Arsenobetaine
   HOME

TheInfoList



OR:

Arsenobetaine is an
organoarsenic compound Organoarsenic chemistry is the chemistry of compounds containing a chemical bond between arsenic and carbon. A few organoarsenic compounds, also called "organoarsenicals," are produced industrially with uses as insecticides, herbicides, and fun ...
that is the main source of
arsenic Arsenic is a chemical element with the symbol As and atomic number 33. Arsenic occurs in many minerals, usually in combination with sulfur and metals, but also as a pure elemental crystal. Arsenic is a metalloid. It has various allotropes, b ...
found in
fish Fish are Aquatic animal, aquatic, craniate, gill-bearing animals that lack Limb (anatomy), limbs with Digit (anatomy), digits. Included in this definition are the living hagfish, lampreys, and Chondrichthyes, cartilaginous and bony fish as we ...
. It is the arsenic analog of trimethylglycine, commonly known as betaine. The biochemistry and its
biosynthesis Biosynthesis is a multi-step, enzyme-catalyzed process where substrates are converted into more complex products in living organisms. In biosynthesis, simple compounds are modified, converted into other compounds, or joined to form macromolecul ...
are similar to those of
choline Choline is an essential nutrient for humans and many other animals. Choline occurs as a cation that forms various salts (X− in the depicted formula is an undefined counteranion). Humans are capable of some ''de novo synthesis'' of choline but r ...
and betaine. Arsenobetaine is a common substance in marine biological systems and unlike many other organoarsenic compounds, such as trimethylarsine, it is relatively non-toxic. The compound may play a similar role as
urea Urea, also known as carbamide, is an organic compound with chemical formula . This amide has two amino groups (–) joined by a carbonyl functional group (–C(=O)–). It is thus the simplest amide of carbamic acid. Urea serves an important ...
does for nitrogen, as a non-toxic waste compound made in the bodies of animals to dispose of the relevant element. 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.


Safety

Whereas arsenous acid (As(OH)3) has an
LD50 In toxicology, the median lethal dose, LD50 (abbreviation for "lethal dose, 50%"), LC50 (lethal concentration, 50%) or LCt50 is a toxic unit that measures the lethal dose of a toxin, radiation, or pathogen. The value of LD50 for a substance is the ...
(mice) of 34.5 mg/kg (mice), the LD50 for the arsenobetaine exceeds 10 g/kg.


References


Further reading

*{{ cite book , author = Craig, P. J. , title = Organometallic Compounds in the Environment , edition = 2nd , year = 2003 , pages = 415 , isbn = 978-0-471-89993-8 , location = Chichester , publisher = John Wiley and Sons , url = https://books.google.com/books?id=zdjwlDvtzUYC Organoarsenic compounds Zwitterions Quaternary compounds