Methylphosphonic Acid (methylphosphonic + acid)

Distribution by Scientific Domains


Selected Abstracts


Metal Complexes of 4,11-Dimethyl-1,4,8,11-tetraazacyclotetradecane-1,8-bis(methylphosphonic acid) , Thermodynamic and Formation/Decomplexation Kinetic Studies

EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, Issue 24 2009
Ivona Svobodová
Abstract The macrocyclic ligand with two methylphosphonic acid pendant arms, 4,11-dimethyl-1,4,8,11-tetraazacyclotetradecane-1,8-bis(methylphosphonic acid) (1,8-H4Me2te2p, H4L3), was synthesized by a new simple approach. The product of the reaction of quarternized formaldehyde cyclam aminal with the sodium salt of diethyl phosphite was hydrolyzed to give a very high yield of the title ligand. The (H6L3)2+ cation in the solid state is protonated on all ring nitrogen atoms and on each phosphonate group. In the solid-state structure of [Cu(H3L3)][Cu(H2L3)]PF6·3H2O, neutral as well as positively charged complex species are present. Molecular structures of both species are very similar having the copper(II) ion in a coordination environment between square-pyramidal and trigonal-bipyramidal arrangements (, = 0.43 and 0.48) with one pendant arm non-coordinated. The ligand forms stable complexes with transition-metal ions showing a high selectivity for divalent copper atoms. The formation of complexes of the ligand with CuII, ZnII and CdII is fast, confirming the acceleration of complexation due to the presence of the strongly coordinating pendant arms. Acid-assisted decomplexation is fast for all three metal ions. Therefore, the copper(II) complex is not suitable for medicinal applications employing copper radioisotopes, but the title ligand motive can be employed in copper(II) separation. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009) [source]


Dendrimer Precursors for Nanomolar and Picomolar Real-Time Surface Plasmon Resonance/Potentiometric Chemical Nerve Agent Sensing Using Electrochemically Crosslinked Ultrathin Films,

ADVANCED FUNCTIONAL MATERIALS, Issue 15 2006
P. Taranekar
Abstract Nanomolar detection and specific recognition of pinacolyl methylphosphonate (PMP), a hydrolysis product and an analog of a relatively persistent class of toxic nerve agents, has been achieved. In addition, picomolar sensitivity is observed with methylphosphonic acid (MPA), an end-hydrolysis product for all organophosphate-based nerve agents. This is achieved using a combined surface plasmon resonance (SPR) and potentiometry setup. A modified polyamidoamine (PAMAM) carbazole/Cu2+ dendrimer, which is electrochemically crosslinked on a self-assembled monolayer (SAM) modified Au,substrate, is used as an active sensing element for trapping the nerve-agent analogs. The ultrathin films have been used to study the anchoring of nerve agents via non-covalent interactions. The carbazole to amine ratio is optimized to ensure free primary amines are available to interact with the analyte and the Cu2+ ions present in the system, which further enhances the selectivity. The carbazole group on the periphery serves a dual purpose: crosslinking the dendrimers to form a conjugated network film, and generating the potentiometric response. The adsorption kinetics are monitored by using an in,situ SPR/potentiometric setup. This technique not only offers a real-time dual detection of highly toxic nerve-agent analogs, but also shows viability for future sensor-device applications. [source]


DNA aptamers developed against a soman derivative cross-react with the methylphosphonic acid core but not with flanking hydrophobic groups

JOURNAL OF MOLECULAR RECOGNITION, Issue 3 2009
John G. Bruno
Abstract Twelve rounds of systematic evolution of ligands by exponential enrichment (SELEX) were conducted against a magnetic bead conjugate of the para -aminophenylpinacolylmethylphosphonate (PAPMP) derivative of the organophosphorus (OP) nerve agent soman (GD). The goal was to develop DNA aptamers that could scavenge GD in vivo, thereby reducing or eliminating the toxic effects of this dangerous compound. Aptamers were sequenced and screened in peroxidase-based colorimetric plate assays after rounds 8 and 12 of SELEX. The aptamer candidate sequences exhibiting the highest affinity for the GD derivative from round 8 also reappeared in several clones from round 12. Each of the highest affinity PAPMP-binding aptamers also bound methylphosphonic acid (MPA). In addition, the aptamer with the highest overall affinity for PAPMP carried a sequence motif (TTTAGT) thought to bind MPA based on previously published data (J. Fluoresc 18: 867,876, 2008). This sequence motif was found in several other relatively high affinity PAPMP aptamer candidates as well. In studies with the nerve agent GD, pre-incubation of a large molar excess of aptamer candidates failed to protect human butyrylcholinesterase (BuChE) from inhibition. With the aid of three-dimensional molecular modeling of the GD derivative it appears that a hydrophilic cleft sandwiched between the pinacolyl group and the p -aminophenyl ring might channel nucleotide interactions to the phosphonate portion of the immobilized GD derivative. However, bona fide GD free in solution may be repulsed by the negative phosphate backbone of aptamers and rotate its phosphonate and fluorine moieties away from the aptamer to avoid being bound. Future attempts to develop aptamers to GD might benefit from immobilizing the pinacolyl group of bona fide GD to enhance exposure of the phosphonate and fluorine to the random DNA library. Copyright © 2008 John Wiley & Sons, Ltd. [source]


Molecular Dynamics Simulation of Interaction between Calcite Crystal and Phosphonic Acid Molecules

CHINESE JOURNAL OF CHEMISTRY, Issue 3 2010
Jianping Zeng
Abstract The interactions between calcite crystal and seven kinds of phosphonic acids, nitrilotris(methylphosphonic acid) (NTMP), nitrilo-methyl-bis(methylphosphonic acid) (NMBMP), N,N -glycine-bis(methylphosphonic acid) (GBMP), 1- hydroxy-1,1-ethylenebis(phosphonic acid) (HEBP), 1-amino-1,1-ethylenebis(phosphonic acid) (AEBP), 1,2-ethylenediamine- N,N,N,,N, -tetrakis(methylphosphonic acid) (EDATMP), and 1,6-hexylenediamine- N,N,N,,N, -tetrakis- (methylphosphonic acid) (HDATMP) have been simulated by a molecular dynamics method. The results showed that the binding energy of each scale inhibitor with the (1l,0) (1l,0) face of calcite crystal was higher than that with (104) face, which has been approved by the analysis of pair correlation functions. The sequence of scale inhibition efficiencies for phosphonic acids against calcite scale is as follows: EDATMP>HDATMP>HEBP>NTMP>GBMP>HEBP>NMBMP, and the growth inhibition on the (1l,0) face of calcite was at the leading status. Phosphonic acids deformed during the binding process, and electrovalent bonds formed between the phosphoryl oxygen atoms in phosphonic acids and the calcium ions on calcite crystal. [source]