthetic precursor for ethanethiol and other strong odorants found in the fruit.[2]
References
- ↑ Narayan Shivapurkar, Mary J. Wilson and Lionel A. Poirier (1984). "Hypomethylation of DNA in ethionine-fed rats". Carcinogenesis 5 (8): 989–992. doi:10.1093/carcin/5.8.989. PMID 6744518.
- ↑ Nadine S. Fischer and Martin Steinhaus (2020). "Identification of an Important Odorant Precursor in Durian: First Evidence of Ethionine in Plants". Journal of Agricultural and Food Chemistry 68 (38): 10397–10402. doi:10.1021/acs.jafc.9b07065. PMID 31825619.
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