Literature DB >> 9708355

Studies on synthesis and structure of O-beta-D-ribofuranosyl(1"-->2')ribonucleosides and oligonucleotides.

W T Markiewicz1, A Niewczyk, Z Gdaniec, D A Adamiak, Z Dauter, W Rypniewski, M Chmielewski.   

Abstract

Minor nucleosides found in several eukaryotic initiator tRNASiMet, O-beta-D-ribofuranosyl(1"-->2')adenosine and -guanosine (Ar and Gr), as well as their pyrimidine analogues, were obtained from N-protected 3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)ribonucle osides and 1-O-acetyl-2,3,5-tri-O-benzoyl-beta-D-ribofuranose in the presence of tin tetrachloride in 1,2-dichloroethane. A crystal structure has been solved for 2'-O-ribosyluridine. The 3'-phosphoramidites of protected 2'-O-ribosylribonucleosides were prepared as the reagents for 2'-O-ribofuranosyloligonucleotides synthesis. O-beta-D-Ribofuranosyl(1"-->2')adenylyl(3'-->5')guanosine (ArpG) was obtained and its structure was analysed by NMR spectroscopy.

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Year:  1998        PMID: 9708355     DOI: 10.1080/07328319808005187

Source DB:  PubMed          Journal:  Nucleosides Nucleotides        ISSN: 0732-8311


  2 in total

1.  Induction of 3'-O-beta-D-ribofuranosyl adenosine during compatible, but not during incompatible, interactions of Arabidopsis thaliana or Lycopersicon esculentum with Pseudomonas syringae pathovar tomato.

Authors:  Paweł Bednarek; Jens Winter; Björn Hamberger; Neil J Oldham; Bernd Schneider; Jianwen Tan; Klaus Hahlbrock
Journal:  Planta       Date:  2003-12-18       Impact factor: 4.116

2.  Novel method of synthesis of 5''-phosphate 2'-O-ribosyl-ribonucleosides and their 3'-phosphoramidites.

Authors:  Marcin K Chmielewski; Wojciech T Markiewicz
Journal:  Molecules       Date:  2013-11-29       Impact factor: 4.411

  2 in total

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