14 research outputs found

    HIV infection of non-dividing cells: a divisive problem

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    Understanding how lentiviruses can infect terminally differentiated, non-dividing cells has proven a very complex and controversial problem. It is, however, a problem worth investigating, for it is central to HIV-1 transmission and AIDS pathogenesis. Here I shall attempt to summarise what is our current understanding for HIV-1 infection of non-dividing cells. In some cases I shall also attempt to make sense of controversies in the field and advance one or two modest proposals

    Approaches to Open Fullerenes: Synthesis and Thermal Stability of cis-1 Bis(isobenzofuran) Diels-Alder Adducts of C60

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    International audienceIn a quest to form wider openings within the cage of the fullerene C60 through controlled bond-breaking reactions, we have examined the double saturation of adjacent CdC bonds within a six-membered ring of C60. We have investigated the double Diels-Alder cycloaddition of two tethered isobenzofurans to the fullerene C60. We obtained cis-1 adducts in good yields after reacting the methylene- or quinoxalinetethered bis(isobenzofuran) precursors 2a-k with parent 3,6-dihydro-1,2,4,5-tetrazine (3b). The X-ray structure of the methylene-tethered bis(isobenzofuran)-C60 adduct 4b has been obtained; four-eclipsed substituents are held rigidly by the bicyclic addends. The cis-1 bis(isobenzofuran) bisadducts 4b and 4e-j are kinetically far more stable toward thermal retro-Diels-Alder fragmentation than are mono- (isobenzofuran) adducts of C60, in solution and in the solid state as determined by 1H NMR spectroscopy or thermogravimetric analysis. A methodology for the reversible solubilization of other fullerene derivatives based on this work is also presented

    Approaches to Open Fullerenes: Synthesis and Kinetic Stability of Diels-Alder Adducts of Substituted Isobenzofurans and C60

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    International audienceWe have examined the reactions of 1,3-disubstituted isobenzofurans with the fullerene C60 in the context of an approach to open a large orifice on the fullerene framework. A variety of substituted isobenzofurans (6a-h), generated from the reaction of 1,4-substituted 1,4-epoxynaphthalenes 3a-h with 3,6-bis(2- pyridyl)-1,2,4,5-tetrazine (4a) or 1,2,4,5-tetrazine (4b), were added to C60 to afford the Diels-Alder adducts 7a-h. The thermal stability of these adducts toward retro-Diels-Alder fragmentation differs greatly in solution from that in the solid state. In solution, the relatively facile retro-Diels-Alder fragmentation of monoadducts 7a and 7c, to give C60 and the free isobenzofurans 6a and 6c, have rate constants (and activation barriers) of k ) 9.29 10-5 s-1 at 70 °C (Ea ) 32.6 kcal mol-1) and k ) 1.36 10-4 s-1 at 40 °C (Ea ) 33.7 kcal mol-1), respectively, indicating that the addition of isobenzofurans to C60 is readily reversible at those temperatures. In the solid state, thermogravimetric analysis of adduct 7a indicates that its decomposition occurs only within the temperature range of 220-300 °C. As a result, these compounds can be stored at room temperature in the solid state for several weeks without significant decomposition but have to be handled within several hours in solution

    Cation-reinforced donor-acceptor pseudorotaxanes

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    Formation of a series of pseudorotaxanes from an electron-rich crown ether (host 1), pyromellitic diimide (guest 2) and alkali salt templates MX, where M = Li+ and Na+, and X- = Br-, I-, CF3SO3-, [B(C6F5)4]- and [B{3,5-(CF3)2(C6H3)}4]-, is reported. Mixing of 1 and 2 in CH2Cl2 or a mixture of CHCl3 and MeOH (98 : 2) gave a pale yellow solution indicative of a very weak charge-transfer interaction. Upon addition of MX, brightly coloured solutions were obtained, resulting from a red shift and an increase in the intensity of the charge-transfer band. Structural and kinetic studies of the pseudorotaxanes were performed by NMR. The solution-phase structures of [M2 · 1 · 2]2+ are in good agreement with the solid-phase structure determined by X-ray crystallography. The remarkable templating properties of Li+ for the 1 · 2 donor-acceptor complex are due to the almost perfect coincidence of coordinative geometries in [Li2 · 1]2+ and [Li2 · 1 · 2]2+.
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