Literature DB >> 15125943

The oxime bond formation as an efficient chemical tool for the preparation of 3',5'-bifunctionalised oligodeoxyribonucleotides.

Om Prakash Edupuganti1, Olivier Renaudet, Eric Defrancq, Pascal Dumy.   

Abstract

The simultaneous conjugation of peptides or carbohydrates at the 3'- and 5'-end of oligodeoxyribonucleotides was achieved very efficiently through chemoselective oxime bond formation. The method employs bifunctionalised oligonucleotides in single step without the need of protection strategy, under mild acidic conditions. The conjugates were obtained in high yields by reacting an oxyamine containing reporter groups (peptide, mono- and disaccharide) with an oligonucleotide carrying an aldehyde at each extremity.

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Year:  2004        PMID: 15125943     DOI: 10.1016/j.bmcl.2004.03.053

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN: 0960-894X            Impact factor:   2.823


  5 in total

1.  Synthesis and in vitro inhibition properties of siRNA conjugates carrying glucose and galactose with different presentations.

Authors:  Anna Aviñó; Sandra M Ocampo; Ricardo Lucas; José J Reina; Juan Carlos Morales; José Carlos Perales; Ramon Eritja
Journal:  Mol Divers       Date:  2011-01-26       Impact factor: 2.943

2.  Sequence-defined bioactive macrocycles via an acid-catalysed cascade reaction.

Authors:  Mintu Porel; Dana N Thornlow; Ngoc N Phan; Christopher A Alabi
Journal:  Nat Chem       Date:  2016-05-09       Impact factor: 24.427

Review 3.  Glycotargeting to improve cellular delivery efficiency of nucleic acids.

Authors:  Hongbin Yan; Kha Tram
Journal:  Glycoconj J       Date:  2007-02-01       Impact factor: 2.916

4.  Integrin targeted delivery of gene therapeutics.

Authors:  Rudy L Juliano; Xin Ming; Osamu Nakagawa; Rongzuo Xu; Hoon Yoo
Journal:  Theranostics       Date:  2011-03-02       Impact factor: 11.556

5.  Assessment of the Full Compatibility of Copper(I)-Catalyzed Alkyne-Azide Cycloaddition and Oxime Click Reactions for bis-Labelling of Oligonucleotides.

Authors:  Sandra Estalayo-Adriàn; Rémy Lartia; Albert Meyer; Jean-Jacques Vasseur; François Morvan; Eric Defrancq
Journal:  ChemistryOpen       Date:  2014-12-10       Impact factor: 2.911

  5 in total

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