Collect. Czech. Chem. Commun. 1990, 55, S17-S20
https://doi.org/10.1135/cccc1990s017

Hydrolytic stability of potential antiviral nucleoside analogues: 3'-Substituted 2',3'-dideoxy- and 2',3'-didehydro-2',3'-dideoxyribonucleosides

Mikko Oivanen, Tuula Viinamäki, Sergei Zavgorodny, Michael Polianski, Alex Azhayev, Arthur Van Aerschot, Piet Herdewijn and Harri Lönnberg

Individual author index pages


Other CCCC articles of these authors

  • Dominiquer Askin, Inge Smits, Guy Schepers, Arthur Van Aerschot, Patrick Augustijns and Piet Herdewijn
    Synthesis of 3'- and 5'-cholesterol conjugates of oligonucleotides for improving cellular uptake
    Symposium Series 1999, Vol. 2, pp. 310–312 [Abstract]
    Published online 2016-05-08 23:33:35
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    Published online 2016-05-08 23:33:10
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    5'-Deoxy congeners of 9-(3-amido-3-deoxy-β-D-xylofuranosyl)-N6-cyclopentyladenine: New adenosine A1 receptor antagonists
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    Published online 2016-05-08 23:32:32
  • Mikko Ora, Johanna Järvi, Mikko Oivanen and Harri Lönnberg
    Hydrolytic reactions of the phosphorodithioate analog of uridylyl(3',5')uridine: Cleavage, desulfurization and isomerization
    Symposium Series 1999, Vol. 2, pp. 230–232 [Abstract]
    Published online 2016-05-08 23:30:50
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    A novel fluorescent base modification by reaction of guanosine with triformylmethane
    Symposium Series 1999, Vol. 2, pp. 228–229 [Abstract]
    Published online 2016-05-08 23:30:43
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    Symposium Series 1999, Vol. 2, pp. 225–227 [Abstract]
    Published online 2016-05-08 23:30:36
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    Oligonucleotides containing hexapyranosyl nucleosides and disaccharide nucleosides: Synthesis, incorporation of dialdehyde groups and use as affinity reagents
    Symposium Series 1999, Vol. 2, pp. 141–144 [Abstract]
    Published online 2016-05-08 20:42:42
  • Alex Azhayev
    Universal solid supports for oligonucleotide synthesis
    Symposium Series 1999, Vol. 2, pp. 129–134 [Abstract]
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    Symposium Series 1999, Vol. 2, pp. 100–104 [Abstract]
    Published online 2016-05-08 20:41:57
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    Symposium Series 1999, Vol. 2, pp. 22–26 [Abstract]
    Published online 2016-05-08 20:40:11
  • Satu Mikkola, Izabela Zagorowska and Harri Lönnberg
    The effect of the secondary structure of RNA on the reactivity of its phosphodiester bonds: The cleavage of phosphodiester bonds within hairpin loops in the presence and absence of metal ion catalysts
    Symposium Series 1999, Vol. 2, pp. 6–10 [Abstract]
    Published online 2016-05-08 20:39:48
  • Mohamed I. Elzagheid, Esa Mäki, Ulla Kaukinen, Mikko Oivanen and Harri Lönnberg
    Hydrolysis and intramolecular transesterification of 3'-thioinosine 3'-S-phosphorothiolate triester
    Symposium Series 1999, Vol. 2, pp. 1–5 [Abstract]
    Published online 2016-05-08 20:39:38
  • Joanna Zuberek, Janusz Stępiński, Anna Niedzwiecka, Ryszard Stolarski, Harri Salo, Harri Lönnberg and Edward Darżynkiewicz
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  • Kaisa Ketomäki and Harri Lönnberg
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    Published online 2016-01-25 20:50:31
  • Philippe Van Rompaey, Kenneth A. Jacobson, Zhan-Guo Gao, Aishe Chen, Dov Barak, Soon-Ai Kim, Kyeong Lee, Andreas Link, Bruce T. Liang, Piet Herdewijn and Serge Van Calenbergh
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    Published online 2016-01-25 20:41:17
  • Ekaterina V. Efimtseva, Sergey N. Mikhailov, Jef Rozenski, Roger Busson, Arthur Van Aerschot and Piet Herdewijn
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    Symposium Series 2002, Vol. 5, pp. 195–199 [Abstract]
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  • Erkki J. Nurminen, Jorma K. Mattinen and Harri Lönnberg
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    Symposium Series 2002, Vol. 5, pp. 129–134 [Abstract]
    Published online 2016-01-25 20:39:16
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  • Päivi Poijärvi and Harri Lönnberg
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  • Teija Niittymäki and Harri Lönnberg
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    Symposium Series 2005, Vol. 7, pp. 443–444 [Abstract]
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    Symposium Series 2005, Vol. 7, pp. 413–414 [Abstract]
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  • Kaisa Ketomäki and Harri Lönnberg
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    Symposium Series 2005, Vol. 7, pp. 407–408 [Abstract]
    Published online 2015-11-08 11:56:41
  • Sergey N. Mikhailov, Ekaterina V. Efimtseva, Alexandra A. Shelkunova, Jef Rozenski, Gert Emmerechts, Arthur Van Aerschot and Piet Herdewijn
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    Symposium Series 2005, Vol. 7, pp. 333–337 [Abstract]
    Published online 2015-11-08 11:54:55
  • Pasi Virta, Johanna Katajisto and Harri Lönnberg
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    Symposium Series 2005, Vol. 7, pp. 265–267 [Abstract]
    Published online 2015-11-08 11:53:37
  • Mikko Ora, Anu Kiviniemi, Tuomas Lönnberg, Sami Virtanen and Harri Lönnberg
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    Symposium Series 2005, Vol. 7, pp. 261–263 [Abstract]
    Published online 2015-11-08 11:53:33
  • Ulla Pentikäinen, Mikael Peräkylä and Harri Lönnberg
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    Symposium Series 2005, Vol. 7, pp. 259–260 [Abstract]
    Published online 2015-11-08 11:53:27
  • Piet Herdewijn
    The Diels–Alder cyclo addition as key reaction for the synthesis of cyclohexenyl nucleosides
    Symposium Series 2005, Vol. 7, pp. 29–37 [Abstract]
    Published online 2015-11-08 11:50:03
  • Tuula Tennilä, Pirkko Muhonen, Elena Azhayeva, H. Kalervo Väänänen, Alex Azhayev and Tiina Laitala-Leinonen
    RNA interference tolerates 2'-fluoro modifications at the Argonaute2 cleavage site
    Symposium Series 2008, Vol. 10, pp. 465–465 [Abstract]
    Published online 2015-10-30 18:45:20
  • Kaisa Ketomäki, Päivi-Poijärvi Virta, Qi Wang and Harri Lönnberg
    Base moiety selectivity in cleavage of short oligonucleotides by di- and trinuclear Zn(II) complexes of azacrown-derived ligands
    Symposium Series 2008, Vol. 10, pp. 437–438 [Abstract]
    Published online 2015-10-30 18:44:32
  • Anna Leisvuori, Päivi Poijärvi-Virta, Pasi Virta and Harri Lönnberg
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    Symposium Series 2008, Vol. 10, pp. 401–403 [Abstract]
    Published online 2015-10-30 18:43:25
  • Teija Niittymäki, Pasi Virta, Kaisa Ketomäki and Harri Lönnberg
    Di(azacrown) conjugates of 2'-O-methyl oligoribonucleotides as sequence-selective artificial ribonucleases
    Symposium Series 2008, Vol. 10, pp. 378–379 [Abstract]
    Published online 2015-10-30 18:42:41
  • Tuomas Karskela and Harri Lönnberg
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    Symposium Series 2008, Vol. 10, pp. 372–373 [Abstract]
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  • Marika Karskela, Pasi Virta, Melina Malinen, Arto Urtti and Harri Lönnberg
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    Symposium Series 2008, Vol. 10, pp. 369–371 [Abstract]
    Published online 2015-10-30 18:42:20
  • Elena Azhayeva, Tuula Tennilä, Maxim Antopolsky and Alex Azhayev
    Peptide–oligonucleotide conjugates form stable and selective complexes with antibody and DNA
    Symposium Series 2008, Vol. 10, pp. 311–312 [Abstract]
    Published online 2015-10-30 18:40:12
  • Andrey Yagodkin, Alex Azhayev, Jarkko Roivainen, Maxim Antopolsky, Alexei Kayushin, Maria Korosteleva, Anatoly Miroshnikov, John Randolph and Hugh Mackie
    Improved synthesis of trinucleotide phosphoramidites for generation of randomized oligonucleotide libraries
    Symposium Series 2008, Vol. 10, pp. 309–310 [Abstract]
    Published online 2015-10-30 18:40:06
  • Mikhail Abramov, Michael Fisher, Arthur Van Aerschot, Dong Xu, Rudolph L. Juliano and Piet Herdewijn
    Inhibition of gene expression with altritol- and hexitol-modified siRNAs
    Symposium Series 2008, Vol. 10, pp. 300–301 [Abstract]
    Published online 2015-10-30 18:39:42
  • Qi Wang, Attila Jancsó, Teija Niittymäki, Päivi Poijärvi-Virta, Kaisa Ketomäki, Pasi Virta, Ewelina Leino, István Szilágyi, Satu Mikkola, Tamás Gajda and Harri Lönnberg
    Base and sequence selective cleavage of RNA phosphodiester bonds by Zn(II) azacrown chelates
    Symposium Series 2008, Vol. 10, pp. 63–70 [Abstract]
    Published online 2015-10-30 18:35:17
  • Teija Niittymäki, Ekaterina Burakova, Anna Leisvuori, Pasi Virta and Harri Lönnberg
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    Symposium Series 2011, Vol. 12, pp. 411–412 [Abstract]
    Published online 2015-08-20 10:20:54
  • Martin Kögler, Bart Vanderhoydonck, Steven de Jonghe, Jean Herman, Thierry Louat, Kristien van Belle, Jef Rozenski and Piet Herdewijn
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    Symposium Series 2011, Vol. 12, pp. 364–366 [Abstract]
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  • Anu Kiviniemi, Pasi Virta and Harri Lönnberg
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    Symposium Series 2011, Vol. 12, pp. 361–363 [Abstract]
    Published online 2015-08-20 10:19:06
  • Emilia Kiuru, Mikko Ora, Leonid Beigelman, Lawrence Blatt and Harri Lönnberg
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    Symposium Series 2011, Vol. 12, pp. 184–188 [Abstract]
    Published online 2015-08-20 10:00:37
  • Anastasia Parchina, Matheus Froeyen, Lia Margamuljana, Jef Rozenski, Steven de Jonghe, Yves Briers, Rob Lavigne, Piet Herdewijn and Eveline Lescrinier
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    Symposium Series 2014, Vol. 14, pp. 342–343 [Abstract]
    Published online 2015-07-06 23:07:34
  • Vyacheslav Kungurtsev, Pasi Virta and Harri Lönnberg
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    Symposium Series 2014, Vol. 14, pp. 312–313 [Abstract]
    Published online 2015-07-06 23:06:24
  • Tuomas Karskela*, Karel D. Klika and Harri Lönnberg
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    2011, Vol. 76, Issue 8, pp. 1043–1054 [Abstract]
  • Tuomas Lönnberg, Šárka Králíková, Ivan Rosenberg and Harri Lönnberg*
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    2006, Vol. 71, Issue 6, pp. 859–870 [Abstract]
  • Matheus Froeyen, Hans De Winter and Piet Herdewijn*
    Conformational Analysis, Solvent-Accessible Surface and Geometric Extent of Inhibitors and Substrates
    2006, Vol. 71, Issue 6, pp. 842–858 [Abstract]
  • Georgii V. Bobkov, Kirill V. Brilliantov, Sergey N. Mikhailov*, Jef Rozenski, Arthur Van Aerschot and Piet Herdewijn
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    2006, Vol. 71, Issue 6, pp. 804–819 [Abstract]
  • Alicja Stachelska*, Zbigniew J. Wieczorek, Janusz Stępiński, Marzena Jankowska-Anyszka, Harri Lönnberg and Edward Darżynkiewicz
    Kinetics of the Imidazolium Ring-Opening of mRNA 5'-cap Analogs in Aqueous Alkali
    2006, Vol. 71, Issue 4, pp. 567–578 [Abstract]
  • Ding Zhou, Irene M. Lagoja, Arthur Van Aerschot and Piet Herdewijn*
    Synthesis of Aminopropyl Phosphonate Nucleosides with Purine and Pyrimidine Bases
    2006, Vol. 71, Issue 1, pp. 15–34 [Abstract]
  • Thierry Lioux, Roger Busson, Jef Rozenski, Martine Nguyen-Distèche, Jean-Marie Frère and Piet Herdewijn*
    Synthesis of Peptidoglycan Units with UDP at the Anomeric Position
    2005, Vol. 70, Issue 10, pp. 1615–1641 [Abstract]
  • Irene M. Lagoja, Koen Nauwelaerts, Christine Bal-Mahieu, Michela Pasqualini, Christian Bailly and Piet Herdewijn*
    Synthesis and Leukemia Cell Growth Inhibition of a Series of 1,3-Dithiazolylbenzene Derivatives
    2004, Vol. 69, Issue 7, pp. 1491–1498 [Abstract]
  • Zhenyu Zhang, Arthur Van Aerschot, Patrick Chaltin, Roger Busson and Piet Herdewijn*
    Epimerization During Coupling to the Unnatural Amino Acid in Solid Phase Peptide Synthesis
    2001, Vol. 66, Issue 6, pp. 923–932 [Abstract]
  • Irene M. Lagoja, Arthur Van Aerschot, Chris Hendrix and Piet Herdewijn*
    Glycosylation of 1-Aminoimidazole-2(3H)-thiones
    2000, Vol. 65, Issue 7, pp. 1145–1155 [Abstract]
  • Andrei Guzaev, Harri Salo, Alex Azhayev and Harri Lönnberg
    Synthesis of oligonucleotide analogues by using phosphoramidite reagents derived from 2,2-bis(hydroxymethyl)malonates
    1996, Vol. 61, Special Issue, pp. S226–S229 [Abstract]
  • Sergey N. Mikhailov, Ekaterina V. Efimtseva, Boris S. Ermolinsky, Marina V. Fomitcheva, Oxana M. Gritsenko, Maxim G. Brevnov, Elizaveta S. Gromova, Guy Schepers, Arthur Van Aerschot and Piet Herdewijn
    Regioselective incorporation of reactive dialdehyde groups into synthetic oligonucleotides
    1996, Vol. 61, Special Issue, pp. S210–S212 [Abstract]
  • Ekaterina V. Efimtseva, Boris S. Ermolinsky, Marina V. Fomitcheva, Sergey V. Meshkov, Nelly Sh. Padyukova, Sergey N. Mikhailov, Arthur Van Aerschot, Jef Rozenski and Piet Herdewijn
    Synthesis of disaccharide nucleosides and their incorporation into oligonucleotides
    1996, Vol. 61, Special Issue, pp. S206–S209 [Abstract]
  • Mirella Marangoni, Arthur Van Aerschot, Patrick Augustijns and Piet A. Herdewijn
    Cyclopentylethyl nucleosides as "constrained" acyclic building blocks for oligonucleotides
    1996, Vol. 61, Special Issue, pp. S203–S205 [Abstract]
  • Harri Salo, Andrei Guzaev, Alex Azhayev and Harri Lönnberg
    Disulfide tethered solid supports for oligonucleotide synthesis: Preparation and a comparative study on the resistance to ammonolysis
    1996, Vol. 61, Special Issue, pp. S110–S111 [Abstract]
  • Harri Hakala, Pia Heinonen, Antti Iitia and Harri Lönnberg
    Covalent immobilization of oligonucleotides to microparticles. Quantitation of hybridization by time-resolved fluorescence detection on a single particle
    1996, Vol. 61, Special Issue, pp. S107–S109 [Abstract]
  • Mohamed Elzagheid, Alex Azhayev, Mikko Oivanen and Harri Lönnberg
    Synthesis of bis(3'-deoxyuridin-3'-yl) disulfide
    1996, Vol. 61, Special Issue, pp. S42–S44 [Abstract]
  • Satu Kuusela, Andrei Guzaev and Harri Lönnberg
    Zn2+ promoted hydrolysis of oligonucleotides
    1996, Vol. 61, Special Issue, pp. S30–S32 [Abstract]
  • Mikko Oivanen, Jaana Varila, Teemu Hankamaki, Leo H. Koole and Harri Lönnberg
    Hydrolysis and methanolysis of the phenyl ester of thymidine 3',5'-cyclic monophosphate: pH-dependent competition between PO and CO bond ruptures
    1996, Vol. 61, Special Issue, pp. S26–S29 [Abstract]
  • Mikko Oivanen, Mikko Ora and Harri Lönnberg
    The "thio effect" on the hydrolysis and transesterification of ribonucleoside phosphoesters
    1996, Vol. 61, Special Issue, pp. S1–S4 [Abstract]
  • C. Pannecouque, K. Van Poppel, Arthur Van Aerschot and Piet Herdewijn
    Synthesis and physicochemical properties of oligonucleotides with an N-cyanoguanidine function instead of the natural phosphate internucleotide linkage
    1993, Vol. 58, Special Issue, pp. S191–S194 [Abstract]
  • Arthur Van Aerschot, F. Vandendriessche, K. Augustyns and Piet Herdewijn
    Acyclic nucleosides: Useful for antisense constructs or as universal analogues for degenerate positions?
    1993, Vol. 58, Special Issue, pp. S98–S101 [Abstract]
  • Sergei N. Mikhailov, Ekaterina V. Efimtseva, Sergei V. Meshkov and Harri Lönnberg
    Novel dioxolane analogues of 2',3'-dideoxynucleosides
    1993, Vol. 58, Special Issue, pp. S68–S70 [Abstract]
  • Ilse Verheggen, Nathalie Pillet, Arthur Van Aerschot, Erik De Clercq and Piet Herdewijn
    Synthesis and anti-herpesvirus activity of nucleosides with a 1,5-anhydrohexitol moiety
    1993, Vol. 58, Special Issue, pp. S64–S67 [Abstract]
  • Serge Van Calenbergh, Christophe Verlinde, André De Bruyn, Mia Callens, Elfride Van Den Eeckhout, Arthur Van Aerschot, Paul Michels, Fred Opperdoes, Wim Hol and Piet Herdewijn
    2'-Substituted adenosine analogues as trypanosomal glyceraldehyde phosphate dehydrogenase (GAPDH) inhibitors
    1993, Vol. 58, Special Issue, pp. S52–S55 [Abstract]
  • Tadeusz Kulikowski, Jaroslaw Poznanski, Jan Balzarini, Arthur Van Aerschot and Erik De Clercq
    Synthesis, conformation and anti-HIV activity of 3'-substituted 2',3'-dideoxy-5-hydroxymethyluridines
    1993, Vol. 58, Special Issue, pp. S44–S46 [Abstract]
  • Harri Lönnberg
    Migration of hydrogen phosphate, monoalkyl phosphate, dialkyl phosphate and alkyl phosphonate groups between the 2'- and 3'-hydroxyl functions of ribonucleosides and their analogs
    1993, Vol. 58, Special Issue, pp. S9–S13 [Abstract]
  • Arthur Van Aerschot, Liu Jie, Jan Balzarini, Erik De Clercq and Piet Herdewijn
    5'-O-Phosphonomethyl-2',3'-dideoxynucleosides: Synthesis and anti-HIV activity
    1990, Vol. 55, Special Issue, pp. S129–S132 [Abstract]
  • Janusz Stępiński, Lidia Grabowska, Edward Darżynkiewicz, Andrzej Temeriusz, Ryszard Stolarski, Stanley M. Tahara, David Shugar, Pia Järvinen and Harri Lönnberg
    Synthesis, conformation and hydrolytic stability of modified mRNA 5'-cap structures: P1,P3-dinucleoside triphosphates derived from guanosine and acyclic analogues of 7-methyl-, N2,7-dimethyl- and N2,N2,7-trimethylguanosines
    1990, Vol. 55, Special Issue, pp. S117–S120 [Abstract]
  • Jari Hovinen and Harri Lönnberg
    Kinetics and mechanism for acid-catalyzed opening of the imidazole ring of 6-unsubstituted purine nucleosides and their acyclic analogues
    1990, Vol. 55, Special Issue, pp. S9–S12 [Abstract]
  • Piet Wigerinck, Paul Claes, Arthur Van Aerschot and Piet Herdewijn
    Heterocycles in the 5-position of 2'-deoxyuridine
    1990, Vol. 55, Special Issue, pp. S5–S8 [Abstract]
  • Zbigniew Wieczorek, Edward Darżynkiewicz, Janusz Stępiński and Harri Lönnberg
    Fluorescence studies on P1,P3-dinucleoside triphosphates related to mRNA cap: Acidity and intramolecular stacking
    1990, Vol. 55, Issue 11, pp. 2765–2768 [Abstract]