AMPA is one of the primary degradation products of the herbicideglyphosate[4] and the related chemical glyphosat-trimesium.[1]
AMPA has the potential to be broken down further by manganese oxide in laboratory conditions, however in soil manganese oxide is usually only present in trace amounts.[5] Microbial degradation of AMPA is the more likely degradation pathway, where it degrades into phosphoric acid[6][7] and ultimately to carbon dioxide and inorganic phosphate.[8]
Toxicityedit
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.[9]
Referencesedit
^ ab"(Aminomethyl)phosphonic acid". PubChem. NLM. Retrieved 10 July 2022.
^Fagan, John; Bohlen, Larry; Patton, Sharyle; Klein, Kendra (October 2020). "Organic diet intervention significantly reduces urinary glyphosate levels in U.S. children and adults". Environmental Research. 189: 109898. Bibcode:2020ER....189j9898F. doi:10.1016/j.envres.2020.109898. PMID 32797996.
^Zuliang Chen, Wenxiang He, Michael Beer, Mallavarapu Megharaj, Ravendra Naidu (2009-05-15). "Speciation of glyphosate, phosphate and aminomethylphosphonic acid in soil extracts by ion chromatography with inductively coupled plasma mass spectrometry with an octopole reaction system". Talanta. 78 (3): 852–856. doi:10.1016/j.talanta.2008.12.052. PMID 19269440.{{cite journal}}: CS1 maint: multiple names: authors list (link)
^Environmental Fate of Glyphosate 2012-04-20 at the Wayback Machine, Jeff Schuette, Department of Pesticide Regulation, California
^K. A. Barrett and M. B. McBride. Oxidative Degradation of Glyphosate and Aminomethylphosphonate by Manganese Oxide. Environ. Sci. Technol., 2005, 39 (23), pp 9223–9228
^Pipke R, Amrhein N. (1988) Isolation and characterization of a mutant of Arthrobacter sp. strain GLP-1 which utilizes the herbicide glyphosate as its sole source of phosphorus and nitrogen. Applied and Environmental Microbiology 54(11): 2868-2870.
^Forlani G, Mangiagalli A, Nielsen E, Suardi CM. (1999) Degradation of the phosphonate herbicide glyphosate in soil: Evidence for a possible involvement of unculturable microorganisms. Soil Biology and Biochemistry 31: 991-997
^Backgrounder: Glyphosate does not degrade to phosphorous acid in the environment. Monsanto. 2005
^Pesticide Residues in Food - 1997, FAO Panel of Experts on Pesticide Residues in Food and the Environment and the WHO Core Assessment Group
External linksedit
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
January 01, 1970
aminomethylphosphonic, acid, confused, with, ampa, ampa, weak, organic, acid, with, phosphonic, acid, group, names, preferred, iupac, name, aminomethyl, phosphonic, acid, other, names, aminomethanephosphonic, acid, identifiers, number, 1066, model, jsmol, inte. Not to be confused with AMPA Aminomethylphosphonic acid AMPA is a weak organic acid with a phosphonic acid group Aminomethylphosphonic acid Names Preferred IUPAC name Aminomethyl phosphonic acid Other names Aminomethanephosphonic acid Identifiers CAS Number 1066 51 9 Y 3D model JSmol Interactive image Abbreviations AMPA AMeP ChEBI CHEBI 28812 ChemSpider 13399 ECHA InfoCard 100 152 014 PubChem CID 14017 UNII 90825O5C1U Y CompTox Dashboard EPA DTXSID5037490 InChI InChI 1S CH6NO3P c2 1 6 3 4 5 h1 2H2 H2 3 4 5 Key MGRVRXRGTBOSHW UHFFFAOYSA NInChI 1 CH6NO3P c2 1 6 3 4 5 h1 2H2 H2 3 4 5 Key MGRVRXRGTBOSHW UHFFFAOYAF SMILES O P O O CN Properties Chemical formula C H 6N O 3P Molar mass 111 037 g mol 1 Appearance Solid Melting point 338 to 344 C 640 to 651 F 611 to 617 K Acidity pKa 0 4 Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Infobox references Contents 1 Application 2 Environmental fate 3 Toxicity 4 References 5 External linksApplication editAMPA apparently can be used as biocide and pesticide 1 AMPA is also used in research to assess the exposure of glyphosate 2 nbsp Structures of AMPA in different pH ranges 3 Environmental fate editAMPA is one of the primary degradation products of the herbicide glyphosate 4 and the related chemical glyphosat trimesium 1 AMPA has the potential to be broken down further by manganese oxide in laboratory conditions however in soil manganese oxide is usually only present in trace amounts 5 Microbial degradation of AMPA is the more likely degradation pathway where it degrades into phosphoric acid 6 7 and ultimately to carbon dioxide and inorganic phosphate 8 Toxicity editAMPA 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 9 References edit a b Aminomethyl phosphonic acid PubChem NLM Retrieved 10 July 2022 Fagan John Bohlen Larry Patton Sharyle Klein Kendra October 2020 Organic diet intervention significantly reduces urinary glyphosate levels in U S children and adults Environmental Research 189 109898 Bibcode 2020ER 189j9898F doi 10 1016 j envres 2020 109898 PMID 32797996 Zuliang Chen Wenxiang He Michael Beer Mallavarapu Megharaj Ravendra Naidu 2009 05 15 Speciation of glyphosate phosphate and aminomethylphosphonic acid in soil extracts by ion chromatography with inductively coupled plasma mass spectrometry with an octopole reaction system Talanta 78 3 852 856 doi 10 1016 j talanta 2008 12 052 PMID 19269440 a href Template Cite journal html title Template Cite journal cite journal a CS1 maint multiple names authors list link Environmental Fate of Glyphosate Archived 2012 04 20 at the Wayback Machine Jeff Schuette Department of Pesticide Regulation California K A Barrett and M B McBride Oxidative Degradation of Glyphosate and Aminomethylphosphonate by Manganese Oxide Environ Sci Technol 2005 39 23 pp 9223 9228 Pipke R Amrhein N 1988 Isolation and characterization of a mutant of Arthrobacter sp strain GLP 1 which utilizes the herbicide glyphosate as its sole source of phosphorus and nitrogen Applied and Environmental Microbiology 54 11 2868 2870 Forlani G Mangiagalli A Nielsen E Suardi CM 1999 Degradation of the phosphonate herbicide glyphosate in soil Evidence for a possible involvement of unculturable microorganisms Soil Biology and Biochemistry 31 991 997 Backgrounder Glyphosate does not degrade to phosphorous acid in the environment Monsanto 2005 Pesticide Residues in Food 1997 FAO Panel of Experts on Pesticide Residues in Food and the Environment and the WHO Core Assessment GroupExternal links editConcentrations 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 Retrieved from https en wikipedia org w index php title Aminomethylphosphonic acid amp oldid 1197015873, wikipedia, wiki, book, books, library,
