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Original Articles

Rapid Routes of Synthesis of Oligonucleotide Conjugates from Non-Protected Oligonucleotides and Ligands Possessing Different Nucleophilic or Electrophilic Functional Groups

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Pages 1943-1965 | Published online: 17 Apr 2008

Keep up to date with the latest research on this topic with citation updates for this article.

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Sergey I. Antsypovich & Günter von Kiedrowski. (2005) A Novel Versatile Phosphoramidite Building Block for the Synthesis of 5′- and 3′-Hydrazide Modified Oligonucleotides. Nucleosides, Nucleotides & Nucleic Acids 24:3, pages 211-226.
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D. S. Novopashina, A. N. Sinyakov, V. A. Ryabinin, A. G. Venyaminova, L. Perrouault, E. Brunet, C. Giovannangeli & A. S. Boutorine. (2004) Binding Properties of the Conjugates of Oligo(2′‐O‐Methylribonucleotides) with Minor Groove Binders Targeted to Double Stranded DNA. Nucleosides, Nucleotides & Nucleic Acids 23:6-7, pages 1015-1022.
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Vladimir A. Ryabinin, Alexandre S. Boutorine, Claude Hélène, Alexey Yu. Denisov, Dmitrii V. Pyshnyi & Alexandre N. Sinyakov. (2004) Oligonucleotide—Minor Groove Binder 1:2 Conjugates: Side by Side Parallel Minor Groove Binder Motif in Stabilization of DNA Duplex. Nucleosides, Nucleotides & Nucleic Acids 23:6-7, pages 953-968.
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Vladimir A. Ryabinin, Alexandre S. Boutorine, Claude Hélène, Dmitrii V. Pyshnyi & Alexandre N. Sinyakov. (2004) Oligonucleotide–Minor Groove Binder Conjugates and Their Complexes with Complementary DNA: Effect of Conjugate Structural Factors on the Thermal Stability of Duplexes. Nucleosides, Nucleotides & Nucleic Acids 23:5, pages 789-803.
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A. S. Boutorine, V. A. Ryabinin, D. S. Novopashina, A. G. Venyaminova, C. Hélène & A. S. Sinyakov. (2003) Stabilization of DNA Double and Triple Helices by Conjugation of Minor Groove Binders to Oligonucleotides. Nucleosides, Nucleotides & Nucleic Acids 22:5-8, pages 1267-1272.
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Articles from other publishers (26)

Nadezhda O. Kropacheva, Arseniy A. Golyshkin, Mariya A. Vorobyeva & Mariya I. Meschaninova. (2023) Convenient Solid-Phase Attachment of Small-Molecule Ligands to Oligonucleotides via a Biodegradable Acid-Labile P-N-Bond. Molecules 28:4, pages 1904.
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D. S. Novopashina, O. A. Semikolenova & A. G. Venyaminova. 2020. Nucleic Acid Detection and Structural Investigations. Nucleic Acid Detection and Structural Investigations 45 56 .
Yuliya V. Sherstyuk, Nikita V. Ivanisenko, Alexandra L. Zakharenko, Maria V. Sukhanova, Roman Y. Peshkov, Ilia V. Eltsov, Mikhail M. Kutuzov, Tatiana A. Kurgina, Ekaterina A. Belousova, Vladimir A. Ivanisenko, Olga I. Lavrik, Vladimir N. Silnikov & Tatyana V. Abramova. (2019) Design, Synthesis and Molecular Modeling Study of Conjugates of ADP and Morpholino Nucleosides as A Novel Class of Inhibitors of PARP-1, PARP-2 and PARP-3. International Journal of Molecular Sciences 21:1, pages 214.
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Marie Flamme, Emma Clarke, Gilles Gasser & Marcel Hollenstein. (2018) Applications of Ruthenium Complexes Covalently Linked to Nucleic Acid Derivatives. Molecules 23:7, pages 1515.
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Daiva Tauraitė, Jevgenija Jakubovska, Julija Dabužinskaitė, Maksim Bratchikov & Rolandas Meškys. (2017) Modified Nucleotides as Substrates of Terminal Deoxynucleotidyl Transferase. Molecules 22:4, pages 672.
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David Egloff, Igor A. Oleinich, Meng Zhao, Sebastian L. B. König, Roland K. O. Sigel & Eva Freisinger. (2016) Sequence-Specific Post-Synthetic Oligonucleotide Labeling for Single-Molecule Fluorescence Applications. ACS Chemical Biology 11:9, pages 2558-2567.
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Svetlana V Vasilyeva, Vyacheslav V Filichev & Alexandre S Boutorine. (2016) Application of Cu(I)-catalyzed azide–alkyne cycloaddition for the design and synthesis of sequence specific probes targeting double-stranded DNA. Beilstein Journal of Organic Chemistry 12, pages 1348-1360.
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Antonina Vigovskaya, Doris Abt, Ishtiaq Ahmed, Christof M. Niemeyer, Christopher Barner-Kowollik & Ljiljana Fruk. (2016) Photo-induced chemistry for the design of oligonucleotide conjugates and surfaces. Journal of Materials Chemistry B 4:3, pages 442-449.
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David Egloff, Igor A. Oleinich & Eva Freisinger. (2014) Sequence-Specific Generation of 1, N 6 -Ethenoadenine and 3, N 4 -Ethenocytosine in Single-Stranded Unmodified DNA . ACS Chemical Biology 10:2, pages 547-553.
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Osman Doluca, Jamie M. Withers & Vyacheslav V. Filichev. (2013) Molecular Engineering of Guanine-Rich Sequences: Z-DNA, DNA Triplexes, and G-Quadruplexes. Chemical Reviews 113:5, pages 3044-3083.
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D. S. Novopashina, A. N. Sinyakov, V. A. Ryabinin, L. Perrouault, C. Giovannangeli, A. G. Venyaminova & A. S. Boutorine. (2013) Oligo(2′-O-methylribonucleotides) and their derivatives: IV. Conjugates of oligo(2′-O-methylribonucleotides) with minor groove binders and intercalators: Synthesis, properties, and application. Russian Journal of Bioorganic Chemistry 39:2, pages 138-152.
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Corinne Sallamand, Audrey Miscioscia, Rémy Lartia & Eric Defrancq. (2012) Phosphorylating Reagent-Free Synthesis of 5′-Phosphate Oligonucleotides by Controlled Oxidative Degradation of Their 5′-End. Organic Letters 14:8, pages 2030-2033.
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Mireya L. McKee, Amanda C. Evans, Simon R. Gerrard, Rachel K. O'Reilly, Andrew J. Turberfield & Eugen Stulz. (2011) Peptidomimetic bond formation by DNA-templated acyl transfer. Organic & Biomolecular Chemistry 9:5, pages 1661.
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Tatiana V. Abramova, Svetlana V. Vasileva, Inna Yu. Serpokrylova, Hadar Kless & Vladimir N. Silnikov. (2007) A facile and effective synthesis of dinucleotide 5′-triphosphates. Bioorganic & Medicinal Chemistry 15:20, pages 6549-6555.
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Alexandre S. Boutorine & Christophe Escudé. (2007) Biophysical Analysis of Triple‐Helix Formation. Current Protocols in Nucleic Acid Chemistry 29:1.
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Ludovic Halby, Vladimir A. Ryabinin, Alexandre N. Sinyakov & Alexandre S. Boutorine. (2005) Functionalized head-to-head hairpin polyamides: Synthesis, double-stranded DNA-binding activity and affinity. Bioorganic & Medicinal Chemistry Letters 15:16, pages 3720-3724.
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Darya S. Novopashina, Alexandre N. Sinyakov, Vladimir A. Ryabinin, Alya G. Venyaminova, Ludovic Halby, Jian-Sheng Sun & Alexandre S. Boutorine. (2005) Sequence-Specific Conjugates of Oligo(2′-O-methylribonucleotides) and Hairpin Oligocarboxamide Minor-Groove Binders: Design, Synthesis, and Binding Studies with Double-Stranded DNA. Chemistry & Biodiversity 2:7, pages 936-952.
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V. A. Ryabinin, A. S. Butorin, K. Elen, A. Yu. Denisov, D. V. Pyshnyi & A. N. Sinyakov. (2005) Effect of structural factors on the stability of duplexes formed by oligonucleotide conjugates with minor groove binders. Russian Journal of Bioorganic Chemistry 31:2, pages 146-152.
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K. Achilles & G.v. Kiedrowski. (2005) Kinetic model studies on the chemical ligation of oligonucleotides via hydrazone formation. Bioorganic & Medicinal Chemistry Letters 15:4, pages 1229-1233.
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C. Gosse, A. Boutorine, I. Aujard, M. Chami, A. Kononov, E. Cogné-Laage, J.-F. Allemand, J. Li & L. Jullien. (2004) Micelles of Lipid−Oligonucleotide Conjugates:  Implications for Membrane Anchoring and Base Pairing. The Journal of Physical Chemistry B 108:20, pages 6485-6497.
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A. S. Boutorine & P. B. Arimondo. 2004. Artificial Nucleases. Artificial Nucleases 243 268 .
M. A. Zenkova & N. G. Beloglazova. 2004. Artificial Nucleases. Artificial Nucleases 189 221 .
Günther N. Grimm, Alexandre S. Boutorine, Per Lincoln, Bengt Nordén & Claude Hélène. (2002) Formation of DNA Triple Helices by an Oligonucleotide Conjugated to a Fluorescent Ruthenium Complex. ChemBioChem 3:4, pages 324-331.
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Paola B. Arimondo, Alexandre Boutorine, Brigitte Baldeyrou, Christian Bailly, Masayasu Kuwahara, Sidney M. Hecht, Jian-Sheng Sun, Thérèse Garestier & Claude Hélène. (2002) Design and Optimization of Camptothecin Conjugates of Triple Helix-forming Oligonucleotides for Sequence-specific DNA Cleavage by Topoisomerase I. Journal of Biological Chemistry 277:5, pages 3132-3140.
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Tatiana Da Ros, Massimo Bergamin, Ester Vázquez, Giampiero Spalluto, Benedetta Baiti, Stefano Moro, Alexandre Boutorine & Maurizio Prato. (2002) Synthesis and Molecular Modeling Studies of Fullerene−5,6,7-Trimethoxyindole−Oligonucleotide Conjugates as Possible Probes for Study of Photochemical Reactions in DNA Triple Helices. European Journal of Organic Chemistry 2002:3, pages 405-413.
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Ulysse Asseline & Nguyen T. Thuong. (2001) Modification of the 5′ Terminus of Oligodeoxyribonucleotides for Conjugation with Ligands. Current Protocols in Nucleic Acid Chemistry 5:1.
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