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  • 1.
    Antoni, Gunnar
    et al.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry.
    Kihlberg, T.
    Långström, B.
    11C: Labelling chemistry and labelled compounds2003In: Handbook Chem03_0302, 2003, no 332, p. 119-165Chapter in book (Refereed)
  • 2.
    Aranyos, Viviane
    et al.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Physical Chemistry.
    Hjelm, Johan
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Physical Chemistry.
    Hagfeldt, Anders
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Physical Chemistry.
    Grennberg, Helena
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry.
    Tuning the properties of ruthenium bipyridine dyes for solar cells by substitution on the ligands – characterisation of bis[4,4’-di(2-(3-methoxyphenyl)ethenyl)-2,2’-bipyridine][4,4’-dicarboxy-2,2’-bipyridine]ruthenium(II) dihexafluorophosphate2003In: Dalton Transactions, ISSN 1477-9226, E-ISSN 1477-9234, p. 1280-1283Article in journal (Refereed)
  • 3.
    Arvidsson, Per
    et al.
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry I.
    Frackenpohl, J
    Seebach, D
    Syntheses an CD-Spectroscopic Investigations of Longer-Chain B-Peptides: Preparation by Solid-Phase Couplings of Single Amino Acids, Dipeptides, and Tripeptides2003In: Helvetica Chemica Acta, no 86, p. 1552-1553Article in journal (Refereed)
  • 4.
    Arvidsson, Per
    et al.
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry II.
    Ryder, N
    Weiss, M
    Gross, G
    Kretz, O
    Woessner, R
    Seebach, D
    Antibiotic and Hemolytic Activity of a B2/B3 Peptide Capable of Folding into a 12/10-Helical Secondary Structure2003In: ChemBioChem, no 4, p. 1345-1347Article in journal (Refereed)
  • 5.
    Bergquist, J.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry.
    From molecule to man - using electrospray Fourier Transform ion cyclotron resonance mass spectrometry (ESI-FTICR-MS) in proteomics2003In: ISMAS Silver Jubilee Symposium on Mass Spectrometry, 2003Chapter in book (Other academic)
  • 6.
    Bergquist, J.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry.
    FTICR mass spectrometry in proteomics2003In: Current Opinion in Molecular Therapeutics, no 5, p. 310-314Article in journal (Refereed)
  • 7.
    Bergström, M.
    et al.
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry.
    Awad, R.
    Estrada, S., Malman, J.
    Lu, L., Lendvai, G.
    Bergström-Pettermann, E., Långström, B.
    Autoradiography with positron emitting isotopes in positron emission tomography tracer discovery2003In: Mol Imaging Biol., Vol. 6, no 460, p. 390-396Article in journal (Refereed)
  • 8.
    Bergström, Sara
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Analytisk kemi.
    Development of Integrated Micro-Analytical Systems2003Licentiate thesis, monograph (Other scientific)
  • 9.
    Bergström, Sara K
    et al.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry, Analytical Chemistry.
    Samskog, Jenny
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry, Analytical Chemistry.
    Markides, Karin E
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry, Analytical Chemistry.
    Development of a Poly(dimethylsiloxane) Interface for On-Line Capillary Column Liquid Chromatography: Capillary Electrophoresis Coupled to Sheathless Electrospray Ionization Time-of-Flight Mass Spectrometry2003In: Analytical Chemistry, ISSN 0003-2700, E-ISSN 1520-6882, Vol. 75, no 20, p. 5461-5467Article in journal (Refereed)
    Abstract [en]

    An interface in elastomeric poly(dimethylsiloxane) (PDMS) for on-line orthogonal coupling of packed capillary liquid chromatography (LC) (i.d. = 0.2 mm) with capillary electrophoresis (CE) in combination with sheathless electrospray ionization (ESI) time-of-flight mass spectrometric (TOFMS) detection is presented. The new interface has a two-level design, which in combination with a continuous CE electrolyte flow through the interface provides integrity of the LC effluent and the CE separation until an injection is desired. The transparent and flexible PDMS material was found to have a number of advantages when combined with fused silica column technology, including ease to follow the process and ease to exchange columns. By combining conventional microscale systems of LC, CE, and ESI−MS, respectively, the time scales of the individual dimensions were harmonized for optimal peak capacity per unit time. The performance of the LC−CE−TOFMS system was evaluated using peptides as model substances. A S/N of about 330 was achieved for leucine-enkephaline from a 0.5 μL LC injection of 25 μg/mL peptide standard.

  • 10.
    Bergström, Sara K
    et al.
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry, Analytical Chemistry.
    Samskog, Jenny
    Markides, Karin E
    Development of a poly(dimethylsiloxane) interface for on-line capillary column liquid chromatography-capillary electrophoresis coupled to sheathless electrospray ionization time-of-flight mass spectrometry2003In: Anal. Chem., ISSN 0003-2700, Vol. 75, no 20, p. 5461-5467Article in journal (Refereed)
  • 11.
    Bergström, S.K.
    et al.
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry.
    Samskog, J.
    Markides, K.E.
    Development of a Poly(dimethylsiloxane) Interface for On-Line Capillary Column Liquid Chromatography-Capillary Electrophoresis Coupled to Sheathless Electrospray Ionization Time-of-Flight Mass Spectrometry2003In: Anal. Chem., no 75, p. 5461-5467Article in journal (Refereed)
  • 12.
    Berlin, S
    et al.
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry.
    Ericsson, C
    Engman, L.
    Radical Carbonylation/Reductive Cyclization for the Construction of Tetrahydrofuran-3-ones and Pyrrolidin-3-ones2003In: J. Org. Chem., no 68, p. 8386-Article in journal (Refereed)
  • 13.
    Berlin, Stefan
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry.
    Construction of Five-Membered Heterocyclic Compounds via Radical Cyclization2003Doctoral thesis, comprehensive summary (Other academic)
    Abstract [en]

    This thesis describes how radical cyclization chemistry can be applied for the construction of heterocyclic compounds.

    In the first part, a series of electron deficient α-phenylselenenylalkenes were prepared via a PhSeCl-addition/HCl-elimination sequence. Allyl- and propargylamines readily underwent conjugate addition to these species to produce pyrrolidines or dihydropyrrol derivatives, after triethylborane initiated reductive radical cyclization in the presence of tris(trimethylsilyl)silane.

    The second part describes a convergent synthesis of the pineal hormone melatonin. The indole nucleus is secured via a tris(trimethylsilyl)silane mediated 5-exo radical cyclization. The protocol provides convenient and simple access to compounds useful for studies of biological activity and structure activity relationships.

    The third part describes construction of substituted tetrahydrofuran-3-ones and pyrrolidin-3-ones. Regioselective ring-opening of epoxides or aziridines with benzeneselenolate/tellurolate, followed by Michael addition to electron deficient alkynes afforded the corresponding O/N-vinylated compounds. The tetrahydrofuran-3-ones and pyrrolidin-3-ones were secured via radical carbonylation/reductive cyclization using pressurized carbon monoxide (80 atm).

    The fourth part is concerned with the effect of an N-protecting group on the cyclization of 2-substituted-3-aza-5-hexenyl radicals. Relative energies for reactants and transition states were determined using density functional calculations. Reactant and transition state conformers leading to cis-product were lower in energy than those leading to trans-product. The results can be explained by the unfavorable 1,2-strain present in chair-equatorial and boat-equatorial conformers.

    List of papers
    1. A Radical Cyclization Route to Pyrrolidines Based on Conjugate Addition to Electron Deficient Phenylselenenylalkenes
    Open this publication in new window or tab >>A Radical Cyclization Route to Pyrrolidines Based on Conjugate Addition to Electron Deficient Phenylselenenylalkenes
    2000 In: Tetrahedron Letters, Vol. 41, no 19, p. 3701-3704Article in journal (Refereed) Published
    Identifiers
    urn:nbn:se:uu:diva-90418 (URN)
    Available from: 2003-05-12 Created: 2003-05-12Bibliographically approved
    2. Efficient Route to the Pineal Hormone Melatonin by Radical-Based Indole Synthesis
    Open this publication in new window or tab >>Efficient Route to the Pineal Hormone Melatonin by Radical-Based Indole Synthesis
    2003 (English)In: Synthetic Communications, ISSN 0039-7911, E-ISSN 1532-2432, Vol. 33, no 20, p. 3631-3641Article in journal (Refereed) Published
    Abstract [en]

    The hormone melatonin, which is known to have a range of important biological effects, has been prepared in a high-yielding route that features formation of the indole nucleus by radical cyclization. Mediation of the radical cyclization by tristrimethylsilylsilane (TTMSS) is more efficient than by N-ethylpiperidine hypophosphite.

    National Category
    Natural Sciences
    Identifiers
    urn:nbn:se:uu:diva-90419 (URN)10.1081/SCC-120024751 (DOI)
    Available from: 2003-05-12 Created: 2003-05-12 Last updated: 2017-12-14Bibliographically approved
    3. Construction of Tetrahydrofuran-3-ones from Readily Available Organochalcogen Precursors via Radical Carbonylation/Reductive Cyclization
    Open this publication in new window or tab >>Construction of Tetrahydrofuran-3-ones from Readily Available Organochalcogen Precursors via Radical Carbonylation/Reductive Cyclization
    2002 In: Organic Letters, Vol. 4, p. 3-6Article in journal (Refereed) Published
    Identifiers
    urn:nbn:se:uu:diva-90420 (URN)
    Available from: 2003-05-12 Created: 2003-05-12Bibliographically approved
    4. Radical Carbonylation/Reductive Cyclization for the Construction of Tetrahydrofuran-3-ones and Pyrrolidin3-0nes
    Open this publication in new window or tab >>Radical Carbonylation/Reductive Cyclization for the Construction of Tetrahydrofuran-3-ones and Pyrrolidin3-0nes
    In: Journal of Organic ChemistryArticle in journal (Refereed) Submitted
    Identifiers
    urn:nbn:se:uu:diva-90421 (URN)
    Available from: 2003-05-12 Created: 2003-05-12Bibliographically approved
    5. On the origin of cis selectivity in the cyclization of N-protected 2-substituted 3-aza-5-hexenyl radicals: a density functional study
    Open this publication in new window or tab >>On the origin of cis selectivity in the cyclization of N-protected 2-substituted 3-aza-5-hexenyl radicals: a density functional study
    Show others...
    2004 (English)In: Journal of Organic Chemistry, ISSN 0022-3263, E-ISSN 1520-6904, Vol. 69, no 5, p. 1487-1491Article in journal (Refereed) Published
    Abstract [en]

    Cyclization of the N-dimethylphosphinoyl-2-methyl-3-aza-5-hexenyl radical has been studied at the UB3LYP/6-31+G(d)//UB3LYP/6-31G(d) hybrid density functional level. The corresponding radical precursor has been synthesized and found to give cis/trans ratios of up to 10/1 in reductive radical cyclizations. The relative energies of reactant and transition state conformers were determined. In discord with the Beckwith-Houk model, it has been found that chair-axial transition states, which lead to cis products, are lowest in energy, rationalizing the observed experimental diastereoselectivity.

    National Category
    Natural Sciences
    Identifiers
    urn:nbn:se:uu:diva-90422 (URN)10.1021/jo030294h (DOI)14987001 (PubMedID)
    Available from: 2003-05-12 Created: 2003-05-12 Last updated: 2017-12-14Bibliographically approved
  • 14. Berlin, Stefan
    et al.
    Ericsson, Cecilia
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry, Organic Chemistry.
    Engman, Lars
    Radical Carbonylation/Reductive Cyclization for the Construction of Tetrahydrofuran-3-ones and Pyrrolidin-3-ones2003In: Journal of Organic Chemistry, Vol. 68, p. 8386-Article in journal (Refereed)
  • 15.
    Blomquist, G.
    et al.
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry.
    Engler, H.
    Wall, A.
    Sandell, J.
    Koivisto, P.
    Långström, B.
    Reference tissue methods in analyzing brain uptake of PIB with PET2003In: EANM, Amsterdam, 2003Conference paper (Other scientific)
  • 16.
    Bohl Kullberg E, Carlsson J, Edwards K, Capala J, Sjöberg S, Gedda L.
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry.
    Introductory Experiments On Ligand Liposomes as Delivery Agents for Boron Neutron Capture Therapy2003In: International Journal of Oncology, no 23, p. 461-467Article in journal (Other scientific)
  • 17.
    Brandt, P
    et al.
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry.
    Andersson, P.G.
    A DFT Exploration of the Enantiolselective Rearrangement of Cyclohexene Oxide to Cyclohexenol2003In: Tetrahedron, no 59, p. 9695-Article in journal (Refereed)
  • 18.
    Brandt P, Hedberg C, Andersson P.G
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry.
    New Mechanistic Insights into the Ir-(phosphano-oxazoline) Catalysed Hydrogenation of Unfunctinalized Olefines: A DFT and Kinetic Study2003In: Chem. Eur. J., no 9, p. 339-Article in journal (Other scientific)
  • 19. Brandt, Peter
    et al.
    Hedberg, Christian
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry. Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Biochemistry and Organic Chemistry, Organic Chemistry I.
    Andersson, Pher
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry. Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Biochemistry and Organic Chemistry, Organic Chemistry I.
    New Mechanistic Insights into the Iridium-Phosphanooxazoline-Catalyzed Hydrogenation of Unfunctionalized Olefins: A DFT and Kinetic Study2003In: Chem. Eur. J., no 9, p. 339-347Article in journal (Refereed)
    Abstract
  • 20. Brandt, Peter
    et al.
    Hedberg, Christian
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry.
    Andersson, Pher G.
    New Mechanistic Insights into the Iridium-Phosphanooxazoline Catalyzed Hydrogenation of Unfunctionalized Olefins: A DFT and Kinetic Study2003In: Chemistry-A European Journal, ISSN 0022-3263, Vol. 9, no 1, p. 339-347Article in journal (Refereed)
    Abstract
  • 21.
    Bratt K, Sunnerheim K, Bryngelsson S, Fagerlund A, Engman L, Andersson R.E, Dimberg L.H
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry.
    Avenanthramides in Oats (Avena sativa L.) and Structure-Antioxidant Activity Relationships2003In: J. Agric. Food Chem, no 51, p. 594-Article in journal (Other scientific)
  • 22.
    Bratt, K
    et al.
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry.
    Sunnerheim, K
    Bryngelsson, S
    Fagerlund, A
    Engman, L
    Häll, Dimberg L.
    Avenanthramides in Oats: Structure - Antioxidant Activity Relationsip2003In: J. Agric Food Chem., no 51, p. 594-600Article in journal (Other scientific)
  • 23.
    Braunschweig, F.
    et al.
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry.
    Sörensen, J.
    von Bibra, H.
    Olsson, A.
    Ryden, L.
    Långström, B.
    Linde, C.
    Effects of long-term biventricular pacing on myocardial blood flow and oxygen consumption. A study using 11C-acetate-PET2003In: Am. J. Cardiol., Vol. 92, no 425, p. 95-99Article in journal (Refereed)
  • 24.
    Bylund, D.
    et al.
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry.
    Samskog, J.
    Jacobsson, S.P.
    Markides, K.E.
    Classification of Lactate Dehydrogenase of Different Origin by Liquid Chromatography-Mass Spectrometry and Multivariate Analysis2003In: J. Am. Soc. Mass Spectrom., no 14, p. 236-240Article in journal (Refereed)
  • 25. Bylund, Dan
    et al.
    Samskog, Jenny
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry, Analytical Chemistry.
    Jacobsson, Sven P
    Markides, Karin E
    Classification of lactate dehydrogenase of different origin by liquid chromatography-mass spectrometry and multivariate analysis2003In: J Am Soc Mass Spectrom, Vol. 14, no 2, p. 236-240Article in journal (Refereed)
  • 26.
    Carlsson J, Bohl Kullberg E, Capala J, Sjöberg S, Edwards K, Gedda L.
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry.
    Ligands liposomes and boron neutron capture therapy2003In: Journal of Neuro-Oncology, no 62, p. 47-59Article in journal (Other scientific)
  • 27.
    Carlsson, Jörgen
    et al.
    Uppsala University, Medicinska vetenskapsområdet, Faculty of Medicine, Department of Oncology, Radiology and Clinical Immunology.
    Bohl Kullberg, Erika
    Uppsala University, Medicinska vetenskapsområdet, Faculty of Medicine, Department of Oncology, Radiology and Clinical Immunology. Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry.
    Capala, Jacek
    Uppsala University, Medicinska vetenskapsområdet, Faculty of Medicine, Department of Oncology, Radiology and Clinical Immunology.
    Sjöberg, Stefan
    Edwards, Katarina
    Department of Physical Chemistry.
    Gedda, Lars
    Uppsala University, Medicinska vetenskapsområdet, Faculty of Medicine, Department of Oncology, Radiology and Clinical Immunology.
    Ligand liposomes and boron neutron capture therapy2003In: Journal of Neuro-Oncology, Vol. 62, p. 47-Article in journal (Refereed)
  • 28.
    Casher, D.L
    et al.
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry.
    Tsuji, H
    Katkevics, Sano A
    Katkevics, M
    Toshimitsu, A
    Tamao, K
    Kubota, M
    Kobayashi, T
    Ottosson, C.H
    David, D
    Michl, J.
    The Disilane Chromophore: Photoelectron an dElectronic Spectra of Hexaalkyldisilanes and 1, (n+,)-Disila[n.n.n]propellanes2003In: J Phys Chem A, no 107, p. 3559-3566Article in journal (Other scientific)
  • 29.
    Edgren, E.
    et al.
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry.
    Enblad, P.
    Grenvik, Å.
    Lilja, A.
    Valind, S.
    Wiklund, L.
    Hedstrand, U.
    Stjernström, H.
    Persson, L., Pontén, U.
    Långström, B.
    Cerebral blood flow and metabolism after cardiopulmonary resucitation. A pathophysiologic and prognostic positron emission tomography pilot study.2003In: Resuscitation, Vol. 57, no 228, p. 161-170Article in journal (Refereed)
  • 30. Ekegren, Jenny
    et al.
    Roth, Peter
    Källström, Klas
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry.
    Tarnai, Tibor
    Andersson, Pher
    Synthesis and evaluation of N,S-compounds as chiral ligands for transfer hydrogenation of acetophenone.2003In: Organic & Biomolecular Chemistry, ISSN 1477-0520, Vol. 1, no 2, p. 358-366Article in journal (Refereed)
  • 31.
    Ekegren, Jenny
    et al.
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry I.
    Roth, Peter
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry I.
    Källström, Klas
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry I.
    Tarnai, Tibor
    Andersson, Pher
    Department of Biochemistry and Organic Chemistry, Organic Chemistry I.
    Synthesis and evaluation of N,S-compounds as chiral ligands for transfer hydrogenation of acetophenone2003In: Org. Biomol. Chem, no 1, p. 358-366Article in journal (Refereed)
  • 32.
    Ekegren J.K, Roth P, Källström K, Tarnai T, Andersson P.G
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry.
    Synthesis and Evaluation of N,S-Ligands for Transfer Hydrogenation of Prochiral Ketones2003In: Org. Biomol. Chem., no 1, p. 358-Article in journal (Other scientific)
  • 33.
    El-Nahas, A
    et al.
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry.
    Johansson, M
    Ottosson, H
    Reverse Si=C Bond Polarization as a Means for Stabilization of Silabenzenes: A Computational Investigation2003In: Organometallics, no 22, p. 5556-5566Article in journal (Refereed)
  • 34.
    Engler, H.
    et al.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry.
    Blomquist, G.
    Nordberg, A.
    Wall, A.
    Estrada, S.
    Koivisto, P.
    Savitcheva, I.
    Sandell, J.
    Barletta, J.
    Antoni, Gunnar
    Bergström, M.
    Långström, B.
    PIB: a new tracer for imaging amyloid-b deposition in vivo. Comparison with FDG2003In: AMI, Madrid Spanien, 2003Conference paper (Other academic)
  • 35.
    Engler, H
    et al.
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry.
    Lundberg, P.O
    Ekbom, K
    Nennesmo, I
    Nilsson, A
    Bergström, M
    Tsukada, H
    Hartvig, P
    Långström, B.
    Multitracer study with positron emission tomgraphy in Crutzfeldt-jakob disease2003In: Eur. J. Nucl. Med., no 30, p. 85-95Article in journal (Other scientific)
  • 36.
    Engman L, Al-Maharik N, MacNaughton M, Birmingham A, Powis G
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry.
    Thioredoxin Reductase and Cancer Cell Growth Inhibition by Organotellurium Antioxidants2003In: Anti-Cancer Drugs, no 14, p. 153-Article in journal (Other scientific)
  • 37.
    Engman, Lars
    et al.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry, Organic Chemistry.
    Al-Maharik, Nawaf
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry, Organic Chemistry.
    McNaughton, Michael
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry, Organic Chemistry.
    Birmingham, A
    Uppsala University.
    Powis, G.
    Uppsala University.
    Thioredoxin Reductase and Cancer Cell Growth Inhibition by Organotellurium Compounds that could be Selectively Incorporated into Tumor Cells2003In: Bioorganic & Medicinal Chemistry, ISSN 0968-0896, E-ISSN 1464-3391, Vol. 11, no 23, p. 5091-5100Article in journal (Refereed)
    Abstract [en]

    The thioredoxins are small ubiquitous redox proteins with the conserved redox catalytic sequence-Trp-Cys-Gly-Pro-Cys-Lys, where the Cys residues undergo reversible NADPH dependent reduction by selenocysteine containing flavoprotein thioredoxin reductases. Thioredoxin expression is increased in several human primary cancers including lung, colon, cervix, liver, pancreatic, colorectal and squamous cell cancer. The thioredoxin/thioredoxin reductase pathway therefore provides an attractive target for cancer drug development. Organotellurium steroid, lipid, amino acid, nucleic base, and polyamine inhibitors were synthesized on the basis that they might be selectively or differentially incorporated into tumor cells. Some of the newly prepared classes of tellurium-based inhibitors (lipid-like compounds 3b and 3e, amino acid derivative 5b, nucleic base derivative 8b, and polyamine derivatives 14a and 14b) inhibited TrxR/Trx and cancer cell growth in culture with IC(50) values in the low micromolar range.

  • 38.
    Erdélyi, Máté
    et al.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry, Organic Chemistry.
    Gogoll, Adolf
    Rapid Microwave Promoted Sonogashira Coupling Reactions on Solid Phase2003In: Journal of Organic Chemistry, Vol. 68, no 16, p. 6431-6434Article in journal (Refereed)
    Abstract [en]

    A microwave-enhanced, rapid, and efficient solidphase version of the Sonogashira reaction is presented. It has been applied to the coupling of aryl iodides and bromides with various acetylene derivatives giving excellent yields in 15 to 25 min. The scopes of homogeneous, solventless, and solid-phase conditions for Sonogashira coupling of aryl halides are compared.

  • 39.
    Eriksson L, Winberg K-J, Claro R.T, Sjöberg S.
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry.
    Palladium-catalyzed Heck reactions of styrene derivatives and 2-I-p-carborane2003In: J. Org. ChemArticle in journal (Other scientific)
  • 40.
    Eriksson, Ludvig
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry, Organic Chemistry.
    Transition Metal Mediated Transformations of Carboranes2003Doctoral thesis, comprehensive summary (Other academic)
    Abstract [en]

    This thesis describes the use of copper and palladium to mediate transformations of carboranes, especially p-carborane.

    1-(1-p-carboranyl)-N-methyl-N-(2-butyl)-3-isoquinolinecarboxamide, a carborane containing analogue of the peripheral benzodiazepine receptor (PBR) ligand PK11195, has been synthesised. A key step in the reaction is the copper (I) mediated coupling of p-carborane with ethyl 1-bromo-isoquinoline-3-carboxylate.

    p-Carborane has been arylated on the 2-B-atom in high yields, using the Suzuki–Miyaura reaction. Thus the reaction between 2-I-p-carborane and various arylboronic acids [1-naphthyl-, phenyl-, 4-MeO-C6H4-, 3-CH3CONH-C6H4-, 4-NC-C6H4-, 3-NO2-C6H4-], gave the corresponding 2-aryl-p-carboranes in DME solution when reacted in the presence of cesium fluoride and the catalytic Pd2(dba)3–dppb system. Under the same conditions, the boron-boron bond forming reaction of two p-carboranylboronic esters (2-[(pinacolato)boron]-p-carborane and 2-[(neopentyl glycolato)boron]-p-carborane) was also shown feasible.

    p-Carborane has been vinylated on the 2-B-atom in high yields by use of the Heck reaction. The coupling between 2-I-p-carborane and various styrenes [4-H-, 4-C6H4-, 4-Cl , 4-Br-, 4-NO2-, 4-CH3O- and 4 CH3 ] resulted in the formation of the correspondingtrans-β-(2-B-p-carboranyl) styrene in DMF solution when reacted in the presence of silver phosphate and the palladacycle Herrmann´s catalyst. The reaction was shown to proceed at higher rate with electron rich than with electron deficient olefins.

    The feasibility of palladium-catalysed isotopic exchange of an iodinated closo-carborane with a radioisotope of iodine has been studied. 2-I-p-carborane was selected as a model compound. It was shown, that such isotopic exchange is possible and provides a high yield (83 ± 4.2 %) during 40 min long reaction. The reaction conditions were optimised, and it was demonstrated that presence of the tetra n-butylammonium hydrogensulphate is important in order to stabilise catalyst and provide reproducibility of labelling. In this work we have modified the methodology and extended the application to a wider range of iodinated carboranes. By the use of Herrmann’s catalyst in toluene at 100 °C this [125I]-iodide labelling could be improved and extended. 2-I-p- 9-I-m-, 9-I-o-, 3-I-o-carborane, 1-phenyl-3-I-o-carborane and 1,2-diphenyl-3-I-o-carborane could be [125I]-iodide labelled in high to excellent yields within 5 minutes.This reported palladium catalyzed radio-iodination of the uncharged closo-carboranes might find use in pharmacokinetic studies of carborane derivatives.

  • 41. Eriksson, Ludvig
    et al.
    Winberg, Karl Johan
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry.
    Claron, Rodrigo T.
    Sjöberg, Stefan
    Palladium-catalysed Heck reactions of styrene derivatives and 2-I-p-carborane2003In: Journal of Organic Chemistry, Vol. 68, no 9, p. 3569-3573Article in journal (Refereed)
  • 42.
    Eriksson, P
    et al.
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry.
    Engman, L
    An Antioxidant Composition Comprising Organic Tellurium Compound, Thiol Reducing Agent and Hindered Phenols2003In: PCT Int. Appl. WO, Vol. 03, no 52, p. 026-Article in journal (Refereed)
  • 43.
    Fagerlund, Amelie
    et al.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry.
    Shanks, David
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry.
    Sunnerheim, Kerstin
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry.
    Engman, Lars
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry.
    Frisell, Håkan
    Protective Effects of Synthetic and Naturally Occurring Antioxidants in Pulp Products2003In: Nordic Pulp & Paper Research Journal, ISSN 0283-2631, E-ISSN 2000-0669, Vol. 18, no 2, p. 176-181Article in journal (Refereed)
    Abstract [en]

    Various types of natural and synthetic antioxidants when added to handsheets of pulp in low concentrations (0.2% weight%) could significantly reduce the emission of hexanal. The most efficient compounds caused a 90% reduction after eight weeks. Their capacity to inhibit brightness reversion was limited.

  • 44.
    Färnert Lindber, A.
    et al.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry.
    Gil, J
    Sweberg, A
    Bergqvist, G
    Thapar, Y
    Lindegårdh, M M
    Berezcky, N
    Björkman, S
    Evidence of Plasmodium falciparum malaria resistant to atovaquone and proguanil hydrochloride: case reports2003In: BMJ, no 326, p. 628-629Article in journal (Refereed)
  • 45.
    Guliashvili T, El-Sayed I, Fischer A, Ottosson H.
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry.
    The First Isolable 2-Silenolate2003In: Angewandte Chemie Int. Ed., no 42, p. 1640-1642Article in journal (Other scientific)
  • 46.
    Guliashvili, Tamaz
    et al.
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry, Organic Chemistry.
    El-Sayed, Ibrahim
    Fischer, Andreas
    Ottosson, Henrik
    The First Isolable 2-Silenolate2003In: Angewandte Chemie International Eddition, ISSN 1433-7851, Vol. 42, no 14, p. 1640-1642Article in journal (Refereed)
  • 47.
    Gustavsson, S.Å
    et al.
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry.
    Kato, K.
    Långström, B.
    Purification of 11C-nitromethane for use in asymmetric aldol condensations2003In: J. Labe. Comp. Radiopharmaceuticals, Vol. 46, no 338, p. 1279-1285Article in journal (Refereed)
  • 48. Hardenborg, Emilia
    et al.
    Zuberovic, Aida
    Ullsten, Sara
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry.
    Söderberg, Lennart
    Heldin, Eva
    Markides, Karin
    A novel polyamine coating providing non-covalent deactivation and reversed electroosmotic flow of fused-silica capillaries for capillary electrophoresis2003In: Journal of Chromatography A, Vol. 1003, no 1-2, p. 217-221Article in journal (Refereed)
  • 49.
    Hardenborg, Emilia
    et al.
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry.
    Zuberovic, Aida
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry.
    Ullsten, Sara
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry.
    Söderberg, Lennart
    Surface Biotechnology. Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Physical and Analytical Chemistry.
    Heldin, Eva
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry.
    Markides, Karin
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry.
    Novel polyamine coating providing non-covalent deactivation and reversed electroosmotic flow of fused-silica capillaries for capillary electrophoresis2003In: J. of Chromatography A, no 1003, p. 217-221Article in journal (Refereed)
  • 50. Hartikka, A.
    et al.
    Modin, S. A.
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry.
    Andersson, P. G.
    Arvidsson, P. I.
    Cinchona alkaloid derived ligands in catalytic asymmetric transfer hydrogenation2003In: Organic & Biomolecular Chemistry, ISSN 1477-0539, Vol. 1, no 14, p. 2522-2526Article in journal (Refereed)
123 1 - 50 of 135
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