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Arsenobetaine

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Arsenobetaine
Structural formula of arsenobetaine
Names
Preferred IUPAC name 2-Trimethylarsoniumylacetate
Systematic IUPAC name 2-(Trimethylarsaniumyl)acetate
Identifiers
3D model (JSmol)
Beilstein Reference 3933180
ECHA InfoCard 100.162.654 Edit this at Wikidata
MeSH Arsenobetaine
PubChem CID
RTECS number
  • CH9750000
CompTox Dashboard (EPA)
SMILES
  • C(C)(C)CC(=O)
  • C(C)(C)CC()=O
Properties
Chemical formula C5H11AsO2
Molar mass 177.997501013 g mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

Arsenobetaine is an organoarsenic compound that is the main source of arsenic found in fish. It is the arsenic analog of trimethylglycine, commonly known as betaine. The biochemistry and its biosynthesis are similar to those of choline and betaine.

Arsenobetaine is a common substance in marine biological systems and unlike many other organoarsenic compounds, such as dimethylarsine and trimethylarsine, it is relatively non-toxic.

It has been known since 1920 that marine fish contain organoarsenic compounds, but it was not until 1977 that the chemical structure of the most predominant compound arsenobetaine was determined.

References

  1. Environmental Chemistry, 2005, Volume 2, Issue 3
  2. John S. Edmonds, Kevin A. Francesconi, Jack R. Cannon, Colin L. Raston, Brian W. Skelton and Allan H. White (1977). "Isolation, crystal structure and synthesis of arsenobetaine, the arsenical constituent of the western rock lobster panulirus longipes cygnus George". Tetrahedron Letters. 18 (18): 1543–1546. doi:10.1016/S0040-4039(01)93098-9.{{cite journal}}: CS1 maint: multiple names: authors list (link)

Further reading

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