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PubMed2003

Phosphates, phosphites, and phosphides in environmental samples.

The common assumption that phosphorus occurs exclusively as phosphate in the environment is deserving of increased scrutiny. If a sample contained reduced phosphorus compounds (P in an oxidation state of less than +5), standard methods of phosphorus determination would incorrectly classify the compounds mostly as organic P, although significant fractions were sometimes misclassified as orthophosphates and condensed P. The disappearance of gaseous hydrogen phosphide (PH3) from samples was a function of solution composition, in that certain acids and metals enhanced removal whereas other constituents increased PH3 stability. No previously used extraction method could detect a significant portion of reduced phosphorus in representative samples by measuring PH3 evolution, particularly for highly recalcitrant iron phosphides. Despite analytical limitations, clear evidence was gathered that reduced phosphorus compounds can be leached from cast iron to water and that reduced phosphorus is also present in the scale (rust) that forms on the metal.

Environmental Monitoring↗
PubMed1950

Toxicology of organic phosphate insecticides.

The development of effective new insecticides has created potential industrial health hazards to people engaged in their manufacture and application, as well as to those with casual exposures. A group of these insecticides known as the organic phosphates is extremely toxic, destroying the enzyme cholinesterase and exerting a cholinergic action on the mammalian animal. A discussion of the origin, chemistry, and pharmacology of these compounds, along with a description of symptoms, diagnosis and treatment of poisoning is presented. Methods of prevention of poisoning and control measures for the safe use of these compounds are described.

Cholinesterases↗
PubMed1997

29Si CP/MAS NMR of phosphorus-bearing organosilicon compounds.

While liquid-state 29Si NMR of phosphorus-bearing organosilicon compounds with more than one phosphorus per molecule can take advantage of the presence of J-coupling nJ(31P29Si) for purposes of structural assignment from J-coupling patterns, conventional 29Si CP/MAS spectra of such molecular solids do not reveal structural details in a straightforward manner. For such compounds it is necessary to obtain 29Si CP/MAS spectra under conditions of simultaneous 1H- and 31P-high power decoupling in order to derive reliable 29Si chemical shift information. 29Si CP/MAS NMR spectra, obtained with and without 31P high power decoupling during the acquisition time, of several organosilicon compounds containing SixPy (x = 1-10, y = 1-10) moieties are reported.

Isotopes↗
PubMed2005

Development of a comprehensive analytical method for phosphate metabolites in plants by ion chromatography coupled with tandem mass spectrometry.

This paper describes the development of a practical method for the analysis of phosphorus compounds with a focus on sugar phosphates from the model higher plant Arabidopsis thaliana by ion chromatography coupled to electrospray ionization tandem mass spectrometry (IC-ESI-MS-MS). After the analytical separation, the potassium hydroxide eluent was converted to water with an anion suppressor allowing the effluent from the IC to be connected to the mass spectrometer directly. In the optimized method, 17 phosphorous compounds (adenosine diphosphate (ADP), fructose 1,6-bisphosphate, fructose 2,6-bisphosphate, fructose 6-phosphate, galactose 1-phosphate, glucose 1-phosphate, glucose 1,6-bisphosphate, glucose 6-phosphate, mannose 6-phosphate, phosphoenol pyrvate, 3-phosphoglyceric acid, ribulose 1,5-bisphosphate, ribulose 5-phosphate, ribose 5-phosphate, sucrose 6-phosophate and uridine 5'-diphosphate-glucose (UDPG)) were determined. The linearity of response for these phosphorous compounds over the concentration range of 0 and 10 microM was better than 0.9993 in all cases. The minimum detection limit was between 0.01 and 2.50 microM for a 25 microL injection, and recovery rates for standard addition to the sample were within the range from 93% to 110%.

Anion Exchange Resins↗
PubMed2005

Optimization of biological phosphorus removal from contaminated sediments with phosphate-solubilizing microorganisms.

This study focused on the characteristics of phosphate-solubilizing microorganisms (PSMs) which can be applied for the removal of phosphorus from sediments to prevent eutrophication of lakes or ponds. A PSM isolated from rhizospheric soil and temporarily identified as Burkholderia glathei (MB 14) produced gluconate and acetate using glucose as a carbon source and its metabolic activity caused the pH of the liquid medium to decrease as low as 4.4. The molar ratio of solubilized PO4(3-)-P to total organic acids, gluconate and acetate, in the liquid medium was 1:2, which was lower than the theoretical molar ratio of 1:3 using Ca3(PO4)2 as a model phosphorus compound. In addition, biological PO4(3-)-P solubilization with MB 14 was more efficient than the direct addition of equivalent acid to the liquid medium. These results indirectly suggest that organic acids chelate Ca2+ during solubilization of PO4(3-)-P. The growth conditions for MB 14 that produced the maximum PO4(3-)-P solubilization were carbon sources of 8 g/l of glucose and 2 g/l of sucrose, and 0.1 g/l of arginine as a nitrogen source under an anoxic environment. The PSM species, MB 14, grown under these conditions was applied to treat contaminated dredged sediments in a bioslurry reactor. In 9 d, MB 14 solubilized 34.5% of total phosphorus in the contaminated dredged sediments.

Biodegradation, Environmental↗
PubMed1950

Tissue culture studies; the relationship of incorporation of radioactive phosphorus in nucleic acid to the growth of cells in vitro.

Growing cultures are shown to incorporate more radioactive phosphorus into ribo- and desoxyribonucleic acid than non-growing cultures. Strong indications are found that the incorporation of inorganic phosphorus into desoxyribonucleic acid parallels the mitotic coefficient and serves as a sensitive index of synthesis of new cells. There are indications that the phosphorus compounds from which the DNA molecule was synthesized were in equilibrium with the inorganic phosphorus of the medium. The effect of the implant upon growth of new cells and the assay of growth is discussed. Metabolic turnover was increased in adequate medium.

In Vitro Techniques↗
PubMed1982

Phospholipid Motional Characteristics in a Dry Biological System : A P-Nuclear Magnetic Resonance Study of Hydrating Typha latifolia Pollen.

Analysis of the proton-decoupled (31)P-nuclear magnetic resonance (NMR) spectrum of fully hydrated Typha latifolia pollen revealed the presence of two main peaks: A broad asymmetrical component of a ;bilayer' lineshape and a much narrower symmetrical component originating from phosphorus compounds undergoing rapid isotropic motion. From (a) (31)P-NMR experiments on the hydrated total pollen phospholipids, (b) saturation transfer (31)P-NMR experiments, and (c) the fraction of lipid phosphate in the pollen, it can be concluded that the great majority of the endogenous phospholipids are arranged in extended bilayers in which the lipid phosphates undergo fast (tau(c) < 10(-6) second) long axis rotation. This bilayer arrangement of phospholipids was observed in the pollen down to hydration levels of at least 10.9% moisture content. At the lowest level of pollen hydration examined (5.2%) the (31)P-NMR spectrum had a solid state lineshape demonstrating that all the phosphorus-containing compounds (including the phospholipids) were virtually immobile.

Journal Article↗
PubMed1988

Characterization of high-energy phosphate compounds during reperfusion of the irreversibly injured myocardium using 31P MRS.

Phosphorus-31 magnetic resonance spectroscopy (MRS) was used to monitor regional changes in high-energy phosphorus compounds and intracellular pH during 60 min of acute regional ischemia (acute occlusion of left anterior descending artery) and reperfusion in open-chest cats using a 1.2-cm two-turn coil sutured to the myocardium. During the 60-min ischemic phase, phosphocreatine (PCr) intensity was reduced to 47 +/- 4.9% (mean +/- SE) of control (p less than 0.01) by 15 min postocclusion while adenosine triphosphate (ATP) intensity decreased more slowly with the decrease (66 +/- 5.6%) achieving significance (p less than 0.05) only at 60 min postocclusion. Inorganic phosphate (Pi) increased to a maximum of 397 +/- 42% of control (p less than 0.01) while the pH decreased progressively from 7.36 +/- 0.02 to 6.02 +/- 0.14 (p less than 0.01). After release of occlusion PCr intensity recovered to 86 +/- 12% of the initial control value at 15 min postreperfusion but showed a subsequent downward trend to 79 +/- 8.8%. The ATP did not recover but tended to decline further during reperfusion. The Pi intensity decreased to 260 +/- 38% of control while the pH increased to 7.01 +/- 0.23 by 15 min postreperfusion. Thus, the reperfused irreversibly injured myocardium is characterized by persistent depletion of PCr and ATP and elevation of Pi. Phosphorus-31 MRS provides a nondestructive method for characterizing the reperfused irreversibly damaged myocardium.

Animals↗
PubMed2004

Insignificance of P-H...P hydrogen bonding: structural chemistry of neutral and protonated 1,8-di(phosphinyl)naphthalene.

While there is extensive information on 1,8-di(amino)naphthalene (i.e., the parent compound of the "proton sponge" series), the corresponding phosphorus compound has not been described. A high-yield synthesis of 1,8-di(phosphinyl)naphthalene (9) and the 1-naphthylphosphine reference compound (4) is now reported. Thermal decomposition of 9 leads to intramolecular dehydrogenative P-P coupling to afford 1,2-dihydro-1,2-diphosphaacenaphthene (10). Protonation of 9 and 4 with CF(3)SO(3)H gives quantitative yields of the monophosphonium salts 11 and 5, respectively. With excess acid and traces of moisture, the hydronium salt [C(10)H(6)(PH(2))(PH(3))](+)[H(3)O](+)2[CF(3)SO(3)](-) (13) is obtained. The structures of 9, 11, and 13 have been determined. Molecules of 9 have a planar naphthalene skeleton, C(10)H(6)P(2), with the two -PH(2) groups in a transoid conformation. The molecules form loose dimers in the crystal, the individual chiral enantiomers of which are related by a center of inversion. In contrast to the situation for the amino analogue, and despite the proximity of the two -PH(2) functions, there is no intra- or intermolecular hydrogen bonding. Solutions of 9 (in CD(2)Cl(2)) show equivalent P-bound hydrogen atoms due to conformational fluctionality. By analysis of the ABCD(2)XX'D'(2)C'B'A' spin system, it was shown that, in 9, there are strong through-space pericouplings [(n)J(P(X)P(X)(')) = 221.6 Hz, (n)J(P(X)H(D)(')) = 31.7 Hz, (n)J(H(D)H(D)(')) = 3.9 Hz]. In the cations of 11, the C(10)H(6)P(2) skeleton is also planar (by C(s) symmetry), with the -PH(2) and -PH(3)(+) groups in a conformation which rules out any P-H...P hydrogen bonding. The hydronium cation and the two triflate anions in 13 are associated into an anionic network through extensive hydrogen bonding surrounding stacks of the phosphonium cations. In solution, the cations of 11 and 13 show separate (31)P resonances for the two phosphorus atoms with fully resolved (1)J(PH) couplings, which indicate that there is no intra- or intercationic proton exchange. By contrast, the NMR spectra of solutions of [C(10)H(6)(NH(2))(NH(3))](+)X(-) salts show proton scrambling equilibrating all five N-bound hydrogen atoms, and in the crystal, the conformations of the cations feature intramolecular N-H...N hydrogen bonding.

Journal Article↗
PubMed1986

31P-nuclear magnetic resonance analysis of extracts of vascular smooth muscle.

31P-nuclear magnetic resonance spectroscopy was used to assess phosphate metabolites in perchloric acid extracts of rabbit aorta. In addition to the high energy phosphates, several other phosphorus compounds were detected and quantified. Most notable was the presence of a prominent phosphomonoester compound appearing at a chemical shift of 3.86 delta. This compound constituted 26% of the total extractable tissue phosphorus and is tentatively identified as ribose-5-phosphate, a pentose phosphate pathway intermediate. While ATP and phosphocreatine did not change during glucose and oxygen deprivation or during prolonged muscle contraction, the 3.86 delta phosphate decreased significantly. Furthermore, theophylline, an agent that increases intracellular cAMP, also decreased the level of the 3.86 delta phosphate. These results are consistent with the concept that intermediate metabolism sustains high energy phosphate pools in vascular smooth muscle in the steady state under various conditions. The pentose phosphate pathway may play an important role in vascular smooth muscle metabolism.

Animals↗