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Aminomethylphosphonic acid (AMPA) is a
aminophosphonate Aminophosphonates are organophosphorus compounds with the formula (RO)2P(O)CH2NR2. These compounds are structural analogues of amino acids in which a carboxylic moiety is replaced by phosphonic acid or related groups. Acting as antagonists of am ...
with a weak phosphonic acid group.


Application

AMPA apparently can be used as biocide and pesticide. AMPA is also used in research to assess the exposure of glyphosate.


Environmental fate

AMPA is one of the primary degradation products of the
herbicide Herbicides (, ), also commonly known as weed killers, are substances used to control undesired plants, also known as weeds.EPA. February 201Pesticides Industry. Sales and Usage 2006 and 2007: Market Estimates. Summary in press releasMain page f ...
glyphosate Glyphosate (IUPAC name: ''N''-(phosphonomethyl)glycine) is a broad-spectrum systemic herbicide and crop desiccant. It is an organophosphorus compound, specifically a phosphonate, which acts by EPSP inhibitor, inhibiting the plant enzyme 5-en ...
. In addition, it is a degradation product of other
aminophosphonate Aminophosphonates are organophosphorus compounds with the formula (RO)2P(O)CH2NR2. These compounds are structural analogues of amino acids in which a carboxylic moiety is replaced by phosphonic acid or related groups. Acting as antagonists of am ...
s, which have applications as antiscalant and
water treatment Water treatment is any process that improves the quality of water to make it appropriate for a specific end-use. The end use may be drinking, industrial water supply, irrigation, river flow maintenance, water recreation or many other uses, ...
. AMPA was found in the final
effluent Effluent is wastewater from sewers or industrial outfalls that flows directly into surface waters, either untreated or after being treated at a facility. The term has slightly different meanings in certain contexts, and may contain various pol ...
of some
wastewater treatment Wastewater treatment is a process which removes and eliminates contaminants from wastewater. It thus converts it into an effluent that can be returned to the water cycle. Once back in the water cycle, the effluent creates an acceptable impact on ...
plants at concentrations of up to 10μg/l. AMPA can be detected after membrane filtration. AMPA has the potential to be broken down further by
manganese oxide Manganese oxide is any of a variety of manganese oxides and hydroxides.Wells A.F. (1984) ''Structural inorganic chemistry'' 5th edition Oxford Science Publications, . These include * Manganese(II) oxide, MnO * Manganese(II,III) oxide, Mn3O4 * Man ...
in laboratory conditions, however in soil manganese oxide is usually only present in trace amounts. Microbial degradation of AMPA is the more likely degradation pathway, where it degrades into
phosphoric acid Phosphoric acid (orthophosphoric acid, monophosphoric acid or phosphoric(V) acid) is a colorless, odorless phosphorus-containing solid, and inorganic compound with the chemical formula . It is commonly encountered as an 85% aqueous solution, ...
and ultimately to
carbon dioxide Carbon dioxide is a chemical compound with the chemical formula . It is made up of molecules that each have one carbon atom covalent bond, covalently double bonded to two oxygen atoms. It is found in a gas state at room temperature and at norma ...
and inorganic
phosphate Phosphates are the naturally occurring form of the element phosphorus. In chemistry, a phosphate is an anion, salt, functional group or ester derived from a phosphoric acid. It most commonly means orthophosphate, a derivative of orthop ...
.


Toxicity

AMPA has toxicity which is comparable to that of glyphosate and it is therefore considered to be of similar toxicological concern (harmful in greater than 0.5 parts per million) as glyphosate itself.Pesticide Residues in Food - 1997
FAO Panel of Experts on Pesticide Residues in Food and the Environment and the WHO Core Assessment Group


References

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External links


Concentrations of Glyphosate, Its Degradation Product, Aminomethylphosphonic Acid, and Glufosinate in Ground- and Surface-Water, Rainfall, and Soil Samples Collected in the United States, 2001-06
United States Geological Survey The United States Geological Survey (USGS), founded as the Geological Survey, is an agency of the U.S. Department of the Interior whose work spans the disciplines of biology, geography, geology, and hydrology. The agency was founded on Mar ...
Phosphonic acids Chelating agents Aminomethyl compounds