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  • 1.
    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)
  • 2.
    Baltzer, Lars
    et al.
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry II.
    DeGrado, W. F.
    Engineering and design: Expanding the protein world2004In: Editorial overview Current Opinion of Structural Biology, Vol. 14, p. 455-457Article, review/survey (Other (popular scientific, debate etc.))
  • 3. Beletskaya, I.P
    et al.
    Bregadze, V.I.
    Ivushkin, V.A.
    Petrovskii, P.V.
    Sivaev, I.B.
    Sjöberg, Stefan
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry II. Organisk kemi.
    Zhigareva, G.B.
    New B-substituted derivatives of m-carborane, p-carborane, and cobalt bis(1,2-decarbollide) anion2004In: J. Organomet. Chem., no 689, p. 2920-Article in journal (Refereed)
  • 4.
    Bruskin, Alexander
    et al.
    Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Medicine, Department of Oncology, Radiology and Clinical Immunology. Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Biochemistry and Organic Chemistry, Organic Chemistry II. Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Medicine, Department of Oncology, Radiology and Clinical Immunology, Biomedical Radiation Sciences.
    Sivaev, Igor
    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 II.
    Persson, Mikael
    Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Medicine, Department of Oncology, Radiology and Clinical Immunology. Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Biochemistry and Organic Chemistry, Organic Chemistry II. Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Medicine, Department of Oncology, Radiology and Clinical Immunology, Biomedical Radiation Sciences.
    Lundqvist, Hans
    Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Medicine, Department of Oncology, Radiology and Clinical Immunology. Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Biochemistry and Organic Chemistry, Organic Chemistry II. Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Medicine, Department of Oncology, Radiology and Clinical Immunology, Biomedical Radiation Sciences.
    Carlsson, Jörgen
    Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Medicine, Department of Oncology, Radiology and Clinical Immunology. Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Biochemistry and Organic Chemistry, Organic Chemistry II. Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Medicine, Department of Oncology, Radiology and Clinical Immunology, Biomedical Radiation Sciences.
    Sjöberg, Stefan
    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 II.
    Tolmachev, Vladimir
    Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Medicine, Department of Oncology, Radiology and Clinical Immunology. Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Biochemistry and Organic Chemistry, Organic Chemistry II. Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Medicine, Department of Oncology, Radiology and Clinical Immunology, Biomedical Radiation Sciences.
    Radiobromination of monoclonal antibody using potassium [76Br] (4 isothiocyanatobenzyl-ammonio)-bromo-decahydro-closo-dodecaborate (Bromo-DABI)2004In: Nuclear Medicine and Biology, ISSN 0969-8051, E-ISSN 1872-9614, Vol. 31, no 2, p. 205-11Article in journal (Refereed)
    Abstract [en]

    The use of charged linkers in attaching radiohalogens to tumor-seeking biomolecules may improve intracellular retention of the radioactive label after internalization and degradation of targeting proteins. Derivatives of polyhedral boron clusters, such as closo-dodecaborate (2-) anion, might be possible charged linkers. In this study, a bifunctional derivative of closo-dodecaborate, (4-isothiocyanatobenzyl-ammonio)-undecahydro-closo-dodecaborate (DABI) was labeled with positron-emitting nuclide (76)Br (T 1/2 = 16.2 h) and coupled to anti-HER2/neu humanized antibody Trastuzumab. The overall labeling yield at optimized conditions was 80.7 +/- 0.6%. The label was proven to be stable in vitro in physiological and a set of denaturing conditions. The labeled antibody retained its capacity to bind to HER-2/neu antigen expressing cells. The results of the study demonstrated feasibility for using derivatives of closo-dodecaborate in indirect labeling of antibodies for radioimmunoPET.

  • 5.
    Chajara, Khalil
    et al.
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry II. Organisk kemi.
    Ottosson, Henrik
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry II. Organisk kemi.
    An improved pathway to 6,6-disubstituted fulvenes2004In: Tetrahedron Letters, no 45, p. 6741-6744Article in journal (Refereed)
    Abstract [en]

    Pentafulvenes with alkyl and/or aryl substituents at the exocyclic position are formed rapidly in high yields through reaction of crystalline sodium cyclopentadienide directly with the appropriate ketones.

  • 6. Dybala-Defratyka, Agnieszka
    et al.
    Rostkowski, Michal
    Matsson, Olle
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry II. Organisk kemi.
    Westaway, Kenneth C.
    Paneth, Piotr
    A New Interpretation of Chlorine Leaving Group Kinetic Isotope Effects; A Theoretical Approach2004In: J. Org. Chem., Vol. 69, p. 4900-4905Article in journal (Refereed)
    Abstract [en]

    The chlorine leaving group kinetic isotope effects (KIEs) for the SN2 reactions between methyl chloride and a wide range of anionic, neutral, and radical anion nucleophiles were calculated in the gas phase and, in several cases, using a continuum solvent model. In contrast to the expected linear dependence of the chlorine KIEs on the Ca-CI bond order in the transition state, the KIEs fell in a very small range (1.0056-1.0091), even though the Ca-CI transition state bond orders varied widely from approximately 0.32 to 0.78, a range from reactant-like to very product-like. This renders chlorine KIEs, and possibly other leaving-group KIEs, less useful for studies of reaction mechanisms than commonly assumed. A partial explanation for this unexpected relationship between the Ca-CI transition state bond order and the magnitude of the chlorine KIE is presented.

  • 7. Enander, Karin
    et al.
    Aili, D.
    Baltzer, Lars
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry II.
    Lundström, I.
    Liedberg, B.
    Alpha helix-inducing dimerization of synthetic polypeptide scaffolds on gold2005In: Langmuir, no 21, p. 2480-2487Article in journal (Refereed)
  • 8.
    Enander, Karin
    et al.
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry II.
    Dolphin, G. T.
    Baltzer, Lars
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry II.
    Designed functionalized helix-loop-helix motifs that bind human Carbonic Anhydrase II- a new class of synthetic receptor molecules2004In: J. Am. Chem. Soc., no 126, p. 4464-4465Article in journal (Refereed)
  • 9.
    Enander, Karin
    et al.
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry II.
    Dolphin, G.T.
    Liedberg, B.
    Lundström, I.
    Baltzer, Lars
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry II.
    A versatile polypeptide platform for intergrated recognition and reporting - affinity arrays for protein - ligand interaction analysis2004In: Chem. Eur. J., no 10, p. 2375-2385Article in journal (Refereed)
  • 10. Forngren, Tobias
    et al.
    Samuelsson, Linda
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry II. Organisk kemi.
    Långström, Bengt
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry II. Organisk kemi.
    A 11C-methylstannane (5-[11C]methyl-1-aza-5-stannabicyclo[3.3.3] undecane) for use in palladium-mediated [11C]C-Cbond forming reactions with organic halides2004In: J. Labelled Compd. Rad., no 47, p. 71-78Article in journal (Refereed)
  • 11.
    Ghirmai, Senait
    et al.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry.
    Mume, Eskender
    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 II.
    Lundqvist, Hans
    Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Medicine, Department of Oncology, Radiology and Clinical Immunology, Biomedical Radiation Sciences.
    Tolmachev, Vladimir
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Biochemistry and Organic Chemistry, Organic Chemistry II. Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry. Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Medicine, Department of Oncology, Radiology and Clinical Immunology, Biomedical Radiation Sciences.
    Sjöberg, Stefan
    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 II.
    Synthesis and radioiodination of some 9-aminoacridine derivatives for potential use in radionuclide therapy2005In: Journal of labelled compounds & radiopharmaceuticals, ISSN 0362-4803, E-ISSN 1099-1344, Vol. 48, no 12, p. 855-871Article in journal (Refereed)
  • 12.
    Itsenko, Oleksiy
    et al.
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry II. Organisk kemi.
    Kihlberg, Tor
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry II. Organisk kemi.
    Långström, Bengt
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry II. Organisk kemi.
    Photoinitiated Carbonylation with [11C]Carbon Monoxide Using Amines and Alkyl Iodides2004In: J. Org. Chem., no 69, p. 4356-4360Article in journal (Refereed)
  • 13.
    Itsenko, Oleksiy
    et al.
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry II. Organisk kemi.
    Långström, Bengt
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry II. Organisk kemi.
    Photoinitiaed Free Radical Carbonylation Enhanced by Photosensitizers2005In: Organic Letters, Vol. 7, no 21, p. 4661-4664Article in journal (Refereed)
    Abstract [en]

    The enchanicing effect of several photsensitizers in photoinitiated radical carbonylation is demonstrated and applied to acceleate the synthesis of compounds labeled with short-lived 11C. With the sensitizers, the synthesis of [carbonyl-11C]esters and acids from alkyl iodides, [11C]carbon monoxides, alcohols, and water provided up to 75-85% decay-corrected radiochemical yields in 6-min reactions under mild conditions. Acetone was used as a sensitier in preparing 13C-substituted 1,10-decanedicarboxylic acid from (13C)carbon monoxide.

  • 14.
    Itsenko, Oleksiy
    et al.
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry II. Organisk kemi.
    Långström, Bengt
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry II. Organisk kemi.
    Radical-Mediated Carboxylation of Alkyl iodides with [11C]Carbon Monoxide in Solvent Mixtures2005In: J. Org. Chem, no 70, p. 2244-2249Article in journal (Refereed)
    Abstract [en]

    [carboxyl-11C]Carboxylic acids were prepared from alkyl iodides via photoinitiated radical reactions using 10-8 mol of [11C]carbon monoxide in binary and ternary homogeneous solvent mixtures. Short-(isobutyric), medium-, and long-chain saturated fatty acids (heptadecanoic) were labeled with isolated decay-corrected radiochemical yields ranging from 55% to 70% in 5-7 min reactions. The conversion of [11C]carbon monoxide to products reached 80-90%. To obtain good yields in the reactions performed in water- acetonitrile and water-THF mixtures, the addition of tetrabut-ylammonium hydroxide or potassium hydroxide was essential. The carboxylation was efficient for primary and secondary alkyl iodides. The carboxylation of tertiary iodides was feasible for 1-iodoadamantane but not for tert-butyl iodide. The dependence of the radiochemical yields on reaction time, photoirradiation conditions, and organic and inorganic additives was studied. The method provides a one-step route to [carboxyl-11C]carboxylic acids; traditional methods, in contrast, would require several steps. For example, using the devised reaction, conditions, 3.19 GBq of purified [1-11C]1,10-decanedicarboxylic acid (specific radioactivity 188 GBq/umol) was obtained within 35 min of the end of 10 uAh bombardment. (1-13C)4-Phenylbutyric acid was synthesized using (13C)-carbon monoxide for identifying the labelling position with 1H and 13C NMR.

  • 15.
    Kato, Haruhisa
    et al.
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry II.
    Brink, Maria
    Möllerstedt, Helene
    Piqueras, Mari Carmen
    Crespo, Raül
    Ottosson, Henrik
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry II.
    J. Org. Chem.2005In: J. Org. Chem., no 70, p. 9495-9504Article in journal (Refereed)
  • 16. Kirilovas, D
    et al.
    Naessen, T
    Bergström, M
    Petterman, E
    Carlström, K
    Långström, Bengt
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry II.
    Characterisation of 11C-vorozole in ovarain tissue in rats throughout wstrous cycle in association with conversion of androgens to estrogens in vivo and in vitro2003In: Steroids, no 68, p. 1139-1146Article in journal (Refereed)
  • 17. Kirolovas, D
    et al.
    Naessen, T
    Bergström, M
    Bonasera, T.A
    Bergström-Petterman, E
    Holte, J
    Carlström, K
    Simberg, N
    Långström, Bengt
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry II.
    Effects of androgens on aromatase activity and 11C-voroxole binding in grnulosa cells in vitro2003In: Acta Obstet. Gynecol. Scand., no 82, p. 209-215Article in journal (Refereed)
  • 18. Kullberg, E-B.
    et al.
    Stenerlöw, B.
    Ghirmait, Senait
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry II.
    Lundqvist, Hans
    Department of Biochemistry and Organic Chemistry, Organic Chemistry II.
    Malmström, P-U.
    Orlova, Anna
    Department of Biochemistry and Organic Chemistry, Organic Chemistry II.
    Tolmachev, Vladimir
    Department of Biochemistry and Organic Chemistry, Organic Chemistry II.
    Gedda, L.
    An Aminoacridine Derivative for Radionuclide Therapy: Dna-Binding Properties Studied in a Novel Cell-Free in vitro Assay2005In: Int. J. Onc., no 27, p. 1355-1360Article in journal (Refereed)
  • 19. Lu, L
    et al.
    Samuelsson, Linda
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry II.
    Bergström, M
    Sato, K
    Fasth, K.J.
    Långström, Bengt
    Department of Biochemistry and Organic Chemistry, Organic Chemistry II.
    Rat studies comparing 11C-FMAU, 18F-FLT and 76Br-BFU as profileration markers2002In: J. Nuc. Med, no 43, p. 1688-1698Article in journal (Refereed)
  • 20.
    Mume, Eskender
    et al.
    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 II.
    Orlova, Anna
    Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Medicine, Department of Oncology, Radiology and Clinical Immunology.
    Larsson, Barbro
    Nilsson, Ann-Sofie
    Nilsson, Fredrik Y.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Biochemistry and Organic Chemistry, Organic Chemistry II.
    Sjöberg, Stefan
    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 II.
    Tolmachev, Vladimir
    Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Medicine, Department of Oncology, Radiology and Clinical Immunology.
    Evaluation of ((4-Hydroxyphenyl)ethyl)maleimide for Site-Specific Radiobromination of Anti-HER2 Affibody2005In: Bioconjugate chemistry, ISSN 1043-1802, E-ISSN 1520-4812, Vol. 16, no 6, p. 1547-1555Article in journal (Refereed)
    Abstract [en]

    Affibody molecules are a new class of small phage-display selected proteins using a scaffold domain of the bacterial receptor protein A. They can be selected for specific binding to a large variety of protein targets. An affibody molecule binidng with high affinity to a tumor antigen HER2 was recently developed for radionuclide diagnostics and therapy in vivo. The use of hte positron-emitting nuclide 76Br(T½ = 16.2 h) could imporve the sensitivity of detection of HER2-expressing tumors. A site-specific radiobromination o fa cysteine-containing variant of the anti-HER2 affibody, (ZHER2:4)2-Cys, using ((4-hydroxpyphenyl)ethyl)maleimide (HPEM), was evaluated in this study. It was found that HPEM can be radiobrominated with an efficiency of 83+0.4% and thereafter coupled to freshly reduced conjugate to exceed 97%. The label was stable against challenge with large excess of nonlabeled bromide and in a high molar strengt solution. In vitro cell tests demonstraded that radiobrominated affibody binds specifically to the HER2-expressing cel-line, SK-OV-3. Biodistribution studies in nude mice bearing SK-OV-3 xenografts have shown tumor accumulation of 4.8 ? 2.2% IA/g and good tumor-to-normal tissue ratios.

  • 21. Naeslund, Charlotta
    et al.
    Ghiramai, Senait
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry II. Organisk kemi.
    Sjöberg, Stefan
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry II. Organisk kemi.
    Enantioselective synthesis of m-carboranylalanine, a boron-rich analogue of phenylalanine2005In: Tetrahedron, Vol. 61, p. 1181-1186Article in journal (Refereed)
    Abstract [en]

    The enantiomers of the highly lipophilic a-amino acid m-carboranyl-alanine [3-(1.7-dicarba-closo-dodecaborane(12)-1-yl)-2-aminopropanoic acid], a carborane containing analogue of phenylalanine, have been synthesised via hydroxyamination of the N-acyl derivative formed from 3-(m-carboranyl)propionoic acid [3-(1.7-dicarba-closo-dodeca-borane(12)-1-yl)-2-propanoic acid] and Oppolzer's camphor sultam. The enantiomeric excess of both enantiomers of the amino acid was >98%. (S)-Configuration was assigned to the (+)-enantiomer (ch3Oh, 589 nm).

  • 22. Peter, K.
    et al.
    Nilsson, R.
    Rydberg, J.
    Baltzer, Lars
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry II.
    Inganäs, O.
    Twisting macromolecular chains - self-assembly of a chiral supermolecule from non-chiral polythiophene polyanions and random coil synthetic peptides2004In: Proc. Nat. Acad.Sci, Vol. 101, p. 11197-11202Article in journal (Refereed)
  • 23.
    Rahman, Obaidur
    et al.
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry II. Organisk kemi.
    Kihlberg, T.
    Långström, Bengt
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry II. Organisk kemi.
    Synthesis of [11C]/(13C) amines via carbonylation followed by reductive amination2004In: Organic & Biomolecular Chemistry, no 2, p. 1612-1616Article in journal (Refereed)
  • 24.
    Rahman, Obaidur
    et al.
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry II. Organisk kemi.
    Kihlberg, Tor
    Långström, Bengt
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry II. Organisk kemi.
    Synthesis of 11C-/13C-Ketones by Suzuki Coupling2004In: Eur. J. Org. Chem., p. 474-478Article in journal (Refereed)
    Abstract [en]

    Aryl triflates, methyl- or arylboronic acids, and a low concentration of [11C]carbon monoxide were employed on small scale in the syntheses of fifteen 11C-labelled ketones using palladium-mediated Suzuki coupling reactions. The reagents were confined in a micro-autoclave and heated at 150C for 5 min. The reaction required the presence of LiBr, but no additional base. The 11C-labelled products were obtained with decay-corrected radiochemical yields in the range 10-70% and with high specific radioactivity (150-640 GBq/umol). The radiochemical purity of the final products exceeded 98%. One 13C-substituted ketone ([13C]-2'-benzonaphthone)was prepared and analysed by NMR spectroscopy for confirmation of the labelling position. The reference compound 2'-benzonaphthone was prepared by a palldium-catalysed reaction between sodium tetraphenylborate and 2-naphthoyl chloride. 2-Thienyl p-tolyl ketone, 4-nitrophenyl 2-thienyl ketone an d2-naphthyl 2-thienyl ketone were prepared by reactions between thiophene-2-boronic acid and the corresponding acid chlorides. The presented approach is novel and seems to be an efficient method for the synthesis of a wide range of 11C- as well as 13C-labelled ketones.

  • 25.
    Sandström, Niclas
    et al.
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Mathematics and Computer Science, Department of Mathematics. Chemistry, Department of Biochemistry and Organic Chemistry, Organic Chemistry II.
    Ottosson, Henrik
    Department of Chemistry. Chemistry, Department of Biochemistry and Organic Chemistry, Organic Chemistry II.
    Heavy Group 14 1,(n+2)-Dimetallabicyclo[n.n.n]alkanes and 1.(n+2)-Dimetalla[n.n.n]propellanes: Are They All Realistic Synthetic Targets?2005In: Chem. Eur. J., no 11, p. 5067-5079Article in journal (Refereed)
  • 26. Scrimin, P.
    et al.
    Baltzer, Lars
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry II.
    Model Systems2005In: Editorial Overwiev, Current Opinion of Chemical Biology, no 9, p. 620-621Article, review/survey (Other (popular scientific, debate etc.))
  • 27. Sivaev, Igor B.
    et al.
    Bragin, V.I.
    Bregadze, V.I.
    Votinova, N. A.
    Sjöberg, Stefan
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry II. Organisk kemi.
    Synthesis of Schiff bases and benzylamino derivatives containing [1-B10H9NH3]-anion2004In: Russian Chemical Bulletin: International Edition, Vol. 53, no 9, p. 2092-2092Article in journal (Refereed)
  • 28. Sivaev, Igor B.
    et al.
    Starikova, Zoya A.
    Petrovskii, Pavel V.
    Bregadze, Vladimir I.
    Sjöberg, Stefan
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry II. Organisk kemi.
    The synthesis of functional derivatives of the [1-CB9H10]-anion by Brellochs reaction2005In: Journal of Organo metallic Chemistry, no 690, p. 2790-2795Article in journal (Refereed)
    Abstract [en]

    Reactions of decarborane with various aldehydes in alkaline media were studied. The reactions with HCOH and 2-MeOC6H4-CHO give the corresponding arachno-carboranes [6-R-arachno-CB9H13]-(R=H, C6H4-2-OMe), whereas the reactions with C6H5CHO, 4-BrC6H4CHO, 4-MeCONHC6H4CHO and 2-SC4H3CHO result in the nido-carboranes [6-R-nido-CB9H11]-(R=C6H5, C6H4-4Br, C6H4-4-NHCOMe, 2-SC4H3). Both the arachno- and nido-carboranes can be easily oxidized with elemental iodine in an alkaline aqueous solution giving the corresponding closo-derivatives [2-R-closo-2-CB9H9]-. These closo-2isomers, under heating in solution, undergo rearrangement to more thermodynamically favorable closo-1-isomers [1-R-closo-1-CB9H9]-. The structure of (Bu4N)[1-(4-BrC6H4)-1-CB9H9] was determined using single crystal X-ray diffraction.

  • 29.
    Sunnerheim, Kerstin
    et al.
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry II. Organisk kemi.
    Bratt, Katharina
    Identification of Centrolobol as the Platyphylloside Metabolite Responsible for the Observed Effect on in Vitro Digestibility of Hay2004In: Journal of Agricultural and Food Chemistry, Vol. 52, no 19, p. 5869-5872Article in journal (Refereed)
    Abstract [en]

    Synthesis of the metabolites from plataphylloside, a phenol causing digestibility inhibition in rumen fluid, have been performed to identify the active metabolite. 1,7-Bis(4'-hydroxyphenyl)-3-heptanone (3-platphyllone), racemic, and the enantiomers of 1,7-bis(4'-hydroxyphenyl)-3-heptanol (centrobol) and 1,7-bis(4-hydroxyphenyl)heptane (platyphyllane) were synthesized and tested regarding digestibility inhibition in vitro in cow rumen fluid. All compounds tested induced a decreassed digestion. Centrolobol was found to be the metabolite causing the observed effect, and (R)-centrolobol was found to be enantiomer formed in the rumen liquor in vitro.

  • 30.
    Tibbelin, Julius
    et al.
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry II.
    Sandström, Niclas
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry II.
    Ottosson, Henrik
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry II.
    In search of 1,3-disila/germa/stannabicyclo[1.1.1]pentanes with short bridgehead-bridgehead distances and low ring strain energies2005In: Silicon Chemistry, Vol. 3, p. 165-173Article in journal (Refereed)
  • 31.
    Velikyan, Irina
    et al.
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry II. Organisk kemi.
    Beyer, G.J
    Långström, Bengt
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry II. Organisk kemi.
    Microwave-Supported Prepatarion of 68Ga Bioconjugates with High Specific Radioactivity2004In: Bioconjugate Chemistry, no 15, p. 554-560Article in journal (Refereed)
  • 32.
    Velikyan, Irina
    et al.
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry II. Organisk kemi.
    Lendvai, G.
    Vaelilae, M.
    Roivainen, A.
    Yngve, U.
    Bergström, M.
    Långström, Bengt
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry II. Organisk kemi.
    Microwave accelerated 68Ga-labelling of oliqonucleotides2004In: J. Labelled Compd. Rad., no 47, p. 79-89Article in journal (Refereed)
  • 33.
    Venge, Per
    et al.
    Uppsala University, Medicinska vetenskapsområdet, Faculty of Medicine, Department of Medical Sciences. Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Biochemistry and Organic Chemistry, Organic Chemistry II. Clinical Chemistry.
    Moberg, Lena
    Uppsala University, Medicinska vetenskapsområdet, Faculty of Medicine, Department of Medical Sciences. Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Biochemistry and Organic Chemistry, Organic Chemistry II. Clinical Chemistry.
    Björnsson, Eythor
    Uppsala University, Medicinska vetenskapsområdet, Faculty of Medicine, Department of Medical Sciences. Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Biochemistry and Organic Chemistry, Organic Chemistry II.
    Bergström, Mats
    Långström, Bengt
    Department of Chemistry. Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Biochemistry and Organic Chemistry, Organic Chemistry II.
    Håkansson, Lena
    Uppsala University, Medicinska vetenskapsområdet, Faculty of Medicine, Department of Medical Sciences. Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Biochemistry and Organic Chemistry, Organic Chemistry II. Clinical Chemistry.
    Mechanisms of basal and cytokine-induced uptake of glucose in normal human eosinophils: relation to apoptosis.2003In: Respir Med, ISSN 0954-6111, Vol. 97, no 10, p. 1109-19Article in journal (Refereed)
  • 34.
    Winberg, Karl Johan
    et al.
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry II.
    Barberà, G
    Eriksson, Ludvig
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry II.
    Teixidor, F
    Tolmachev, Vladimir
    Department of Biochemistry and Organic Chemistry, Organic Chemistry II.
    Viñas, C
    Sjöberg, Stefan
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry II.
    High yield [125 I]Iodide-Labeling of Iodinated Carboranes By Palldium-Catalyzed Isotopic Exchange2003In: Journal of Organometallic Chemistry, no 680, p. 188-192Article in journal (Refereed)
  • 35.
    Winberg, Karl Johan
    et al.
    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 II.
    Mume, Eskender
    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 II.
    Tolmachev, Vladimir
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry. Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Medicine, Department of Oncology, Radiology and Clinical Immunology. Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Biochemistry and Organic Chemistry, Organic Chemistry II.
    Sjöberg, Stefan
    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 II.
    Radiobromination of closo-carboranes using palladium-catalyzed halogen exchange2005In: Journal of labelled compounds & radiopharmaceuticals, ISSN 0362-4803, E-ISSN 1099-1344, Vol. 48, no 3, p. 195-202Article in journal (Refereed)
  • 36.
    Winberg, Karl Johan
    et al.
    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 II.
    Persson, Mikael
    Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Medicine, Department of Oncology, Radiology and Clinical Immunology, Biomedical Radiation Sciences.
    Malmström, Per-Uno
    Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Medicine, Department of Surgical Sciences.
    Sjöberg, Stefan
    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 II.
    Tolmachev, Vladimir
    Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Medicine, Department of Oncology, Radiology and Clinical Immunology.
    Radiobromination of anti-HER2/neu/ErbB-2 monoclonal antibody using the p-isothiocyanatobenzene derivative of the [76Br]undecahydro-bromo-7,8-dicarba-nido-undecaborate(1-) ion2004In: Nuclear Medicine and Biology, ISSN 0969-8051, E-ISSN 1872-9614, Vol. 31, no 4, p. 425-33Article in journal (Refereed)
    Abstract [en]

    The monoclonal humanized anti-HER2 antibody trastuzumab was radiolabeled with the positron emitter (76)Br (T(1/2) =16.2 h). Indirect labeling was performed using the p-isothiocyanatobenzene derivative of the [(76)Br]undecahydro-bromo-7,8-dicarba-nido-undecaborate(1-) ((76)Br-NBI) as a precursor molecule. (76)Br-NBI was prepared by bromination of the 7-(p-isothiocyanato-phenyl)dodecahydro-7,8-dicarba-nido-undecaborate(1-) ion (NBI) with a yield of 93-95% using Chloramine-T (CAT) as an oxidant. Coupling of radiobrominated NBI to antibody was performed without intermediate purification, in an "one pot" reaction. An overall labeling yield of 55.7 +/- 4.8% (mean +/- maximum error) was achieved when 300 microg of antibody was labeled. The label was stable in vitro in physiological and denaturing conditions. In a cell binding test, trastuzumab remained immunoreactive after labeling.

1 - 36 of 36
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