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PubMed2001

[Diagnostic problems of post-intoxication states].

Complete clinical examination covered 37 patients in various stages after acute occupational poisonings with pesticides (8 examinees), with explosive gases (9 subjects), with carbon oxide (3 examinees), with cadmium oxides (1 examinee), with nitrogen compounds (4 ones), with sulfurous gases (2 examinees), with organic solvents (10 subjects) including chlorinated hydrocarbons (2 subjects). Post-intoxication period appeared to include syndromes characteristic for each poison and corresponding to severity of acute state (from cephalgia to parkinsonism and thyrotoxicosis after acute poisoning with carbon oxide, organic neurologic signs and toxic hepatitis after acute poisoning with phosphorus organic compounds, cerebral asthenia after acute exposure to organic solvents, severe encephalopathy and toxic auditory and optic neuropathy after hydrogen sulfide). Inadequate medical rehabilitation and continuous occupational exposure induced deterioration in clinical signs and advanced post-intoxication syndromes.

Adult↗

PubMed1984

Phosphorus-31 NMR of rat brain in vivo with bloodless perfluorocarbon perfused rat.

Rat brain in vivo has been examined by 31P NMR under conditions of normal blood perfusion (hematocrit 38%) and under conditions in which a perfluorocarbon blood substitute, devoid of any phosphorus containing compounds, largely replaced the animal's normal blood supply (hematocrit 7%). These studies demonstrate that 2,3-diphosphoglycerate does not - as has been suggested - contribute to, and thus does not interfere with, the 31P NMR analysis of rat brain in vivo. However, low intensity 31P resonances assigned to choline phosphate, glycerol 3-phosphorylethanolamine, and glycerol 3-phosphorylcholine are observed. "High energy phosphorus" metabolite levels show no marked change over two hours with perfluorocarbon blood substitution from those of the normal blood perfused animal. This supports use of perfluorocarbon media for tissue perfusion in vitro and for 19F NMR vascular imaging in vivo.

Animals↗

PubMed1991

NOTPME: a 31P NMR probe for measurement of divalent cations in biological systems.

1,4,7-Triazacyclononane-N,N',N''-tris(methylenephosphonate monoethylester) (NOTPME) has been synthesized, characterized and analyzed for use as a 31P NMR indicator of intracellular Mg2+ and Zn2+ ions. The 31P NMR spectrum of this chelate in the presence of metal ions shows characteristic resonances for the free chelate, Mg(NOTPME)-, Zn(NOTPME)-, and Ca(NOTPME)-. The Kd values indicate that this chelate has a 10-fold higher affinity for Mg2+ than for Ca2+ at physiological pH values. In the presence of Mg2+, NOTPME is readily loaded into red blood cells. A 31P NMR spectrum of red cells taken after several washings shows resonances characteristic of entrapped NOTPME and the Mg(NOTPME)- complex, the relative areas of which report an intracellular free Mg2+ concentration of 0.32 mM. The 31P chemical shifts of the free chelate and its metal complexes are far downfield from the typical phosphorus-containing metabolites observed in biological systems, thus making it possible to monitor intracellular cation concentrations and cell energetics simultaneously.

Cations, Divalent↗

PubMed2002

[Undecatungstophosphate sensitized strains of methicillin-resistant Staphylococcus aureus to beta-lactams].

Previously, a factor (Factor T) was found in aged mixtures of tungstate and phosphate, which greatly sensitizes strains of methicillin-resistant Staphylococcus aureus to beta-lactams. Factor T was purified and identified as undecatungstophosphate([PW11O39]7-). Undecatungstosilicate([SiW11O39]8-), a compound closely related to undecatungstophosphate, showed a similar enhancing effect. Chemically, these compounds are classified as "polyoxotungstates", and it is expected that these tungsten compounds will be useful as a "tool" in laboratory tests: i.e., in screening media for highly resistant MRSA strains. They may be also useful to investigate the resistant mechanism of the bacterial cells.

Anti-Bacterial Agents↗

PubMed2004

Hexacoordinate planar main group atoms centered in hexagonal hydrocopper complexes Cu6H6X (X = Si, P, As).

Ab initio theoretical evidence of hexacoordinate planar main group atoms centered in hexagonal hydrocopper complexes Cu(6)H(6)X (X = Si, P, As) is presented at the density functional theory level in this work. The results obtained extend the bonding capacity of silicon, phosphorus, and arsenic to planar hexacoordination in hydrocopper complexes which are important in fundamental research and may shed new insight into catalyst chemistry.

Arsenic↗

PubMed2005

Compound changes and tooth mineralization effects of glass ionomer cements containing bioactive glass (S53P4), an in vivo study.

In this study, modifications of glass ionomer cements (GICs) were made by adding bioactive glass (BAG) to GIC to obtain bioactive restorative materials. This study used SEM, EDS and visual analysis to examine the bioactivity and the ability of the study materials to mineralize dentin. Conventional cure and resin-modified light-curing GIC were used. The materials consisted of powder and liquid. Three experimental materials were made by mixing 10-30 wt% of BAG powder with GIC powders. Commercially available GIC without BAG were used as controls. Class III restorations were made in altogether 62 intact beagle dog teeth, and the operation was performed under general anesthesia. The restorations were followed clinically for 1, 3 or 6 weeks. Resin-modified GIC containing BAG showed uniform CaP surface formation on the restorations. Mineral depositions in the close vicinity of the restoration-dentin interface and in deeper parts of dentin tubules were also noticed in resin-modified GIC containing BAG particles. It can be concluded that resin-modified GIC containing BAG have good potential in clinical applications where enhanced mineralization is expected.

Analysis of Variance↗

PubMed1992

[Dependence of anti-acetylcholinesterase effectiveness of phosphoorganic inhibitors on the accessibility of the phosphorus atom].

All equilibrium conformations of 12 anti-acetylcholinesterase organophosphorus inhibitors were calculated by the molecular mechanics method. The accessibility of the phosphorus atom of the inhibitors for interactions with the nucleophilic group at the enzyme active centre was estimated. The conformers with the phosphorus atom sterically accessible from the side opposite to the breaking ester bond were classified as productive. A correlation was revealed between the activity of the inhibitors and the population of their productive conformation.

Acetylcholinesterase↗

PubMed1995

Toxic gas generation from plastic mattresses and sudden infant death syndrome.

Microbial generation of toxic gases from antimony, arsenic, or phosphorus in compounds used as fire retardants in cot mattresses has been proposed as a cause of sudden infant death. To test this hypothesis, 23 polyvinyl chloride mattress samples from cot death cases were incubated on malt agar plates until good microbial growth was obtained. Silver nitrate and mercuric chloride test papers were then inserted and the colour reactions recorded. The predominant organism, recovered from all mattresses tested, was not, as claimed in earlier work, the fungus Scopulariopsis brevicaulis, but a mix of common environmental Bacillus spp. Test paper colour changes occurred whenever bacterial growth was present, but these reactions also occurred in control tests in which no mattress material was present on the plates. Chemical and instrumental analyses of exposed test papers showed that the colour reactions were not due to deposits of antimony, arsenic, or phosphorus. Our findings do not support the hypothesis that toxic gases derived from antimony, arsenic, or phosphorus are a cause of sudden infant death. More sulphur was found in test papers exposed in plates containing bacterial growth than in those without such growth. This result suggests that the test paper reactions were due to the generation of sulphur-containing compounds during bacterial growth on the agar medium.

Bacillus↗

PubMed2001

Vibrational analysis of Ag3(PO2NH)3, Na3(PO2NH)3 x H2O, Na3(PO2NH)3 x 4H2O,.

FT IR and FT Raman spectra of Ag3(PO2NH), (Compound 1), Na3(PO2NH)3 x H2O (Compound II), Na3(PO2NH)3 x 4H2O (Compound III), [C(NH2)3]3(PO2NH)3 x H2O (Compound IV) and (NH4)4(PO2NH)4 x 4H2O (Compound V) are recorded and analyzed on the basis of the anions, cations and water molecules present in each of them. The PO2NH- anion ring in compound I is distorted due to the influence of Ag+ cation. Wide variation in the hydrogen bond lengths in compound III is indicated by the splitting of the v2 and v3 modes of vibration of water molecules. The NH4 ion in compound V occupies lower site symmetry and exhibits hindered rotation in the lattice. The correlations between the symmetric and asymmetric stretching vibrations of P-N-P bridge and the P-N-P bond angle have also been discussed.

Hydrogen Bonding↗

PubMed2001

Excretion of a phosphorus-containing carbohydrate by Streptomyces sp. A50.

A new phosphorus-containing compound (1) was detected by (31)P NMR spectroscopy in Streptomyces sp. A50. Compound 1, 1(alpha)-O-methyl-2-(N-acetyl)glucoseamine-6-O-phosphate-1(alpha)-2-(N-acetyl)glucosamine, exhibited a pK(a) value around zero. The compound was found both in the extracellular culture broth and in the cells. While very low concentrations of 1 were found in the culture broth of other species of Streptomyces, its presence in high concentrations was specific to Streptomyces sp. A50. The highly acidic compound was isolated from the broth, and its structure was elucidated by a combination of 1D-, 2D-homonuclear, and inverse heteronuclear NMR techniques and mass spectroscopy.

Acetylglucosamine↗

PubMed1995

The effects of age on phosphatic metabolites of the human cornea.

Phosphatic metabolites from human corneas, pooled into 7 decades ranging from ages < 1 year through 79 years, were quantitated using phosphorus-31 magnetic resonance (31P MR) spectroscopy. Relative concentrations of phosphorus-containing compounds measured included the low-energy metabolites [phosphomonoesters (PME), inorganic orthophosphate (Pi), phosphodiesters (glycerol 3-phosphorylethanolamine and glycerol 3-phosphorylcholine)] and the high-energy metabolites [phosphocreatine (PCr), adenosine triphosphate (ATP), adenosine diphosphate (ADP), nucleosidediphosphosugars and the dinucleotides]. Significant linear changes attributable to age occur in the relative mole percentage decrease of phosphate concentrations of human corneal PME, PCr and ATP, and in the increase of Pi. Age-attributable rates of decrease in PME at -0.162 MPP/YR (mole percent phosphorus per year), PCr at -0.015 MPP/YR and ATP at -0.487 MPP/YR combined, approximate the rate of increase in Pi determined to be +0.729 MPP/YR. Of the indices computed from the human corneal spectral data, the ratios of ATP/Pi and PME/Pi and the tissue energy modulus were all found to decrease significantly with age. These changes in corneal phosphatic metabolites are indicative of an overall decline in high-energy metabolism with age.

Adolescent↗

PubMed2004

Determination of phosphorous and sulfur in environmental samples by electrothermal vaporization inductively coupled plasma atomic emission spectrometry.

From the viewpoint of selective introduction of the analyte from its solvent and matrices, electrothermal vaporization (ETV) is useful for the sample introduction into the inductively coupled plasma (ICP). By using a tungsten boat furnace (TBF) vaporizer system, the loss of analyte phosphorus, which normally occurs during the drying and ashing stages, is suppressed. The phosphate ion is reacted with the tungsten supplied from the surface of the TBF to form stable tungsten phosphate species. Regarding the determination of sulfur, additional chemical modifiers such as copper(II), lead(II), etc., are necessary to retain the analyte on the TBF. The furnace-fusion (FF) method or wet-digestion technique on the TBF is applied to unify the chemical forms of the analytes. Various oxidative and reductive inorganic compounds as well as organic compounds of phosphorus and sulfur show the same sensitivities after the FF digestion with hydrogen peroxide. The detection limits are 1.5 ng and 0.12 ng for phosphorous and sulfur, respectively. The repeatabilities in terms of the relative standard deviations of 10 replicate measurements of phosphorus and sulfur are 4.2% and 2.0%, respectively. Finally, the established method is applied to the determination of several environmental waters.

Electrochemistry↗

PubMed1982

The effect of uranyl acetate on human lymphoblastoid cells (RPMI 6410) and HeLa cells.

RPMI 6410 cells and HeLa cells were exposed to uranyl acetate. In RPMI 6410 cell cultures this produced single-membrane-bound presumably lysosomal bodies (called "uraniosomes") containing electron-dense crystals in the cultured cells and crystalline deposits in extracellular locations. Neither uraniosomes nor extracellular uranium deposits were found in HeLa cell cultures. All uraniosomes and extracellular uranium deposits analysed by electron-probed X-ray analysis were found to contain uranium, potassium and phosphorus. Traces of sulphur were detected in some but not all uraniosomes and extracellular uranium deposits. Traces of calcium were found in all extracellular uranium deposits and in some uraniosomes also.

Calcium↗

PubMed1999

Azidophosphazenes as Functionalized Intermediates.

The synthesis of phosphazene cyclic trimers with azido side groups and aryloxy, alkoxy, or dialkylamino cosubstituent groups was accomplished. The compounds have the basic structure N(3)P(3)(R)(x)()(N(3))(6)(-)(x)(), where R represents phenoxy, trifluoroethoxy, dimethylamino, or diethylamino groups and x = 3-5. Experiments were also conducted to determine the ability of these materials to undergo a reaction unique to azido compounds known as nitrene insertion. The aryloxy derivative, N(3)P(3)(OC(6)H(5))(5)(N(3)), yielded a nitrene insertion product when heated with 1-phenylnonane at 280 degrees C. The alkoxy derivative, N(3)P(3)(OCH(2)CF(3))(5)(N(3)), produced a nitrene insertion product when ultraviolet irradiated in an aliphatic solvent. The dialkylamino derivative, N(3)P(3)(N(CH(3))(2))(4)(N(3))(2), did not undergo nitrene insertion. The aryloxy and alkoxy azido trimers reacted with various phosphorus(III) compounds to form phosphinimines via the Staudinger reaction. Finally, sodium phenoxide displaced azides from both the alkoxy- and aryloxyphosphazene trimers while n-butylamine displaced only the azide on the alkoxy trimer.

Journal Article↗

PubMed2002

Direct assignment of the absolute configuration of a distinct class of deoxyribonucleoside cyclic N-acylphosphoramidites at phosphorus by M-GOESY nuclear magnetic resonance spectroscopy.

The determination of the absolute configuration of deoxyribonucleoside cyclic N-acylphosphoramidites at phosphorus toward the synthesis of P-stereodifined phosphorothioated oligodeoxyribonucleotides is easily accomplished with computer-assisted molecular modeling and M-GOESY NMR spectroscopy. Specifically, computer-modeling diasteromeric phosphoramidite 3 has identifed a proximal (2.55 A) through-space interaction between benzylic H-5 and sugar H-2' ', which can predictably be detected by M-GOESY NMR in SP-3 but not in RP-3 because of being too distant (5.85 A). Consistent with computer-assisted modeling predictions, M-GOESY NMR spectra of SP-3 and RP-3 revealed NOE signals generated from nuclei near the selectively excited H-2' ' that are common to both SP-3 and RP-3, namely those of H-2', H-4', H-3', and H-1'. In addition, a diagnostic NOE signal at 5.5 ppm (benzylic H-5) is, as predicted, only detected in SP-3 and thus provides an unequivocal assessment of the configuration of the diastereomer at phosphorus. M-GOESY NMR data also confirm that the condensation of deoxyribonucleoside cyclic N-acylphosphoramidites with base-activated nucleosidic or nucleotidic 5'-hydroxyls proceeds via a single nucleophilic event.

Models, Chemical↗

PubMed2004

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

A reversed phase ion-pairing high performance liquid chromatographic (RPIP-HPLC) method is developed for the separation of two phosphorus herbicides, Glufosinate and Glyphosate as well as Aminomethylphosphonic acid (AMPA), the major metabolite of Glyphosate. Tetrabutylammonium hydroxide is used as the ion-pairing reagent in conjunction with an ammonium acetate/acetic acid buffering system at pH 4.7. An inductively coupled plasma mass spectrometer (ICP-MS) is coupled to the chromatographic system to detect the herbicides at m/z = 31P. Historically, phosphorus has been recognized as one of the elements difficult to analyze in argon plasma. This is due to its relatively high ionization potential (10.5 eV) as well as the inherent presence of the polyatomic interferences 14N16O1H+ and 15N16O+ overlapping its only isotope at m/z = 31. An octapole reaction cell is utilized to minimize the isobaric polyatomic interferences and to obtain the highest signal-to-background ratio. Detection limits were found to be in the low ppt range (25-32 ng/l). The developed method is successfully applied to the analysis of water samples collected from the Ohio River and spiked with a standard compounds at a level of 20 microg/l.

Aminobutyrates↗

PubMed2005

Fluorine-19 or phosphorus-31 NMR spectroscopy: a suitable analytical technique for quantitative in vitro metabolic studies of fluorinated or phosphorylated drugs.

Fluorine-19 or phosphorus-31 NMR (19F NMR or 31P NMR) spectroscopy provides a highly specific tool for identification of fluorine- or phosphorus-containing drugs and their metabolites in biological media as well as a suitable analytical technique for their absolute quantification. This article focuses on the application of in vitro 19F or 31P NMR to the quantitative metabolic studies of some fluoropyrimidine or oxazaphosphorine drugs in clinical use. The first part presents an overview of the advantages (non-destructive and non-selective direct quantitative study of the biological matrices) and limitations (expensive cost of the spectrometers, limited mass or concentration sensitivity) of NMR spectroscopy. The second part deals with the criteria to be considered for successful quantification by NMR (uniform excitation over the entire spectral width of the spectrum, resonance signals properly characterised by taking into account T1 values and avoiding NOE enhancements, optimisation of the data processing, choice of a suitable standard reference). The third and fourth parts report some examples of quantification of 5-fluorouracil, its prodrug capecitabine, 5-fluorocytosine and their metabolites in bulk solutions (biofluids, tissue extracts, perfusates and culture media) and heterogeneous media (excised tissues and packed intact cells) as well as cyclophosphamide and ifosfamide in biofluids. These two parts emphasise the high potential of in vitro 19F or 31P NMR for absolute quantification, in a single run, of all the fluorine- or phosphorus-containing species in the matrices analysed. The limit of quantification in bulk solutions is 1-3 microM for 19F NMR and approximately 10 microM for 31P NMR. In heterogeneous media analysed with 19F NMR, it is 2-5 nmol in excised tissues and cell pellets.

Animals↗

PubMed1982

Structural and dynamic information on the complex of Megasphaera elsdenii apoflavodoxin and riboflavin 5'-phosphate. A phosphorus-31 nuclear magnetic resonance study.

It is shown that commercial FMN contains a considerable amount of the 4', 3', and 2' isomers and other phosphorus-containing compounds. These impurities can easily be analyzed and quantified by the 31P NMR technique. The phosphate group of FMN bound to Megasphaera elsdenii apoflavodoxin is probably in the dianionic form. Its chemical shift is almost independent of pH in the range 5.5-9.2 and of the redox state of the protein. The phosphate group of bound FMN is buried in the protein. Protons of the apoprotein and of bound water located in the vicinity of the phosphate group in native flavodoxin are not exchangeable with deuteron of the bulk solvent. These protons are, however, easily exchangeable in apoflavodoxin, as shown by reconstitution experiments. The distance between the phosphorus atom of bound FMN and the N(10) atom of the isoalloxazine moiety of FMN is calculated to be about 7.8 A. This result is in good agreement with X-ray data published for the related flavodoxin from Clostridium MP. The electron exchange between the oxidized and semiquinone state of M. elsdenii flavodoxin is rather slow (kexc' much less than 2 s-1) whereas that between the semiquinone and hydroquinone form is much more favored (kexc' much greater than 100 s-1). This indicates that the activation energy for the transition between the semiquinone and hydroquinone states must be smaller than that for the transition between the oxidized and semiquinone states. These results offer a reasonable explanation for the one-electron transfer reaction of flavodoxins in biological reactions.

Apoproteins↗