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  • 1.
    Carlred, Louise
    et al.
    RISE, SP – Sveriges Tekniska Forskningsinstitut, SP Kemi Material och Ytor, Medicinteknik.
    Sjövall, Peter
    RISE, SP – Sveriges Tekniska Forskningsinstitut, SP Sveriges tekniska forskningsinstitut, SP – Sveriges Tekniska Forskningsinstitut / Funktionella material (KMf).
    Simultaneous imaging of amyloid-β and lipids in brain tissue using antibody-coupled liposomes and time-of-flight secondary ion mass spectrometry2014In: Journal of the American Chemical Society, ISSN 0002-7863, E-ISSN 1520-5126, Vol. 136, no 28, p. 9973-9981Article in journal (Refereed)
    Abstract [en]

    The spatial localization of amyloid-β peptide deposits, the major component of senile plaques in Alzheimer's disease (AD), was mapped in transgenic AD mouse brains using time-of-flight secondary ion mass spectrometry (ToF-SIMS), simultaneously with several endogenous molecules that cannot be mapped using conventional immunohistochemistry imaging, including phospholipids, cholesterol and sulfatides. Whereas the endogenous lipids were detected directly, the amyloid-β deposits, which cannot be detected as intact entities with ToF-SIMS because of extensive ion-induced fragmentation, were identified by specific binding of deuterated liposomes to antibodies directed against amyloid-β. Comparative investigation of the amyloid-β deposits using conventional immunohistochemistry and fluorescence microscopy suggests similar sensitivity but a more surface-confined identification due to the shallow penetration depth of the ToF-SIMS signal. The recorded ToF-SIMS images thus display the localization of lipids and amyloid-β in a narrow (∼10 nm) two-dimensional plane at the tissue surface. As compared to a frozen nontreated tissue sample, the liposome preparation protocol generally increased the signal intensity of endogenous lipids, likely caused by matrix effects associated with the removal of salts, but no severe effects on the tissue integrity and the spatial distribution of lipids were observed with ToF-SIMS or scanning electron microscopy (SEM). This method may provide an important extension to conventional tissue imaging techniques to investigate the complex interplay of different kinds of molecules in neurodegenerative diseases, in the same specimen. However, limitations in target accessibility of the liposomes as well as unspecific binding need further consideration.

  • 2. Kunze, A
    et al.
    Sjövall, Peter
    RISE, SP – Sveriges Tekniska Forskningsinstitut, SP Sveriges tekniska forskningsinstitut, YKI – Ytkemiska institutet.
    Kasemo, B
    Svedhem, S
    In situ preparation and modification of supported lipid layers by lipid transfer from vesicles studied by QCM-D and TOF-SIMS2009In: Journal of the American Chemical Society, ISSN 0002-7863, E-ISSN 1520-5126, Vol. 131, no 7, p. 2450-2451Article in journal (Refereed)
    Abstract [en]

    The study of lipid transfer between lipid membranes is of great interest for the fundamental understanding of this complex and important process and, furthermore, for providing a new avenue for the in situ modification of supported lipid bilayers (SLBs). SLBs are conveniently formed by vesicle spreading onto a solid support, but this method is limited to conditions (i.e., combination of vesicle lipid composition, surface chemical properties, and buffer) such that the vesicles break spontaneously upon adsorption to the surface. Many SLB compositions are not accessible by this approach. In the present study, we give an example of how lipid transfer can be made use of to form lipid layers with striking new features, notably with respect to stability. After lipid transfer between negatively charged POPS small unilamellar vesicles and a positively charged POEPC SLB on TiO2, an SLB is obtained, which, upon exposure to SDS, leaves behind a lipid monolayer. It is shown how this monolayer can be used for creating new SLBs. The several step procedure, bilayer formation, lipid transfer, removal of a lipid monolayer and the reassembly of a bilayer, is monitored in real time by the quartz crystal microbalance with a dissipation (QCM-D) technique, and the lipid composition is analyzed for each step in postpreparation spectroscopic analyses using time-of-flight secondary ion mass spectrometry (TOF-SIMS). Comparison of the measured signal ratios with those of the reference samples containing known fractions of D31-POPS directly shows that the relative concentration of D31-POPS is 50% in the SLB after D31-POPS exchange, significantly higher in the monolayer prepared in situ by SDS rinse, and 20-25% after reassembly of the SLB using POEPC vesicles. The results thus provide unambiguous evidence for extensive lipid transfer between the initial POEPC SLB and D31-POPS vesicles in solution. We suggest that the reassembled SLB has a significant asymmetry between the two leaflets, and we propose that the described method is promising for the in situ preparation of asymmetric SLBs.

  • 3.
    Lee, Taegyo
    et al.
    University of California, US.
    Wilson, Tyler W.
    University of California, US.
    Berg, Robert
    RISE, SP – Sveriges Tekniska Forskningsinstitut, SP Process Development, Katalys.
    Ryberg, Per
    RISE, SP – Sveriges Tekniska Forskningsinstitut.
    Hartwig, John F.
    University of California, US.
    Rhodium-Catalyzed Enantioselective Silylation of Arene C–H Bonds: Desymmetrization of Diarylmethanols2015In: Journal of the American Chemical Society, ISSN 0002-7863, E-ISSN 1520-5126, Vol. 137, no 21, p. 6742-6745Article in journal (Refereed)
    Abstract [en]

    We report a Rh-catalyzed, enantioselective silylation of arene C–H bonds directed by a (hydrido)silyl group. (Hydrido)silyl ethers that are formed in situ by hydrosilylation of benzophenone or its derivatives undergo asymmetric C–H silylation in high yield with excellent enantioselectivity in the presence of [Rh(cod)Cl]2 and a chiral bisphosphine ligand. The stereoselectivity of this process also allows enantioenriched diarylmethanols to react with site selectivity at one aryl group over the other. Enantioenriched benzoxasiloles from the silylation process undergo a range of transformations to form C–C, C–O, C–I, or C–Br bonds.

  • 4.
    Svensson, Per H
    RISE, SP – Sveriges Tekniska Forskningsinstitut, SP Process Development, Analys och fastfas.
    De novo determination of the crystal structure of a large drug molecule by crystal structure prediction-based powder NMR crystallography2013In: Journal of the American Chemical Society, ISSN 0002-7863, E-ISSN 1520-5126, Vol. 135, no 46, p. 17501-17507Article in journal (Refereed)
    Abstract [en]

    The crystal structure of form 4 of the drug 4-[4-(2-adamantylcarbamoyl)-5-tert-butyl-pyrazol-1-yl]benzoic acid is determined using a protocol for NMR powder crystallography at natural isotopic abundance combining solid-state (1)H NMR spectroscopy, crystal structure prediction, and density functional theory chemical shift calculations. This is the first example of NMR crystal structure determination for a molecular compound of previously unknown structure, and at 422 g/mol this is the largest compound to which this method has been applied so far.

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