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The mutagenicity of halogenated alkanols and their phosphoric acid esters for Salmonella typhimurium.

9 halogenated alkanols, 9 corresponding tris (haloalkyl)phosphates, and 2 bis-(2,3-dibromopropyl)phosphate salts were evaluated for mutagenicity against Salmonella typhimurium TA98, TA100, TA1535, TA1537 and TA1538, with and without rat liver in vitro metabolic activation system (S9 mix). Most of the test samples showed mutagenic activity in the strains TA100 and TA1535, but not in the strains TA98, TA1537 and TA1538. In general, the mutagenic activities of the phosphates obtained with S9 mix were greater than the activities obtained without S9 mix. Among the phosphates, several structure--activity relationships were found; i.e., (i) the bromoalkyl derivatives were more mutagenic than the corresponding chloroalkyl derivatives, (ii) the beta-haloethyl derivatives were more mutagenic than the gamma-halopropyl derivatives, (iii) the phosphates having adjacent beta and gamma halogen atoms in the alkyl moiety, e.g., tris-(2,3-dibromopropyl)phosphate, were particularly potent mutagens, (iv) the branched carbon chain reduced the mutagenic activities in spite of the presence of beta-halogen atoms, e.g., tris(1-bromomethyl-2-bromoethyl)phosphate. However, such relations did not necessarily apply to the halogenated alkanols. It is concluded that the metabolic activation pathway via haloalkanols to mutagens must not be in common with all tris-BP-like phosphates.

Alcohols↗

Toxicity of several phosphoric acid esters in rats.

JCL--Wistar male rats were fed a diet containing 0 or 0.5% of trimethyl phosphate (TMP), triethyl phosphate (TEP), tri-n-butyl phosphate (TBP), trioctyl phosphate (TOP), or tricresyl phosphate (TCP) for 9 weeks. Body weights in TMP- and TBP-treated rats were significantly lower than the control. No differences in toxicity were observed among the test compounds, although there were differences between the treated and control rats in some organ weights, hematological values and serum components.

Animals↗

Uranyl-selective electrode based on a new bifunctional derivative combining the synergistic properties of phosphine oxide and ester of phosphoric acid

Ion-selective electrodes based on the bifunctional chelating agent O-methyldihexylphosphine oxide O'-hexyl-2-ethylphosphoric acid (HL) incorporated into a poly(vinyl chloride) membrane were developed. This new derivative is proposed as a single molecular unit combining the overall properties of the synergistic single components, di-2-ethylhexylphosphoric acid and trioctylphosphine oxide. Two different ionophores, HL and its uranyl complex (UO2L2), were studied. The response of the electrodes to uranyl ion was Nernstian for UO2L2 and super-Nernstian for HL ionophores, with detection limits of 3.0 x 10(-6) and 2.0 x 10(-5) M, respectively. Results indicate a more effective interaction with the analyte in the case of having a unique molecule incorporating the two functional groups immobilized into a polymeric membrane, rather than the separated two synergistic ligands. Flow-through tubular electrodes based on both ionophores were also used as potentiometric detectors in flow injection techniques.

Journal Article↗

Phosphorus-31 chemical-shift tensors in barium diethyl phosphate and urea-phosphoric acid: model compounds for phospholipid head-group studies.

The molecular orientations of the 31P chemical-shift tensors in the phosphodiester barium diethyl phosphate (BDEP) and in the nonesterified urea-H3PO4 (UPA) complex were determined from single-crystal studies. Although the tensors possess qualitatively similar orientations, there are differences between the two tensors of the order of 20 degrees. The principal values of the BDEP tensor are within 5% of those found in powder spectra of phospholipids, and, for this and other reasons, which are discussed in detail, we believe BDEP is a good model chemical-shift tensor for lipid phosphate. With the BDEP tensor alone, one can label certain head-group conformations as improbable, and, in conjunction with oriented bilayer spectra, one can determine the conformation of lipid head groups. In addition, we suggest a technique for orienting crystals based on the transformation properties of shift tensors, and we demonstrate this method by applying it to UPA. Finally, our results allow us to assess the effect of shift anisotropy relaxation on 31P liquid spectra at high fields.

Magnetic Resonance Spectroscopy↗