Literature DB >> 16984152

Synthesis of RNA using 2'-O-DTM protection.

Andrey Semenyuk1, Andras Földesi, Tommy Johansson, Camilla Estmer-Nilsson, Peter Blomgren, Mathias Brännvall, Leif A Kirsebom, Marek Kwiatkowski.   

Abstract

tert-Butyldithiomethyl (DTM), a novel hydroxyl protecting group, cleavable under reductive conditions, was developed and applied for the protection of 2'-OH during solid-phase RNA synthesis. This function is compatible with all standard protecting groups used in oligonucleotide synthesis, and allows for fast and high-yield synthesis of RNA. Oligonucleotides containing the 2'-O-DTM groups can be easily deprotected under the mildest possible aqueous and homogeneous conditions. The preserved 5'-O-DMTr function can be used for high-throughput cartridge RNA purification.

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Year:  2006        PMID: 16984152     DOI: 10.1021/ja0636587

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  11 in total

1.  Combined Approaches to Site-Specific Modification of RNA.

Authors:  Christine S Chow; Santosh K Mahto; Tek N Lamichhane
Journal:  ACS Chem Biol       Date:  2008-01-05       Impact factor: 5.100

2.  Catalytic asymmetric and stereodivergent oligonucleotide synthesis.

Authors:  Aaron L Featherston; Yongseok Kwon; Matthew M Pompeo; Oliver D Engl; David K Leahy; Scott J Miller
Journal:  Science       Date:  2021-02-12       Impact factor: 47.728

3.  Permanent or reversible conjugation of 2'-O- or 5'-O-aminooxymethylated nucleosides with functional groups as a convenient and efficient approach to the modification of RNA and DNA sequences.

Authors:  Jacek Cieslak; Andrzej Grajkowski; Cristina Ausín; Alexei Gapeev; Serge L Beaucage
Journal:  Nucleic Acids Res       Date:  2011-11-08       Impact factor: 16.971

Review 4.  Stimuli-responsive oligonucleotides in prodrug-based approaches for gene silencing.

Authors:  Françoise Debart; Christelle Dupouy; Jean-Jacques Vasseur
Journal:  Beilstein J Org Chem       Date:  2018-02-19       Impact factor: 2.883

Review 5.  Preparation of trinucleotide phosphoramidites as synthons for the synthesis of gene libraries.

Authors:  Ruth Suchsland; Bettina Appel; Sabine Müller
Journal:  Beilstein J Org Chem       Date:  2018-02-13       Impact factor: 2.883

6.  Synthesis of fully protected trinucleotide building blocks on a disulphide-linked soluble support.

Authors:  Ruth Suchsland; Bettina Appel; Pasi Virta; Sabine Müller
Journal:  RSC Adv       Date:  2021-01-20       Impact factor: 3.361

7.  Chemical synthesis of a very long oligoribonucleotide with 2-cyanoethoxymethyl (CEM) as the 2'-O-protecting group: structural identification and biological activity of a synthetic 110mer precursor-microRNA candidate.

Authors:  Yoshinobu Shiba; Hirofumi Masuda; Naoki Watanabe; Takeshi Ego; Kazuchika Takagaki; Kouichi Ishiyama; Tadaaki Ohgi; Junichi Yano
Journal:  Nucleic Acids Res       Date:  2007-04-25       Impact factor: 16.971

8.  A new class of cleavable fluorescent nucleotides: synthesis and optimization as reversible terminators for DNA sequencing by synthesis.

Authors:  Gerardo Turcatti; Anthony Romieu; Milan Fedurco; Ana-Paula Tairi
Journal:  Nucleic Acids Res       Date:  2008-02-07       Impact factor: 16.971

9.  Preparation of a disulfide-linked precipitative soluble support for solution-phase synthesis of trimeric oligodeoxyribonucleotide 3´-(2-chlorophenylphosphate) building blocks.

Authors:  Amit M Jabgunde; Alejandro Gimenez Molina; Pasi Virta; Harri Lönnberg
Journal:  Beilstein J Org Chem       Date:  2015-09-07       Impact factor: 2.883

10.  Postsynthetic On-Column 2' Functionalization of RNA by Convenient Versatile Method.

Authors:  Olga A Krasheninina; Veniamin S Fishman; Alexander A Lomzov; Alexey V Ustinov; Alya G Venyaminova
Journal:  Int J Mol Sci       Date:  2020-07-20       Impact factor: 5.923

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