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  • 1. Alonso, Diego
    et al.
    Andersson, Pher
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry I.
    Deprotection of Sulfonyl Aziridines1998In: J. Org. Chem., no 63, p. 9455-9461Article in journal (Refereed)
  • 2. Alonso, Diego
    et al.
    Guijarro, David
    Pinho, Pedro
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry I.
    Temme, Oliver
    Andersson, Pher
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry I.
    (1S,3R,4R)-2-Azanorbornylmethanol, an Efficient Ligand for Ruthenium-Catalyzed Asymmetric Transfer Hydrogenation of Ketones1998In: J. Org. Chem., no 63, p. 2749-2751Article in journal (Refereed)
  • 3.
    Andersson, Håkan S.
    et al.
    University of Kalmar, School of Pure and Applied Natural Sciences.
    Ramström, O
    Crown Ethers as a Tool for the Preparation of Molecularly Imprinted Polymers1998In: Journal of Molecular Recognition, Vol. 11, p. 103-106Article in journal (Refereed)
  • 4.
    Andersson, Pher
    et al.
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry I.
    Johansson, Fredrik
    Tanner, David
    Enantioselective Addition of Organolithium Reagents to Imines Mediated by C2-Symmetric Bis(aziridine) Ligands1998In: Tetrahedron, no 54, p. 11549-11566Article in journal (Refereed)
  • 5.
    Andersson, Pher
    et al.
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry I.
    Schink, Hans
    Österlund, Krister
    Asymmetric Total Synthesis of (+)-Tolterodine, a New Muscarinic Receptor Antagonist, via Copper-Assisted Asymmetric Conjugate Addition of Aryl Grignard Reagents to 3-Phenyl-prop-2-enoyl-oxazolidinones1998In: J. Org. Chem., no 63, p. 8067-8070Article in journal (Refereed)
  • 6.
    Aune, Marie
    et al.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry.
    Danielsson, Rolf
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry.
    Hussenius, Anita
    Uppsala University, Disciplinary Domain of Humanities and Social Sciences, Faculty of Arts, Centre for Gender Research. Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry.
    Ryberg, Per
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry.
    Kristjansdottir, AG
    Uppsala University.
    Matsson, Olle
    Uppsala University.
    1,3-hydron transfer in some 5- or 7-substituted 1-methylindenes. Reaction rates and kinetic isotope effects1998In: Acta Chemica Scandinavica, ISSN 0904-213X, E-ISSN 1902-3103, Vol. 52, no 7, p. 911-920p. 911-920Article in journal (Refereed)
    Abstract [en]

    Rate constants and primary deuterium kinetic isotope effects (KIEs) have been determined for the base-catalysed 1,3-hydrotropic rearrangements of 1-methyl-5-nitroindene (12), 1-methyl-7-nitroindene (13), 5-methoxy-1-methylindene (14) and 5-fluoro-1-methy

  • 7.
    Bernlind, Christian
    Stockholm University, Faculty of Science.
    Synthesis of LPS epitopes containing Kdo, L-, and D-Glycero-D-manno-heptose to be used in potential conjugate vaccines against Haemophilus species1998Doctoral thesis, comprehensive summary (Other academic)
  • 8. Guijarro, David
    et al.
    Pinho, Pedro
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry I.
    Andersson, Pher
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry I.
    Enantioselective Addition of Dialkylzinc Reagents to N-(Diphenylphosphinoyl) Imines Promoted by 2-Azanorbornylmethanols1998In: J. Org. Chem., no 63, p. 2530-2535Article in journal (Refereed)
  • 9.
    Hussenius, Anita
    et al.
    Uppsala University, Disciplinary Domain of Humanities and Social Sciences, Faculty of Arts, Centre for Gender Research. Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry.
    Matsson, Olle
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry.
    Bergson, Göran
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry.
    Experimental evidence of partially rate limiting ion-pair interconversion in a base catalyzed 1,3-proton transfer reaction1998In: Chemical Communications, ISSN 1359-7345, E-ISSN 1364-548X, no 24, p. 2693-2694p. 2693-2694Article in journal (Refereed)
    Abstract [en]

    The relative rates for interconversion and reprotonation of the ion-pair intermediates are of the same order of magnitude in the piperidine catalyzed 'degenerate' rearrangement of 1,3-dimethylindene, as investigated using H-1 and H-2 NMR spectroscopy by

  • 10. Knutsson, M
    et al.
    Andersson, Håkan S.
    University of Kalmar, School of Pure and Applied Natural Sciences.
    Nicholls, Ian A.
    University of Kalmar, School of Pure and Applied Natural Sciences.
    Novel chiral recognition elements for molecularly imprinted polymer preparation1998In: Journal of Molecular Recognition, Vol. 11, p. 87-90Article in journal (Refereed)
  • 11.
    Laglet, Abraham
    et al.
    KTH, School of Chemical Science and Engineering (CHE), Chemistry, Organic Chemistry.
    Wellmar, Ulf
    Bemm, Ulf
    Latypov, Nikolaj V.
    Bergman, Jan
    KTH, School of Chemical Science and Engineering (CHE), Chemistry, Organic Chemistry.
    Synthesis and Reactions of 1,1-dinitro-2,2-dinitroethylene1998In: Tetrahedron, ISSN 0040-4020, E-ISSN 1464-5416, Tetrahedron, Vol. 54, no 38, p. 11525-11536Article in journal (Refereed)
    Abstract [en]

    Low temperature nitrations of 2-methylimidazole gave in addition to the known 2-methyl-5(4)-nitroimidazole (1), 2-(dinitromethylene)-5,5-dinitro-4-imidazolidinone (3) and parabanic acid (2). The tetranitro compound 3 was also obtained by nitration of 2-methyl-4,5-dihydro-(1H)-5-imidazolone (8). Thermal decomposition of 3 gave 2-(dinitromethylene)-4,5-imidazolidinedione (4) which also was the product from nitration of the new compound 2-methoxy-2-methyl-4,5-imidazolidinedione. Treatment of 4 with aqueous ammonia gave the previously unknown 1,1-diamino-2,2-dinitroethylene (5). The physical properties and chemical behaviour of (5) are described.

  • 12.
    Larsson, Karin
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Materials Chemistry. Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Materials Chemistry, Inorganic Chemistry. oorganisk kemi.
    Migration of Species on a Diamond (111) Surface1998In: Proceedings of the second symposium on Diamond Materials V. Vol. 97-32, 1998Conference paper (Refereed)
  • 13. Norell, M S
    et al.
    Andersson, Håkan S.
    University of Kalmar, School of Pure and Applied Natural Sciences.
    Nicholls, Ian A.
    University of Kalmar, School of Pure and Applied Natural Sciences.
    Theophylline molecularly imprinted polymer dissociation kinetics: A novel sustained release drug dosage mechanism1998In: Journal of Molecular Recognition, Vol. 11, p. 98-102Article in journal (Refereed)
  • 14. Olofsson, K
    et al.
    Larhed, M
    Hallberg, A
    Highly regioselective palladium-catalyzed internal arylation of allyltrimethylsilane with aryl triflates1998In: Journal of Organic Chemistry, ISSN 0022-3263, E-ISSN 1520-6904, Vol. 63, no 15, p. 5076-5079Article in journal (Refereed)
    Abstract [en]

    Highly regioselective ligand-controlled Heck-arylation reactions of allyltrimethylsilane, delivering branched beta-products, were performed in moderate to good yields. The high preference for internal over terminal double-bond arylation suggests a contribution from the beta-cation-stabilizing effect of silicon. Microwave-promoted palladium-catalyzed coupling reactions proceeded with the same regioselectivity in six entries out of eight with the reaction times cut sharply down to 5-10 min.

  • 15. Piletsky, S A
    et al.
    Andersson, Håkan S.
    University of Kalmar, School of Pure and Applied Natural Sciences.
    Nicholls, Ian A.
    University of Kalmar, School of Pure and Applied Natural Sciences.
    The rational use of the hydrophobic effect and electrostatic interaction based recognition in molecularly imprinted polymers1998In: Journal of Molecular Recognition, Vol. 11, p. 94-97Article in journal (Refereed)
  • 16.
    Pinho, Pedro
    et al.
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry I.
    Guijarro, David
    Andersson, Pher
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry I.
    (1S, 3R, 4R)-2-Azanorbornyl-3-methanol Oxazaborolidines in the Asymmetric Reduction of Ketones1998In: Tetrahedron, no 54, p. 7897-7906Article in journal (Refereed)
  • 17.
    Puri, Nitin
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Faculty of Science and Technology, Biology, Department of Bioorganic Chemistry.
    Studies on nucleic acids chemistry1998Doctoral thesis, comprehensive summary (Other academic)
    Abstract [en]

    This thesis is divided into three parts:

    Part 1: Synthesis and conformational analysis of cyclic RNAs, and comparison with lariat RNAs modelling the lariat formed during processing of Group II and Nuclear pre-mRNA. Synthesis of a hexameric lariat RNA model with a tetranucleotidyl "2' → 5' loop" and a dinucleotidyl "3'-tail" has been accomplished. The hexameric lariat and its heptameric analogue displayed unique self-cleavage giving products, mimicking those obtained in the self-cleavage reactions of catalytic RNA (ribozyme). To elucidate the role of the "3'-tail" in the observed self-cleavage, two cyclic tetrameric (2' → 5' at A1) and (3' → 5' at A1) RNAs were synthesized. A comparison of the conformations adopted by them and the hexameric lariat-RNA highlighted that just an ethyl phosphate as the "3'-tail" is adequate to engineer the local geometrical changes that are required for the self-cleavage reaction.

    Part 2: Synthesis and utility of cyclic phosphitylating agents in the one-pot synthesis of biologically relevant phosphorothioates. The synthesis of new aromatic cyclic five-membered P(III) phosphoramidite is reported. MAC activation of these phosphitylating reagents made it feasible to generate unsymmetrical trisubstituted phosphates by stepwise reacting the activated phosphole with three different nucleophiles. The use of the 5-chloro phosphole analog was demonstrated in the one-pot synthesis of various biological oligophosphates such as P1,Pn-(diadenosine 5')-polyphosphates, P1-(N-7-methylguanosine 5')-P3-(adenosine 5')-1-thiotriphosphate, nucleoside 5'-polyphosphates, nucleoside 2',3'-cyclic phosphorothioate, nucleoside phosphorothioates and trinucleoside monophosphate.

    Part 3: Synthesis and physicochemical studies on duplexes and triplexes of DNA-conjugates: A class of potential antisense and antigene agents. DNA-conjugates have found utility in antigene and antisense strategies as repressors of gene expression at the transcriptional and translational levels. The first synthesis of the C-branched spermine is herein reported. It was covalently linked through a phosphate linkage ontothe 5'-end of a ssDNA, and through the 2'-phosphate of the arabinose-Uracil to the medial and the 3'-end of ssDNA. The resulting DNA conjugates augmented the thermal stability of their duplexes and triplexes formed with ssDNA and dsDNA. Additionally, thirteen different planar hydroxy alkylated polyarenes with different geometries, bulk and π-electron densities were synthesized. Tethering them through a phosphate linkage to the 5'-terminus of ssDNA enabled us to demonstrate the influence of varying the electronic and bulk characteristics of these polyarenes on the thermal stability and fluorescence properties of the resulting hetero/homoduplexes and the triplexes. CD displayed no gross changes in the native hetero/homoduplex global structure on tethering these fluorophores. It has also emerged that these 5'-tethered fluorophores assist in pre-organization of DNA-conjugates owing to which they adopt a less random coil structure than their native counterparts. All heteroduplexes tested underwent RNA excision by RNase H. Finally, a significant hurdle in the antisense strategy, which is that of the kinetic inaccessibility of mRNA, is addressed using a small 20-mer RNA. This 20-mer RNA adopts a duplex structure which did not form a complex with our DNA-conjugates, while its DNA counterpart which formed a hairpin did.

  • 18.
    Ruda, Katinka
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Synthesis of inositol phosphoglycans and analogues thereof1998Doctoral thesis, comprehensive summary (Other academic)
    Abstract [en]

    This thesis describes the synthesis of inositol phosphoglycans (IPG) corresponding to glycosyl-phosphatidylinositol (GPI) anchors found on the cell surface of the parasite Leishmania. Synthesis of an IPG which is a putative second messenger for insulin, and of analogues thereof is also discussed.

    The IPG structures synthesized contain mono-, tri-, and hexasaccharides linked to an inositol phosphate. Analogues of the putative second messenger contain glucosamine, instead of myo-inositol phosphate, coupled to either phosphorylated D-mannose or phosphorylated L-fucose. The synthetic work involved the development of procedures for obtaining optically pure myo-inositol-glucosamine derivatives, the formation of phosphomono- and diesters (both cyclic and acyclic) and oligosaccharide synthesis.

  • 19.
    Rundlöf, Torgny
    Stockholm University.
    NMR studies of Carbohydrate Structure and Dynamics in Solution1998Doctoral thesis, comprehensive summary (Other academic)
    Abstract [en]

    Methods for studies of the structures of carbohydrates in solution and their dynamics are presented. Approaches employing nuclear magnetic resonance (NMR) spectroscopy, mass spectrometry (MS), force-field computer simulations and chemical methods are described.

    First, methods for determinations of the structures of natural carbohydrates are described, exemplified by the galactofuranoside and glycerol residues and the phosphodiester moiety found in the O-antigenic polysaccharide from Escherichia coli O28. These structures are determined by the use of NMR spectroscopy, MS and chemical degradations/derivatizations.

    Subsequently, approaches for determination of the three-dimensional structures and dynamics of oligosaccharides in solution are presented. Carbon-13 NMR spin relaxation times and nuclear Overhauser effects (NOEs) were measured for the pentasaccharide lacto-N-fucopentaose-1 and for a vicinally disubstituted trisaccharide. Carbon relaxation data were used to describe the dynamics in terms of overall and internal correlation times and generalized order parameters according to the model-free approach. In addition, three-bond proton-carbon coupling constants, proton NOEs and transverse rotating-frame Overhauser effects (TROEs) across the glycosidic linkages were measured for the trisaccharide. The proton NOEs and TROEs were used to calculate proton-proton distances within and between the different sugar residues.

    Langevin dynamics and Metropolis Monte Carlo simulations were performed for the trisaccharide. Averaged proton-proton distances obtained from the simulations were compared to distances obtained from the NOE and TROE measurements. Three-bond proton-carbon coupling constants were calculated from the simulations and compared to the couplings determined by NMR. The comparisons of interglycosidic distances and coupling constants in many cases reveal poor agreement.

    A recent method for studies of biomolecular three-dimensional structure in solution was employed to the tetrasaccharide lacto-N-neotetraose (LNnT). It was dissolved in an aqueous dilute liquid crystalline medium and residual dipolar couplings were measured. The orientations of the interatomic vectors in the molecule were obtained from a structure generated by molecular modeling. The measured couplings showed good agreement with couplings calculated from the orientations of the vectors in the three-dimensional structure of LNnT.

  • 20. Rönn, Magnus
    et al.
    Andersson, Pher
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry I.
    Bäckvall, Jan-E.
    Enantiocontrolled Formal Total Synthesis of Paeonilactone A and B from (S)-(+)-Carvone1998In: Acta Chemica Scandinavica, no 52, p. 524-527Article in journal (Refereed)
  • 21.
    Svenson, Johan
    et al.
    University of Kalmar, School of Pure and Applied Natural Sciences.
    Andersson, Håkan S.
    University of Kalmar, School of Pure and Applied Natural Sciences.
    Piletsky, S A
    Nicholls, Ian A.
    University of Kalmar, School of Pure and Applied Natural Sciences.
    Spectroscopic studies of the molecular imprinting self assembly process1998In: Journal of Molecular Recognition, Vol. 11, p. 83-86Article in journal (Refereed)
  • 22.
    Södergren, Mikael
    et al.
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry I.
    Andersson, Pher
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry I.
    New and Highly Enantioselective Catalysts for the Rearrangement of Meso-Epoxides into Chiral Allylic Alcohols1998In: J. Am. Chem., no 120, p. 10760-10761Article in journal (Refereed)
  • 23. Tanner, David
    et al.
    Johansson, Fredrik
    Harden, Adrian
    Andersson, Pher
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry I.
    A Comparative Study of C2-Symmetric Bis(aziridine) Ligands in Some Transition Metal-Mediated Asymmetric Transformations1998In: Tetrahedron, no 54, p. 15731-15738Article in journal (Refereed)
  • 24. Tanner, David
    et al.
    Kornö, Hanne
    Guijarro, David
    Andersson, Pher
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry I.
    Aziridino Alcohols as Catalysts for the Enantioselective Addition of Diethylzinc to Aldehydes1998In: Tetrahedron, no 54, p. 14213-14232Article in journal (Refereed)
  • 25. Temme, Oliver
    et al.
    Taj, Shabbir-Ali
    Andersson, Pher
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry I.
    Highly Enantioselective Intermolecular Cu(I)-Catalyzed Cyclopropanation of Cyclic Enol Ethers. Asymmetric Total Synthesis of (+)-Querbrachamine1998In: J. Org. Chem., no 63, p. 6007-6015Article in journal (Refereed)
  • 26. Yngve, U.
    et al.
    Hedberg, E.
    Tolmachev, V.
    Langstrom, B.
    Synthesis of N-succinimidyl-4-[76Br]bromobenzoate and its use in labeling of amino-containing macromolecules.1998In: Synth. Appl. Isot. Labelled Compd. 1997, Proc. Int. Symp., 6th, 1998, p. 303-305Conference paper (Refereed)
    Abstract [en]

    N-succinimidyl-4-[76Br]bromobenzoate was prepd. and incorporated as labeling agent into DNA and bovine serum albumin and chromogranin. [on SciFinder(R)]

  • 27.
    Öhberg, Liselotte
    Stockholm University.
    Synthesis of a key derivative of glycosylphosphatidylinositol substances and synthesis of spacer glycosides for use in the formation of glycoconjugates and of self-assembled monolayer surfaces1998Doctoral thesis, comprehensive summary (Other academic)
    Abstract [en]

    The first chapter of this thesis describes glycosylation strategies for obtaining derivatives of 2-amino-2-deoxy-a-D-glucopyranosyl-(1-->6)-D-myo-inositol, a key building block for synthesis of glycosylphosphatidylinositol anchor substances and also proposed to be part of a second messenger for insulin.

    The second chapter describes the synthesis of bifunctional oligoethylene glycol spacers and glycosylation of these for use in formation of glycoconjugates. Synthesis of glycosyl succinimides and their conversion into glycoconjugates are also described.

    In the third chapter, synthesis of various terminated alkane thiols are described for use in formation of self-assembled monolayer surfaces. Globotriose linked alkane thiols with or without oligoethylene glycol spacers in between were mixed with hydroxyl or oligoethylene glycol terminated alkane thiols for formation of model surfaces.

1 - 27 of 27
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