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Chemical Compound Review

phosphanium     phosphanium

Synonyms: phosphonium, phosphorus(1+), AC1NUTBC, AGN-PC-0CPT0S, AC1NUTB9, ...
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Disease relevance of phosphanium


High impact information on phosphanium


Chemical compound and disease context of phosphanium


Biological context of phosphanium


Anatomical context of phosphanium


Associations of phosphanium with other chemical compounds

  • Membrane potential difference (Em) (mV), determined as the distribution of [14C]tetraphenyl phosphonium ion was -28 mV in control cells and -42 mV in valinomycin-treated cells (p less than 0.05) [21].
  • 1. Replacement of choline by the phosphonium analogue does not affect the growth rate of P815Y, NIL, 3T3, and SV40/3T3 cells in culture [22].
  • For the first time, suppressive activity against T. cruzi is reported for a 7-aminoquinoline, a phosphonium salt, and TAC pamoate; The biological model is believed to be able to serve as a means of identifying other new "leads* in seeking drugs broadly effective against T=ruzi infections in man [23].
  • 2. The temperature-dependence of the 31P n.m.r. (nuclear-magnetic-resonance) linewidths of the phosphate resonances of sonicated vesicles of distearoyl phosphatidylcholine and the phosphonium analogue are similar [24].
  • The reaction of the phosphonium ylide with 8-phenylmenthyl cinnamate followed by the hydrolysis of the resulting enol ether 4a afforded (3R,4S)-4-(diphenylphosphinyl)-3-phenylcycloheptanone (3R,4S)-5a as the major isomer [25].

Gene context of phosphanium

  • We also present data which demonstrate that other organic cations which contain aromatic rings, a minimal degree of lipophilicity (log P> -1) and carry a delocalized (Rho 123) or shielded (triphenylmethyl phosphonium) positive charge, also accumulate to a greater degree in MDR- vs MDR+ cells [26].
  • Various phosphonium salts possessing single or double alkyl chains of various lengths (C10 to C18) were prepared as cationic biocides, and their antimicrobial activities against 11 typical strains of microorganisms including methicillin-resistant Staphylococcus aureus (MRSA) were evaluated [27].
  • The smr gene was subcloned and expressed in S. aureus and E. coli and its ability to confer the multidrug resistant phenotype was demonstrated for two different lipophilic cation classes: phosphonium derivatives and quarternary amines [28].
  • PH4 of Petunia Is an R2R3 MYB Protein That Activates Vacuolar Acidification through Interactions with Basic-Helix-Loop-Helix Transcription Factors of the Anthocyanin Pathway [7].
  • In contrast, quaternary ammonium and phosphonium salts gave excellent ESI spectra, particularly in the positive ion mode [29].

Analytical, diagnostic and therapeutic context of phosphanium

  • MALDI/PSD analysis of glycopeptides converted to their acetyl phosphonium derivatives is an effective alternative to electron capture dissociation, as illustrated by the positioning of up to three GalNac residues along the full tandem repeat peptide sequence derived from the MUC 5AC mucin [30].
  • CONCLUSION: The high tumor accumulation and sensitivity to the phase of tumor development suggest the potential use of radiolabeled phosphonium analogs for in vivo tumor staging and as a tool for investigating tumor evolution [2].
  • 18F-Labeled p-fluorobenzyl triphenyl phosphonium cation (18F-FBnTP) is a member of a new class of positron-emitting lipophilic cations that may act as myocardial perfusion PET tracers [20].
  • Titration of the chemical shift of the phosphonium phosphorus reflects a group on the protein that has a pKa value of less than or equal to 5, which from the refined X-ray structure (D.R. Davies, personal communication) of the site is assigned to Asp-97L [31].
  • The catalytic activity of phosphonium salts towards cyclic carbonate synthesis from propylene oxide and CO(2) has been enormously enhanced by their immobilization onto silica that itself has no catalytic activity [32].


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  17. Enhanced uptake of [11C]TPMP in canine brain tumor: a PET study. Madar, I., Anderson, J.H., Szabo, Z., Scheffel, U., Kao, P.F., Ravert, H.T., Dannals, R.F. J. Nucl. Med. (1999) [Pubmed]
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  20. Characterization of uptake of the new PET imaging compound 18F-fluorobenzyl triphenyl phosphonium in dog myocardium. Madar, I., Ravert, H.T., Du, Y., Hilton, J., Volokh, L., Dannals, R.F., Frost, J.J., Hare, J.M. J. Nucl. Med. (2006) [Pubmed]
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  25. Diastereoselective tandem Michael-intramolecular Wittig reactions of a cyclic phosphonium ylide with 8-phenylmenthyl enoates. Nagao, T., Suenaga, T., Ichihashi, T., Fujimoto, T., Yamamoto, I., Kakehi, A., Iriye, R. J. Org. Chem. (2001) [Pubmed]
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  31. A combined proton and phosphorus-31 nuclear magnetic resonance investigation of the combining site of M603, a phosphocholine-binding myeloma protein. Gettins, P., Pótter, M., Leatherbarrow, R.J., Dwek, R.A. Biochemistry (1982) [Pubmed]
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