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Chemical Compound Review

POLYPROPYLENE     prop-1-ene

Synonyms: PROPYLENE, Propene, Methylethene, Methylethylene, n-propylene, ...
 
 
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Disease relevance of Propene

 

Psychiatry related information on Propene

  • Measurements of polymer yield Y versus reaction time t for propene concentrations [M] = 0.15-0.59 mol L(-1) and zirconocene concentrations in the range [Zr] = (2.38-9.52) x 10(-5) mol L(-1) for the borate system showed first-order dependence on [M] and [Zr] [5].
 

High impact information on Propene

  • In addition to these protein-mediated interactions, lipid peroxidation also occurred after H2O2 exposure, as shown by generation of fluorescent amino propene derivatives [6].
  • We investigated the adsorption states of 2-methylpropene and propene on Si(100)c(4x2) using low-temperature scanning tunneling microscopy [7].
  • In the case of propene oxygenation, the hydroxylation and epoxidation mechanisms are competitive on a dominant quintet spin state surface [8].
  • Propene activation by the oxo-iron active species of taurine/alpha-ketoglutarate dioxygenase (TauD) enzyme. How does the catalysis compare to heme-enzymes [8]?
  • Subsequent calculations indeed reveal that the gas-phase binding energy of F5PhI to POM-FeO4- is high (ca. 20 kcal/mol) compared to the corresponding binding energy of propene (ca. 2-3 kcal/mol) [9].
 

Chemical compound and disease context of Propene

 

Biological context of Propene

  • The kinetics of propene polymerization catalyzed by ansa-metallocenes were studied using quenched-flow techniques [5].
  • The biomass yield on propene was not affected by the cometabolic degradation of TCE [12].
  • The observation that pNC30-deficient strains had lost the ability to grow on propene suggested that the genes of the propene degradation pathway are encoded by the linear plasmid pNC30 [11].
  • After hydrolysis of the protein, two diastereomers of N tau-(2-hydroxypropyl)histidine were identified in the hydrolysate from treated animals, suggesting that propene, analogous to ethene, is metabolized to the corresponding epoxide and showing that the oxidation is not stereospecific [13].
  • Characterization of Rhodococcus-E. coli shuttle vector pNC9501 constructed from the cryptic plasmid of a propene-degrading bacterium [14].
 

Anatomical context of Propene

  • Among the compounds synthesized, a series of propene derivatives exhibited a potent cytotoxic activity against some tumor cell lines including multidrug resistant cell lines due to the overexpression of P-glycoprotein [15].
 

Associations of Propene with other chemical compounds

  • We estimated, using X-ray photoelectron spectroscopy, that approximately 70% of the 0.11 ML of 2-propen-1-ol that reacts forms propene [16].
  • Highly dispersed chromate species on silica catalyse the selective epoxidation of propene to propene oxide (PO) by molecular oxygen under visible light irradiation with the same quantum yield as that under UV light irradiation [17].
  • Our earlier observations that sMMO was capable of inserting an oxygen atom from dioxygen into a wide variety of hydrocarbon (and some non-hydrocarbon) substrates has been exploited to either produce value added products (e.g. epoxypropane from propene), or in the bioremediation of pollutants such as chlorinated hydrocarbons [18].
  • A theoretical study of the decomposition of triallylphosphine into phosphaacetylene at the B3LYP/6-311++G(3df,2p) level has shown that the most likely mechanism involves two retroene eliminations of propene leading to vinylphosphaacetylene [19].
  • Theoretical studies on the ene reaction mechanisms of propene and cyclopropene with ethylene and cyclopropene: concerted or stepwise [20].
  • The structure of this new form is similar to those of isotactic polybutene and polystyrene and does not crystallize in polypropylene homopolymer because it would have too low density [21].
 

Gene context of Propene

  • No propene monooxygenase activity was detected with rubrerythrin using the assay designed to test activity of methane monooxygenase component A in the absence of other protein components [22].
  • Epoxidation (C=C) vis-à-vis allylic hydroxylation (C-H) reactions of propene with a model compound I (Cpd I) of the enzyme cytochrome P450 were studied using B3LYP density functional theory [23].
  • The electroreduction of allyl alcohol to form propene at the platinized platinum electrode in acidic aqueous solution has been studied using CV plots, IR, ESR, and MS spectra, and a semiempricial MO method (MOPAC7/AM1, PM3) [24].
  • The potential energy surface for the Cl + propene reaction was analyzed at the MP2 level using Pople's 6-31G(d,p) and 6-311+G(d,p), and Dunning's cc-pVDZ and aug-cc-pVDZ basis sets [25].
  • We have investigated a Mars-van Krevelen mechanism that involves stepwise adsorption of the propane at an oxygen site followed by desorption of a water molecule and propene, and subsequent adsorption of an oxygen molecule to complete the catalytic cycle [26].
 

Analytical, diagnostic and therapeutic context of Propene

References

  1. Chemical structure and carcinogenicity relationships of some chloroalkene oxides and their parent olefins. Van Duuren, B.L., Kline, S.A., Melchionne, S., Seidman, I. Cancer Res. (1983) [Pubmed]
  2. Positively charged amino acids are essential for electron transfer and protein-protein interactions in the soluble methane monooxygenase complex from Methylococcus capsulatus (Bath). Balendra, S., Lesieur, C., Smith, T.J., Dalton, H. Biochemistry (2002) [Pubmed]
  3. Reduction of cyclopropene by NifV- and wild-type nitrogenases from Klebsiella pneumoniae. Gemoets, J.P., Bravo, M., McKenna, C.E., Leigh, G.J., Smith, B.E. Biochem. J. (1989) [Pubmed]
  4. Cloning, expression, and site-directed mutagenesis of the propene monooxygenase genes from Mycobacterium sp. strain M156. Chan Kwo Chion, C.K., Askew, S.E., Leak, D.J. Appl. Environ. Microbiol. (2005) [Pubmed]
  5. Zirconocene-catalyzed propene polymerization: a quenched-flow kinetic study. Song, F., Cannon, R.D., Bochmann, M. J. Am. Chem. Soc. (2003) [Pubmed]
  6. Effect of hydrogen peroxide exposure on normal human erythrocyte deformability, morphology, surface characteristics, and spectrin-hemoglobin cross-linking. Snyder, L.M., Fortier, N.L., Trainor, J., Jacobs, J., Leb, L., Lubin, B., Chiu, D., Shohet, S., Mohandas, N. J. Clin. Invest. (1985) [Pubmed]
  7. Regioselective Cycloaddition Reaction of Alkene Molecules with the Asymmetric Dimer on Si(100)c(4x2). Oguchi, K., Nagao, M., Umeyama, H., Katayama, T., Yamashita, Y., Mukai, K., Yoshinobu, J., Akagi, K., Tsuneyuki, S. J. Am. Chem. Soc. (2007) [Pubmed]
  8. Propene activation by the oxo-iron active species of taurine/alpha-ketoglutarate dioxygenase (TauD) enzyme. How does the catalysis compare to heme-enzymes? de Visser, S.P. J. Am. Chem. Soc. (2006) [Pubmed]
  9. The high-valent iron-oxo species of polyoxometalate, if it can be made, will be a highly potent catalyst for C-H hydroxylation and double-bond epoxidation. Kumar, D., Derat, E., Khenkin, A.M., Neumann, R., Shaik, S. J. Am. Chem. Soc. (2005) [Pubmed]
  10. Populations implicated in anaerobic reductive dechlorination of 1,2-dichloropropane in highly enriched bacterial communities. Ritalahti, K.M., Löffler, F.E. Appl. Environ. Microbiol. (2004) [Pubmed]
  11. Degradation of trichloroethene by a linear-plasmid-encoded alkene monooxygenase in Rhodococcus corallinus (Nocardia corallina) B-276. Saeki, H., Akira, M., Furuhashi, K., Averhoff, B., Gottschalk, G. Microbiology (Reading, Engl.) (1999) [Pubmed]
  12. Continuous degradation of trichloroethylene by Xanthobacter sp. strain Py2 during growth on propene. Reij, M.W., Kieboom, J., de Bont, J.A., Hartmans, S. Appl. Environ. Microbiol. (1995) [Pubmed]
  13. Kinetics of metabolism of propene and covalent binding to macromolecules in the mouse. Svensson, K., Osterman-Golkar, S. Toxicol. Appl. Pharmacol. (1984) [Pubmed]
  14. Characterization of Rhodococcus-E. coli shuttle vector pNC9501 constructed from the cryptic plasmid of a propene-degrading bacterium. Matsui, T., Saeki, H., Shinzato, N., Matsuda, H. Curr. Microbiol. (2006) [Pubmed]
  15. Synthesis and antitumor activity of novel pyrimidinyl pyrazole derivatives. Naito, H., Sugimori, M., Mitsui, I., Nakamura, Y., Iwahana, M., Ishii, M., Hirotani, K., Kumazawa, E., Ejima, A. Chem. Pharm. Bull. (1999) [Pubmed]
  16. Insight into the partial oxidation of propene: the reactions of 2-propen-1-ol on clean and O-covered Mo(110). Deiner, L.J., Serafin, J.G., Friend, C.M., Weller, S.G., Levinson, J.A., Palmer, R.E. J. Am. Chem. Soc. (2003) [Pubmed]
  17. Visible light-induced photoepoxidation of propene by molecular oxygen over chromia-silica catalysts. Murata, C., Yoshida, H., Hattori, T. Chem. Commun. (Camb.) (2001) [Pubmed]
  18. The Leeuwenhoek Lecture 2000 the natural and unnatural history of methane-oxidizing bacteria. Dalton, H. Philos. Trans. R. Soc. Lond., B, Biol. Sci. (2005) [Pubmed]
  19. A theoretical study of the formation of phosphaacetylene by thermolysis of triallylphosphine. Mathey, F., Le Floch, P. J. Org. Chem. (2004) [Pubmed]
  20. Theoretical studies on the ene reaction mechanisms of propene and cyclopropene with ethylene and cyclopropene: concerted or stepwise. Sakai, S. The journal of physical chemistry. A, Molecules, spectroscopy, kinetics, environment & general theory (2006) [Pubmed]
  21. Crystal structure of the trigonal form of isotactic polypropylene as an example of density-driven polymer structure. De Rosa, C., Auriemma, F., Corradini, P., Tarallo, O., Dello Iacono, S., Ciaccia, E., Resconi, L. J. Am. Chem. Soc. (2006) [Pubmed]
  22. Intrapeptide sequence homology in rubrerythrin from Desulfovibrio vulgaris: identification of potential ligands to the diiron site. Kurtz, D.M., Prickril, B.C. Biochem. Biophys. Res. Commun. (1991) [Pubmed]
  23. What factors affect the regioselectivity of oxidation by cytochrome p450? A DFT study of allylic hydroxylation and double bond epoxidation in a model reaction. de Visser, S.P., Ogliaro, F., Sharma, P.K., Shaik, S. J. Am. Chem. Soc. (2002) [Pubmed]
  24. Mechanism of electroreduction of allyl alcohol at platinized platinum electrode in acidic aqueous solution. Shukun, H., Youqun, S., Jindong, Z., Jian, S. J. Org. Chem. (2001) [Pubmed]
  25. Theoretical approach to the mechanism of reactions between halogen atoms and unsaturated hydrocarbons: the Cl + propene reaction. Braña, P., Sordo, J.A. Journal of computational chemistry. (2003) [Pubmed]
  26. Quantum chemical study of mechanisms for oxidative dehydrogenation of propane on vanadium oxide. Redfern, P.C., Zapol, P., Sternberg, M., Adiga, S.P., Zygmunt, S.A., Curtiss, L.A. The journal of physical chemistry. B, Condensed matter, materials, surfaces, interfaces & biophysical. (2006) [Pubmed]
  27. Influence of regio- and stereoregularity of propene insertion on crystallization behavior and elasticity of ethene-propene copolymers. Guerra, G., Galimberti, M., Piemontesi, F., Ruiz de Ballesteros, O. J. Am. Chem. Soc. (2002) [Pubmed]
  28. Protocol for mutagenesis of alkene monooxygenase and screening for modified enantiocomposition of the epoxypropane product. Perry, A., Smith, T.J. Journal of biomolecular screening : the official journal of the Society for Biomolecular Screening. (2006) [Pubmed]
  29. Characterization of plasma polymerized polypropylene coatings. Sipehia, R., Chawla, A.S. Biomaterials (1986) [Pubmed]
  30. Alkylation of DNA and hemoglobin in the mouse following exposure to propene and propylene oxide. Svensson, K., Olofsson, K., Osterman-Golkar, S. Chem. Biol. Interact. (1991) [Pubmed]
 
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