Literature DB >> 24407195

Site-selected incorporation of 5-carboxymethylaminomethyl(-2-thio)uridine into RNA sequences by phosphoramidite chemistry.

Grazyna Leszczynska1, Jakub Pięta, Karolina Wozniak, Andrzej Malkiewicz.   

Abstract

5-Carboxymethylaminomethyluridine (cmnm(5)U) and 5-carboxymethylaminomethyl-2-thiouridine (cmnm(5)s(2)U) are located at the wobble position in several cytosolic and mitochondrial tRNA sequences. In this paper, we report the first site-selected incorporation of cmnm(5)U and cmnm(5)s(2)U into RNA sequences by phosphoramidite chemistry on a CPG solid support. Trifluoroacetyl and 2-(trimethylsilyl)ethyl were selected for the protection of the amine and carboxyl functions, respectively.

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Year:  2014        PMID： 24407195     DOI： 10.1039/c3ob42302f

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN： 1477-0520            Impact factor:   3.876


  4 in total

1.  C5-substituents of uridines and 2-thiouridines present at the wobble position of tRNA determine the formation of their keto-enol or zwitterionic forms - a factor important for accuracy of reading of guanosine at the 3΄-end of the mRNA codons.

Authors:  Elzbieta Sochacka; Elzbieta Lodyga-Chruscinska; Justyna Pawlak; Marek Cypryk; Paulina Bartos; Katarzyna Ebenryter-Olbinska; Grazyna Leszczynska; Barbara Nawrot
Journal:  Nucleic Acids Res       Date:  2017-05-05       Impact factor: 16.971

2.  Novel entry to the synthesis of (S)- and (R)-5-methoxycarbonylhydroxymethyluridines - a diastereomeric pair of wobble tRNA nucleosides.

Authors:  Robert Borowski; Agnieszka Dziergowska; Elzbieta Sochacka; Grazyna Leszczynska
Journal:  RSC Adv       Date:  2019-12-06       Impact factor: 4.036

3.  C5-Substituted 2-Selenouridines Ensure Efficient Base Pairing with Guanosine; Consequences for Reading the NNG-3' Synonymous mRNA Codons.

Authors:  Grazyna Leszczynska; Marek Cypryk; Bartlomiej Gostynski; Klaudia Sadowska; Paulina Herman; Grzegorz Bujacz; Elzbieta Lodyga-Chruscinska; Elzbieta Sochacka; Barbara Nawrot
Journal:  Int J Mol Sci       Date:  2020-04-20       Impact factor: 5.923

Review 4.  Synthesis of Nucleobase-Modified RNA Oligonucleotides by Post-Synthetic Approach.

Authors:  Karolina Bartosik; Katarzyna Debiec; Anna Czarnecka; Elzbieta Sochacka; Grazyna Leszczynska
Journal:  Molecules       Date:  2020-07-23       Impact factor: 4.411
  4 in total

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