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Synthesis and scalable conversion of L-iduronamides to heparin-related di- and tetrasaccharides

  1. TitleSynthesis and scalable conversion of L-iduronamides to heparin-related di- and tetrasaccharides
    Author Hansen Steen U. Baráth Marek 1977- SAVCHEM - Chemický ústav SAV    SCOPUS    RID    ORCID

    Co-authors Miller Gavin J. Broberg Karl R. Avizienyte Egle Helliwell Madeleine Raftery James Jayson Gordon C. Gardiner John M.
    Source document Journal of Organic Chemistry. Vol. 77 (2012), p. 7823-7843
    Languageeng - English
    Document kindrozpis článkov z periodík (rbx)
    CitationsCuccarese, MF (Cuccarese, Michael F.); Wang, HYL (Wang, Hua-Yu Leo); O'Doherty, GA (O'Doherty, George A.), In: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY Issue: 15 Pages: 3067-3075
    Zulueta, MML (Zulueta, Medel Manuel L.); Zhong, YQ (Zhong, Yong-Qing); Hung, SC (Hung, Shang-Cheng), In: CHEMICAL COMMUNICATIONS Volume: 49 Issue: 32 Pages: 3275-3287
    BARATH, M. - KOOS, M. - TVAROSKA, I. - HIRSCH, J. Synthesis of potential inhibitors of glycosyltransferases representing UDP-GlcNAc. In CHEMICAL PAPERS. ISSN 0366-6352, FEB 2015, vol. 69, no. 2, p. 339-347.
    MILLER, G.J. - HANSEN, S.U. - BARATH, M. - JOHANNESSEN, C. - BLANCH, E.W. - JAYSON, G.C. - GARDINER, J.M. Synthesis of a heparin-related GlcN-IdoA sulfation-site variable disaccharide library and analysis by Raman and ROA spectroscopy. In CARBOHYDRATE RESEARCH. ISSN 0008-6215, DEC 5 2014, vol. 400, p. 44-53.
    JAYSON, G.C. - MILLER, G.J. - HANSEN, S.U. - BARATH, M. - GARDINER, J.M. - AVIZIENYTE, E. The development of anti-angiogenic heparan sulfate oligosaccharides. In BIOCHEMICAL SOCIETY TRANSACTIONS. ISSN 0300-5127, DEC 2014, vol. 42, 6, p. 1596-1600.
    HANSEN, S.U. - MILLER, G.J. - BARATH, M. - BROBERG, K.R. - AVIZIENYTE, E. - HELLIWELL, M. - RAFTERY, J. - JAYSON, G.C. - GARDINER, J.M. Synthesis and Scalable Conversion of L-Iduronamides to Heparin-Related Di- and Tetrasaccharides. In JOURNAL OF ORGANIC CHEMISTRY. ISSN 0022-3263, SEP 21 2012, vol. 77, no. 18, p. 7823-7843.
    COLE, C.L. - HANSEN, S.U. - BARATH, M. - RUSHTON, G. - GARDINER, J.M. - AVIZIENYTE, E. - JAYSON, G.C. Synthetic Heparan Sulfate Oligosaccharides Inhibit Endothelial Cell Functions Essential for Angiogenesis. In PLOS ONE. ISSN 1932-6203, JUL 21 2010, vol. 5, no. 7.
    HANSEN, S.U. - BARATH, M. - SALAMEH, B.A.B. - PRITCHARD, R.G. - STIMPSON, W.T. - GARDINER, J.M. - JAYSON, G.C. Scalable Synthesis of L-Iduronic Acid Derivatives via Stereocontrolled Cyanohydrin Reaction for Synthesis of Heparin-Related Disaccharides. In ORGANIC LETTERS. ISSN 1523-7060, OCT 15 2009, vol. 11, no. 20, p. 4528-4531.
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    LI, Jiakun - DAI, Yuanwei - LI, Wei - LAVAL, Stephane - XU, Peng - YU, Biao. Effective Synthesis of alpha-D-GlcN-(1> 4)-D-GlcA/L-IdoA Glycosidic Linkage under Gold(I) Catalysis. In ASIAN JOURNAL OF ORGANIC CHEMISTRY. ISSN 2193-5807, 2015, vol. 4, no. 8, pp. 756-762.
    FRIHED, Tobias Gylling - BOLS, Mikael - PEDERSEN, Christian Marcus. Synthesis of L-Hexoses. In CHEMICAL REVIEWS. ISSN 0009-2665, 2015, vol. 115, no. 9, pp. 3615-3676.
    MOHAMED, Shifaza - FERRO, Vito. Synthetic Approaches to L-Iduronic Acid and L-Idose: Key Building Blocks for the Preparation of Glycosaminoglycan Oligosaccharides. In ADVANCES IN CARBOHYDRATE CHEMISTRY AND BIOCHEMISTRY, VOL 72. ISSN 0065-2318, 2015, vol. 72, no., pp. 21-61.
    MULLOY, Barbara - HOGWOOD, John - GRAY, Elaine - LEVER, Rebecca - PAGE, Clive P. Pharmacology of Heparin and Related Drugs. In Pharmacological Reviews. ISSN 00316997, 2015-01-01, 68, 1, pp. 76-141.
    MENDE, Marco - BEDNAREK, Christin - WAWRYSZYN, Mirella - SAUTER, Paul - BISKUP, Moritz B. - SCHEPERS, Ute - BRAESE, Stefan. Chemical Synthesis of Glycosaminoglycans. In CHEMICAL REVIEWS. ISSN 0009-2665, 2016, vol. 116, no. 14, pp. 8193-8255.
    WANG, A-Peng - LIU, Chao - YANG, Shuang - ZHAO, Zhehui - LEI, Pingsheng. An efficient method to synthesize novel 5-O-(6 '-modified)-mycaminose 14-membered ketolides. In TETRAHEDRON. ISSN 0040-4020, 2016, vol. 72, no. 2, pp. 285-297.
    MULLOY, Barbara - HOGWOOD, John - GRAY, Elaine - LEVER, Rebecca - PAGE, Clive P. Pharmacology of Heparin and Related Drugs. In PHARMACOLOGICAL REVIEWS. ISSN 0031-6997, 2016, vol. 68, no. 1, pp. 76-141.
    XU, Peng - LAVAL, Stephane - GUO, Zheng - YU, Biao. Microwave-assisted simultaneous O,N-sulfonation in the synthesis of heparin-like oligosaccharides. In ORGANIC CHEMISTRY FRONTIERS. ISSN 2052-4129, 2016, vol. 3, no. 1, pp. 103-109.
    ZULUETA, Medel Manuel L. - LIN, Shu Yi - HU, Yu Peng - HUNG, Shang Cheng. Synthesis of glycosaminoglycans. In Glycochemical Synthesis: Strategies and Applications, 2015-01-01, pp. 235-261.
    HARVEY, David J. Analysis of carbohydrates and glycoconjugates by matrix-assisted laser desorption/ionization mass spectrometry: An update for 2007-2008. In MASS SPECTROMETRY REVIEWS. ISSN 0277-7037, 2012, vol. 31, no. 2, pp. 183-311.
    SHEERIN, Kevin - GUAZZELLI, Lorenzo - OSCARSON, Stefan. Large scale synthesis and regioselective protection schemes of ethyl 2-azido-2-deoxy-1-thio-alpha-D-cellobioside for preparation of heparin thiodisaccharide building blocks. In CARBOHYDRATE RESEARCH. ISSN 0008-6215, 2017, vol. 440-441, no., pp. 16-31.
    SHANTHAMURTHY, Chethan D. - KIKKERI, Raghavendra. Linear Synthesis of De novo Oligo-Iduronic Acid. In EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. ISSN 1434-193X, 2019, vol. 2019, no. 18, pp. 2950-2953.
    CAPUTO, Hannah E. - STRAUB, John E. - GRINSTAFF, Mark W. Design, synthesis, and biomedical applications of synthetic sulphated polysaccharides. In CHEMICAL SOCIETY REVIEWS. ISSN 0306-0012, 2019, vol. 48, no. 8, pp. 2338-2365.
    WANG, Liming - ZHANG, Yongzhen - OVERKLEEFT, Herman S. - VAN DER MAREL, Gijsbert A. - CODEE, Jeroen D. C. Reagent Controlled Glycosylations for the Assembly of Well-Defined Pel Oligosaccharides. In JOURNAL OF ORGANIC CHEMISTRY. ISSN 0022-3263, 2020, vol. 85, no. 24, pp. 15872-15884. Dostupné na: https://doi.org/10.1021/acs.joc.0c00703.
    CategoryADCA - Scientific papers in foreign journals registered in Current Contents Connect with IF (impacted)
    Category of document (from 2022)V3 - Vedecký výstup publikačnej činnosti z časopisu
    Type of documentčlánok
    Year2012
    Registered inWOS
    Registered inSCOPUS
    Registered inCCC
    DOI 10.1021/jo300722y
    article

    article

    rokCCIFIF Q (best)JCR Av Jour IF PercSJRSJR Q (best)CiteScore
    A
    rok vydaniarok metrikyIFIF Q (best)SJRSJR Q (best)
    201220114.450Q12.265Q1
Number of the records: 1  

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