1066-51-9 | (Aminomethyl)phosphonic acid

Packsize	Purity	Availability	Price	Discounted Price
250mg	97%	in stock	$7.00	$5.00
1g	97%	in stock	$15.00	$11.00
5g	97%	in stock	$43.00	$31.00
100g	97%	in stock	$758.00	$531.00

Description

• Catalog Number: AB55299
• Chemical Name: (Aminomethyl)phosphonic acid
• CAS Number: 1066-51-9
• Molecular Formula: CH6NO3P
• Molecular Weight: 111.03700099999999
• MDL Number: MFCD00008105
• SMILES: NCP(=O)(O)O
• NSC Number: 30076

Computed Properties

• Complexity: 74.9
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 6
• Hydrogen Bond Acceptor Count: 4
• Hydrogen Bond Donor Count: 3
• Rotatable Bond Count: 1
• XLogP3: -4.7

Upstream Synthesis Route

(Aminomethyl)phosphonic acid, also known as AMPA, is a versatile compound that finds wide application in chemical synthesis. Due to its unique structure containing a phosphonic acid group and an amino group, AMPA is a valuable building block in the production of various organic compounds. In chemical synthesis, AMPA acts as a key intermediate in the preparation of phosphorus-containing molecules, such as phosphonates and phosphonamides. It serves as a precursor in the synthesis of herbicides, pesticides, and pharmaceuticals. Additionally, AMPA can be used as a chelating agent in metal complexation reactions, enabling the formation of stable metal complexes with specific properties.Moreover, AMPA is utilized in the production of flame retardants, corrosion inhibitors, and surfactants. Its ability to form strong bonds with metal ions makes it an essential component in industrial processes, such as water treatment and metal surface modification. Overall, the diverse applications of (Aminomethyl)phosphonic acid highlight its significance in chemical synthesis and its role in the development of advanced materials and compounds.

Literature

• Aminomethylphosphonic acid and methoxyacetic acid induce apoptosis in prostate cancer cells.

  International journal of molecular sciences 20150501

• Utilization of glyphosate as phosphate source: biochemistry and genetics of bacterial carbon-phosphorus lyase.

  Microbiology and molecular biology reviews : MMBR 20140301

• Glyphosate and AMPA inhibit cancer cell growth through inhibiting intracellular glycine synthesis.

  Drug design, development and therapy 20130101

• Development and application of a liquid chromatography-mass spectrometry method to evaluate the glyphosate and aminomethylphosphonic acid dissipation in maize plants after foliar treatment.

  Journal of agricultural and food chemistry 20120425

• Occurrence of glyphosate and acidic herbicides in select urban rivers and streams in Canada, 2007.

  Environmental science and pollution research international 20120301

• Pool of resistance mechanisms to glyphosate in Digitaria insularis.

  Journal of agricultural and food chemistry 20120118

• Fate and transport of glyphosate and aminomethylphosphonic acid in surface waters of agricultural basins.

  Pest management science 20120101

• Isoflavones-Enriched Soy Protein Prevents CCL(4)-Induced Hepatotoxicity in Rats.

  ISRN pharmacology 20120101

• Dissipation of glyphosate and aminomethylphosphonic acid in water and sediment of two Canadian prairie wetlands.

  Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes 20120101

• [Determination of glyphosate and aminomethylphosphonic acid in rice using hydrophilic interaction chromatography-tandem mass spectrometry].

  Se pu = Chinese journal of chromatography 20120101

• Catabolism and detoxification of 1-aminoalkylphosphonic acids: N-acetylation by the phnO gene product.

  PloS one 20120101

• Study of liquid chromatography/electrospray ionization mass spectrometry matrix effect on the example of glyphosate analysis from cereals.

  Rapid communications in mass spectrometry : RCM 20111115

• Electric field-driven extraction of lipophilic anions across a carrier-mediated polymer inclusion membrane.

  Analytical chemistry 20111001

• Direct aqueous determination of glyphosate and related compounds by liquid chromatography/tandem mass spectrometry using reversed-phase and weak anion-exchange mixed-mode column.

  Journal of chromatography. A 20110819

• Rapid determination of glyphosate, glufosinate, bialaphos, and their major metabolites in serum by liquid chromatography-tandem mass spectrometry using hydrophilic interaction chromatography.

  Journal of chromatography. A 20110610

• Glyphosate degradation in glyphosate-resistant and -susceptible crops and weeds.

  Journal of agricultural and food chemistry 20110608

• New approaches to identification and activity estimation of glyphosate degradation enzymes.

  Biochemistry. Biokhimiia 20110601

• Comparative studies on the retardation and reduction of glyphosate during subsurface passage.

  Water research 20110501

• Physiological responses of glyphosate-resistant and glyphosate-sensitive soybean to aminomethylphosphonic acid, a metabolite of glyphosate.

  Chemosphere 20110401

• Occurrence and fate of the herbicide glyphosate and its degradate aminomethylphosphonic acid in the atmosphere.

  Environmental toxicology and chemistry 20110301

• Optimization of extraction procedure and chromatographic separation of glyphosate, glufosinate and aminomethylphosphonic acid in soil.

  Analytical and bioanalytical chemistry 20110201

• Defined plant extracts can protect human cells against combined xenobiotic effects.

  Journal of occupational medicine and toxicology (London, England) 20110101

• Laboratory and lysimeter studies of glyphosate and aminomethylphosphonic acid in a sand and a clay soil.

  Journal of environmental quality 20110101

• Development and validation of a liquid chromatography-fluorescence-mass spectrometry method to measure glyphosate and aminomethylphosphonic acid in rat plasma.

  Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20101201

• Comparative environmental impacts of glyphosate and conventional herbicides when used with glyphosate-tolerant and non-tolerant crops.

  Environmental pollution (Barking, Essex : 1987) 20101001

• Charge density distribution in aminomethylphosphonic acid.

  Acta crystallographica. Section B, Structural science 20101001

• Dynamic supported liquid membrane tip extraction of glyphosate and aminomethylphosphonic acid followed by capillary electrophoresis with contactless conductivity detection.

  Journal of chromatography. A 20100910

• Impacts of mixtures of herbicides on molecular and physiological responses of the European flounder Platichthys flesus.

  Comparative biochemistry and physiology. Toxicology & pharmacology : CBP 20100901

• An amperometric method for the detection of amitrole, glyphosate and its aminomethyl-phosphonic acid metabolite in environmental waters using passive samplers.

  Analytica chimica acta 20100824

• [Determination of glyphosate and aminomethylphosphonic acid in rice using liquid chromatography-tandem mass spectrometry].

  Se pu = Chinese journal of chromatography 20100801

• Effect of suppressor current intensity on the determination of glyphosate and aminomethylphosphonic acid by suppressed conductivity ion chromatography.

  Journal of chromatography. A 20100528

• Enrichment and low-level determination of glyphosate, aminomethylphosphonic acid and glufosinate in drinking water after cleanup by cation exchange resin.

  Journal of separation science 20100401

• Determination of glyphosate and its metabolites in plant material by reversed-polarity CE with indirect absorptiometric detection.

  Electrophoresis 20100401

• Dig1 protects against cell death provoked by glyphosate-based herbicides in human liver cell lines.

  Journal of occupational medicine and toxicology (London, England) 20100101

• Degradation of 14C-glyphosate and aminomethylphosphonic acid (AMPA) in three agricultural soils.

  Journal of environmental sciences (China) 20100101

• Effects of glyphosate-resistant crop cultivation on soil and water quality.

  GM crops 20100101

• Microscale solid phase extraction of glyphosate and aminomethylphosphonic acid in water and guava fruit extract using alumina-coated iron oxide nanoparticles followed by capillary electrophoresis and electrochemiluminescence detection.

  Journal of chromatography. A 20091204

• Toxicokinetics of glyphosate and its metabolite aminomethyl phosphonic acid in rats.

  Toxicology letters 20091008

• Delayed degradation in soil of foliar herbicides glyphosate and sulcotrione previously absorbed by plants: consequences on herbicide fate and risk assessment.

  Chemosphere 20091001

• Transfer of glyphosate and its degradate AMPA to surface waters through urban sewerage systems.

  Chemosphere 20090901

• The occurrence of glyphosate, atrazine, and other pesticides in vernal pools and adjacent streams in Washington, DC, Maryland, Iowa, and Wyoming, 2005-2006.

  Environmental monitoring and assessment 20090801

• Decontamination of aqueous glyphosate, (aminomethyl)phosphonic acid, and glufosinate solutions by electro-fenton-like process with Mn2+ as the catalyst.

  Journal of agricultural and food chemistry 20090610

• 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 20090515

• Constant pressure-assisted head-column field-amplified sample injection in combination with in-capillary derivatization for enhancing the sensitivity of capillary electrophoresis.

  Journal of chromatography. A 20090515

• An alternative and fast method for determination of glyphosate and aminomethylphosphonic acid (AMPA) residues in soybean using liquid chromatography coupled with tandem mass spectrometry.

  Rapid communications in mass spectrometry : RCM 20090401

• Genotoxicity of AMPA, the environmental metabolite of glyphosate, assessed by the Comet assay and cytogenetic tests.

  Ecotoxicology and environmental safety 20090301

• A measure of endosomal pH by flow cytometry in Dictyostelium.

  BMC research notes 20090101

• SHMT1 and SHMT2 are functionally redundant in nuclear de novo thymidylate biosynthesis.

  PloS one 20090101

• Characterisation of Campylobacter jejuni genes potentially involved in phosphonate degradation.

  Gut pathogens 20090101

• New approaches for determination of glyphosate and aminomethylphosphonic acid from different tea samples--prospects and limits of cleanup with molecularly imprinted polymer and titanium dioxide.

  Journal of AOAC International 20090101

• Efficiency of a bagasse substrate in a biological bed system for the degradation of glyphosate, malathion and lambda-cyhalothrin under tropical climate conditions.

  Pest management science 20081201

• Determination of glyphosate, glyphosate metabolites, and glufosinate in human serum by gas chromatography-mass spectrometry.

  Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20081115

• Rapid and direct determination of glyphosate and aminomethylphosphonic acid in water using anion-exchange chromatography with coulometric detection.

  Journal of chromatography. A 20081024

• A theoretical study of medium effects on the structure of the glycine analogue aminomethylphosphonic acid.

  Physical chemistry chemical physics : PCCP 20080928

• An ATR-FTIR study of different phosphonic acids in aqueous solution.

  Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20080701

• Ultratrace-level determination of glyphosate, aminomethylphosphonic acid and glufosinate in natural waters by solid-phase extraction followed by liquid chromatography-tandem mass spectrometry: performance tuning of derivatization, enrichment and detection.

  Analytical and bioanalytical chemistry 20080701

• Fate and availability of glyphosate and AMPA in agricultural soil.

  Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes 20080601

• Micro-scale membrane extraction of glyphosate and aminomethylphosphonic acid in water followed by high-performance liquid chromatography and post-column derivatization with fluorescence detector.

  Journal of chromatography. A 20080502

• Determination of glyphosate and AMPA in surface and waste water using high-performance ion chromatography coupled to inductively coupled plasma dynamic reaction cell mass spectrometry (HPIC-ICP-DRC-MS).

  Analytical and bioanalytical chemistry 20080501

• Occurrence of glyphosate in surface waters of Southern Ontario.

  Bulletin of environmental contamination and toxicology 20080401

• Aminomethylphosphonic acid accumulation in plant species treated with glyphosate.

  Journal of agricultural and food chemistry 20080326

• Measurement and modelling of glyphosate fate compared with that of herbicides replaced as a result of the introduction of glyphosate-resistant oilseed rape.

  Pest management science 20080301

• Longitudinal changes in microbial planktonic communities of a French river in relation to pesticide and nutrient inputs.

  Aquatic toxicology (Amsterdam, Netherlands) 20080218

• Analysis of glyphosate and aminomethylphosphonic acid by capillary electrophoresis with electrochemiluminescence detection.

  Journal of chromatography. A 20080104

• Influence of complexation phenomena with multivalent cations on the analysis of glyphosate and aminomethyl phosphonic acid in water.

  Journal of chromatography. A 20071221

• Surface-enhanced Raman spectroscopy for uranium detection and analysis in environmental samples.

  Analytica chimica acta 20071212

• Concentrations and specific loads of glyphosate, diuron, atrazine, nonylphenol and metabolites thereof in French urban sewage sludge.

  Chemosphere 20071101

• Photodegradation of glyphosate in the ferrioxalate system.

  Journal of hazardous materials 20070905

• Unusual transformations in the biosynthesis of the antibiotic phosphinothricin tripeptide.

  Nature chemical biology 20070801

• [Determination of glyphosate and aminomethylphosphonic acid residues in foods using high performance liquid chromatography-mass spectrometry/mass spectrometry].

  Se pu = Chinese journal of chromatography 20070701

• Solid phase extraction of phosphorus-containing amino acid-type herbicides and their metabolites from human blood with titania for determination by capillary electrophoresis.

  Analytical sciences : the international journal of the Japan Society for Analytical Chemistry 20070601

• In-capillary derivatization and laser-induced fluorescence detection for the analysis of organophosphorus pesticides by micellar electrokinetic chromatography.

  Journal of chromatography. A 20070518

• Glyphosate and AMPA analysis in sewage sludge by LC-ESI-MS/MS after FMOC derivatization on strong anion-exchange resin as solid support.

  Analytical chemistry 20070515

• Re-evaluation of glyphosate determination in water by liquid chromatography coupled to electrospray tandem mass spectrometry.

  Journal of chromatography. A 20061117

• Urban contributions of glyphosate and its degradate AMPA to streams in the United States.

  The Science of the total environment 20060201

• Agricultural pesticide residues in farm ditches of the Lower Fraser Valley, British Columbia, Canada.

  Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes 20060101

• Determination of glyphosate and phosphate in water by ion chromatography--inductively coupled plasma mass spectrometry detection.

  Journal of chromatography. A 20051230

• Rapid and sensitive determination of phosphorus-containing amino acid herbicides in soil samples by capillary zone electrophoresis with diode laser-induced fluorescence detection.

  Electrophoresis 20051201

• Oxidative degradation of glyphosate and aminomethylphosphonate by manganese oxide.

  Environmental science & technology 20051201

• Determination of glyphosate and its metabolite aminomethylphosphonic acid in fruit juices using supported-liquid membrane preconcentration method with high-performance liquid chromatography and UV detection after derivatization with p-toluenesulphonyl chloride.

  Journal of chromatography. A 20051104

• Matrix solid-phase dispersion extraction and determination by high-performance liquid chromatography with fluorescence detection of residues of glyphosate and aminomethylphosphonic acid in tomato fruit.

  Journal of chromatography. A 20051104

• Efficacy and fate of glyphosate on Swedish railway embankments.

  Pest management science 20050901

• Environmental fate of herbicides trifluralin, metazachlor, metamitron and sulcotrione compared with that of glyphosate, a substitute broad spectrum herbicide for different glyphosate-resistant crops.

  Pest management science 20050901

• Residue determination of glyphosate, glufosinate and aminomethylphosphonic acid in water and soil samples by liquid chromatography coupled to electrospray tandem mass spectrometry.

  Journal of chromatography. A 20050722

• Glyphosate immunosensor. Application for water and soil analysis.

  Analytical chemistry 20050701

• Differential effects of glyphosate and roundup on human placental cells and aromatase.

  Environmental health perspectives 20050601

• The potential of inductively coupled plasma-mass spectrometric detection for capillary electrophoretic analysis of pesticides.

  Electrophoresis 20050401

• Photodegradation of phosphonates in water.

  Chemosphere 20050401

• Switching of PET fluorescence signals induced by ligand exchange reactions of N-(9-anthrylmethyl)amine on Cu(II) complexes and its application to postcolumn detection of glyphosate.

  Analytical sciences : the international journal of the Japan Society for Analytical Chemistry 20050401

• Phosphonate catabolism by Campylobacter spp.

  Archives of microbiology 20050201

• Aminomethylphosphonic acid and glyphosate adsorption onto goethite: a comparative study.

  Environmental science & technology 20050115

• Simultaneous fluorimetric determination of glyphosate and its metabolite, aminomethylphosphonic acid, in water, previous derivatization with NBD-Cl and by partial least squares calibration (PLS).

  Talanta 20050115

• Leaching of glyphosate and amino-methylphosphonic acid from Danish agricultural field sites.

  Journal of environmental quality 20050101

• Analytical methods used in the United Kingdom Wildlife Incident Investigation Scheme for the detection of animal poisoning by pesticides.

  Journal of AOAC International 20050101

• Health considerations regarding horizontal transfer of microbial transgenes present in genetically modified crops.

  Journal of biomedicine & biotechnology 20050101

• Analysis of phosphorus herbicides by ion-pairing reversed-phase liquid chromatography coupled to inductively coupled plasma mass spectrometry with octapole reaction cell.

  Journal of chromatography. A 20040924

• Aminomethylphosphonic acid, a metabolite of glyphosate, causes injury in glyphosate-treated, glyphosate-resistant soybean.

  Journal of agricultural and food chemistry 20040811

• Simultaneous quantification of glyphosate, glufosinate, and their major metabolites in rice and soybean sprouts by gas chromatography with pulsed flame photometric detector.

  Journal of agricultural and food chemistry 20040630

• Herbicide runoff along highways. 1. Field observations.

  Environmental science & technology 20040615

• Preconcentration of the herbicide glyphosate and its metabolite AMPA by immobilised metal ion affinity chromatography (IMAC).

  Journal of separation science 20040501

• Improved coupled-column liquid chromatographic method for the determination of glyphosate and aminomethylphosphonic acid residues in environmental waters.

  Journal of chromatography. A 20040430

• Monitoring glyphosate residues in transgenic glyphosate-resistant soybean.

  Pest management science 20040201

• Negative ion electrospray mass spectrometry of aminomethylphosphonic acid and glyphosate: elucidation of fragmentation mechanisms by multistage mass spectrometry incorporating in-source deuterium labelling.

  Rapid communications in mass spectrometry : RCM 20040101

• Concentrations of glyphosate and AMPA in sediment following operational applications of Rodeo to control smooth cordgrass in Willapa Bay, Washington, USA.

  Bulletin of environmental contamination and toxicology 20031101

• Effect of glyphosate on the microbial activity of two Brazilian soils.

  Chemosphere 20030801

• Analysis of glyphosate and glufosinate by capillary electrophoresis-mass spectrometry utilising a sheathless microelectrospray interface.

  Journal of chromatography. A 20030704

• Determination of the herbicide glyphosate and its metabolite in biological specimens by gas chromatography-mass spectrometry. A case of poisoning by roundup herbicide.

  Journal of analytical toxicology 20030401

• Isoflavone, glyphosate, and aminomethylphosphonic acid levels in seeds of glyphosate-treated, glyphosate-resistant soybean.

  Journal of agricultural and food chemistry 20030101

• Tandem mass spectrometric analysis of glyphosate, glufosinate, aminomethylphosphonic acid and methylphosphinicopropionic acid.

  Rapid communications in mass spectrometry : RCM 20030101

• Analysis of glyphosate, glufosinate and aminomethylphosphonic acid by capillary electrophoresis with indirect fluorescence detection.

  Journal of chromatography. A 20020614

• Analytical potential of fluorescein analogues for ultrasensitive determinations of phosphorus-containing amino acid herbicides by micellar electrokinetic chromatography with laser-induced fluorescence detection.

  Electrophoresis 20020401

• Investigation of the herbicide glyphosate and the plant growth regulators chlormequat and mepiquat in cereals produced in Denmark.

  Food additives and contaminants 20011001

• [Analysis of glyphosate and its metabolite, aminomethylphosphonic acid, in agricultural products by HPLC].

  Shokuhin eiseigaku zasshi. Journal of the Food Hygienic Society of Japan 20011001

• Dynamics of glyphosate and aminomethylphosphonic acid in a forest soil in Galicia, north-west Spain.

  The Science of the total environment 20010423

• Simultaneous determination of phosphorus-containing amino acid-herbicides by nonionic surfactant micellar electrokinetic chromatography with laser-induced fluorescence detection.

  Electrophoresis 20010401

• Determination by glyphosate and aminomethylphosphonic acid in crops by capillary gas chromatography with mass-selective detection: collaborative study.

  Journal of AOAC International 20010101

• New aminophosphonates with antioxidative activity.

  Cellular & molecular biology letters 20010101

• Liquid chromatography/electrospray ionization/isotopic dilution mass spectrometry analysis of n-(phosphonomethyl) glycine and mass spectrometry analysis of aminomethyl phosphonic acid in environmental water and vegetation matrixes.

  Journal of AOAC International 20010101

• Synthesis and structure-activity relationships of antibacterial phosphonopeptides incorporating (1-aminoethyl)phosphonic acid and (aminomethyl)phosphonic acid.

  Journal of medicinal chemistry 19860101