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Chemical Compound Review

Trifenylfosfin     triphenylphosphane

Synonyms: NSC-10, PubChem6417, NSC10, ACMC-1BGGS, CCRIS 4889, ...
 
 
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Disease relevance of triphenylphosphane

 

High impact information on triphenylphosphane

 

Biological context of triphenylphosphane

  • When the pre-existing lipid peroxides (LOOH) were removed by incorporating triphenylphosphine into liposomes, Fe(2+) could no longer initiate lipid peroxidation and the acceleration of Fe(2+) oxidation by the liposomes disappeared [9].
  • Wittig condensation of 2-acetamido-6-formyl-4-pyrimidinol with the triphenylphosphine ylide 3 derived from N-acetyl-4-(p-carbethoxyanilino)-1-chloro-2-butanone, hydrogenation of the enone intermediate 5, introduction of a 5-amino group via diazonium coupling, and reductive ring closure yielded ethyl N11-acetyl-8-deazahomopteroate (8) [10].
  • Kinetics of the oxidation of triphenylphosphine by nitric oxide [11].
  • The reactive sites of these complexes in CO substitution reactions have been determined by studying the reactivity of 1 with triphenylphosphine [12].
  • Oxygen atom transfer from (mes)(3)Ir=O and dioxygen activation by (mes)(3)Ir can be combined to allow catalytic aerobic oxidations of triphenylphosphine at room temperature and atmospheric pressure with overall activity (approximately 60 turnovers/h) comparable to the fastest reported catalysts [13].
 

Anatomical context of triphenylphosphane

  • The effects of the three hydrophobic molecules triphenylphosphine, trifluoperazine and 3-nitrophenol on Ca2+ uptake and ATPase activity in sarcoplasmic reticulum vesicles was investigated [14].
  • Formation of conjugated dienes (CD), the conversion of triphenylphosphine (TPP) to its oxide (TPPO), and the simultaneous production of hydroxy polyunsaturated fatty acids (PUFA-OHs) from these corresponding PUFAs hydroperoxides (PUFA-OOHs) were analyzed in the total lipid extract of ZR cells and of normal human skin fibroblasts (CCD-41Sk:Sk) [15].
 

Associations of triphenylphosphane with other chemical compounds

 

Gene context of triphenylphosphane

 

Analytical, diagnostic and therapeutic context of triphenylphosphane

References

  1. Saccharinate as a versatile polyfunctional ligand. Four distinct coordination modes, misdirected valence, and a dominant aggregate structure from a single reaction system. Falvello, L.R., Gomez, J., Pascual, I., Tomás, M., Urriolabeitia, E.P., Schultz, A.J. Inorganic chemistry. (2001) [Pubmed]
  2. Acute and subacute inhalation toxicities of phosphine, phenylphosphine and triphenylphosphine. Waritz, R.S., Brown, R.M. American Industrial Hygiene Association journal. (1975) [Pubmed]
  3. Relationship of hypolipidemic and antineoplastic activities of tricyclohexyl- and triphenylphosphine boranes, carboxyboranes, cyanoboranes, and related derivatives. Das, M.K., Maiti, P.K., Roy, S., Mittakanti, M., Morse, K.W., Hall, I.H. Arch. Pharm. (Weinheim) (1992) [Pubmed]
  4. Activation of Ca2+ uptake and inhibition of reversal of the sarcoplasmic reticulum Ca2+ pump by aromatic compounds. Petretski, J.H., Wolosker, H., de Meis, L. J. Biol. Chem. (1989) [Pubmed]
  5. Stepwise delivery of two methoxy groups of arylaldehyde acetals across the phenyl ring. Vacant site-controlled palladium catalysis. Nakamura, I., Mizushima, Y., Gridnev, I.D., Yamamoto, Y. J. Am. Chem. Soc. (2005) [Pubmed]
  6. Thiol-functionalized, 1.5-nm gold nanoparticles through ligand exchange reactions: scope and mechanism of ligand exchange. Woehrle, G.H., Brown, L.O., Hutchison, J.E. J. Am. Chem. Soc. (2005) [Pubmed]
  7. Anticancer cyclometalated [Au(III)m(C(wedge)N(wedge)C)mL]n+ compounds: Synthesis and cytotoxic properties. Li, C.K., Sun, R.W., Kui, S.C., Zhu, N., Che, C.M. Chemistry (Weinheim an der Bergstrasse, Germany) (2006) [Pubmed]
  8. Structure and reactivity of homoleptic samarium(II) and thulium(II) phospholyl complexes. Turcitu, D., Nief, F., Ricard, L. Chemistry (Weinheim an der Bergstrasse, Germany) (2003) [Pubmed]
  9. The mechanism of Fe(2+)-initiated lipid peroxidation in liposomes: the dual function of ferrous ions, the roles of the pre-existing lipid peroxides and the lipid peroxyl radical. Tang, L., Zhang, Y., Qian, Z., Shen, X. Biochem. J. (2000) [Pubmed]
  10. Synthesis and biological evaluation of 8-deazahomofolic acid and its tetrahydro derivative. DeGraw, J.I., Colwell, W.T., Brown, V.H., Sato, M., Kisliuk, R.L., Gaumont, Y., Thorndike, J., Sirotnak, F.M. J. Med. Chem. (1988) [Pubmed]
  11. Kinetics of the oxidation of triphenylphosphine by nitric oxide. Lim, M.D., Lorkovic, I.M., Ford, P.C. Inorganic chemistry. (2002) [Pubmed]
  12. Hexaruthenium carbonyl cluster complexes with basal edge-bridged square pyramidal metallic skeleton: efficient synthesis of 2-imidopyridine derivatives and determination of their reactive sites in carbonyl substitution reactions. Cabeza, J.A., del Río, I., García-Alvarez, P., Miguel, D., Riera, V. Inorganic chemistry. (2004) [Pubmed]
  13. Stoichiometric and catalytic oxygen activation by trimesityliridium(III). Jacobi, B.G., Laitar, D.S., Pu, L., Wargocki, M.F., DiPasquale, A.G., Fortner, K.C., Schuck, S.M., Brown, S.N. Inorganic chemistry. (2002) [Pubmed]
  14. Modification of ATP regulatory function in sarcoplasmic reticulum Ca2(+)-ATPase by hydrophobic molecules. Wolosker, H., Petretski, J.H., De Meis, L. Eur. J. Biochem. (1990) [Pubmed]
  15. Mechanism of lipid peroxidation in cancer cells in response to gamma-linolenic acid (GLA) analyzed by GC-MS(I): Conjugated dienes with peroxyl (or hydroperoxyl) groups and cell-killing effects. Takeda, S., Sim, P.G., Horrobin, D.F., Sanford, T., Chisholm, K.A., Simmons, V. Anticancer Res. (1993) [Pubmed]
  16. Computational study of sulfur atom-transfer reactions from thiiranes to ER3 (E = As, P; R = CH3, Ph). Ibdah, A., Espenson, J.H., Jenks, W.S. Inorganic chemistry. (2005) [Pubmed]
  17. Fluorescent image analysis of lipid hydroperoxides in fish muscle with 3-perylene diphenylphosphine. Chotimarkorn, C., Ohshima, T., Ushio, H. Lipids (2006) [Pubmed]
  18. Laser photolysis studies of the reaction of chromium(III) octaethylporphyrin complex with triphenylphosphine and triphenylphosphine oxide. Inamo, M., Matsubara, N., Nakajima, K., Iwayama, T.S., Okimi, H., Hoshino, M. Inorganic chemistry. (2005) [Pubmed]
  19. Excited-state properties of Rh(2)(O(2)CCH(3))(4)(L)(2) (L = CH(3)OH, THF, PPh(3), py). Bradley, P.M., Bursten, B.E., Turro, C. Inorganic chemistry. (2001) [Pubmed]
  20. Bis(carbamoyloxymethyl) esters of 2',3'-dideoxyuridine 5'-monophosphate (ddUMP) as potential ddUMP prodrugs. Khan, S.R., Kumar, S.K., Farquhar, D. Pharm. Res. (2005) [Pubmed]
  21. Crystal structures and vibrational and solution and solid-state (CPMAS) NMR spectroscopic studies in triphenyl phosphine, arsine, and stibine silver(I) bromate systems, (R3E)xAgBrO3 (E = P, As, Sb; x = 1-4). Cingolani, A., Effendy, E., Hanna, J.V., Pellei, M., Pettinari, C., Santini, C., Skelton, B.W., White, A.H. Inorganic chemistry. (2003) [Pubmed]
  22. Measurement of plasma hydroperoxide concentration by FOX-1 assay in conjunction with triphenylphosphine. Banerjee, D., Madhusoodanan, U.K., Sharanabasappa, M., Ghosh, S., Jacob, J. Clin. Chim. Acta (2003) [Pubmed]
  23. Syntheses of amphiphilic glycosylamides from glycosyl azides without transient reduction to glycosylamines. Boullanger, P., Maunier, V., Lafont, D. Carbohydr. Res. (2000) [Pubmed]
  24. Stable glucopyranosylpalladium complexes with cis-beta-hydrogen. A six-membered ring metallocycle with an oxygen donor ligand. Hacksell, U., Kalinkoski, H.T., Barofsky, D.F., Daves, G.D. Acta Chem. Scand., B, Org. Chem. Biochem. (1985) [Pubmed]
  25. The use of polymer-bound triphenylphosphine in the stereochemical inversion of secondary alcohols. White, J.M., Tunoori, A.R., Dutta, D., Georg, G.I. Comb. Chem. High Throughput Screen. (2000) [Pubmed]
  26. Mechanism of the solution oxidation of rofecoxib under alkaline conditions. Harmon, P.A., Biffar, S., Pitzenberger, S.M., Reed, R.A. Pharm. Res. (2005) [Pubmed]
 
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