Studies on synthesis and structure of O-beta-D-ribofuranosyl(1"-->2')ribonucleosides and oligonucleotides.
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.
Institute of Bioorganic Chemistry, Polish Academy of Sciences, Poznań, Poland. markwt@ibch.poznan.pl
W T
WT
Markiewicz
A
A
Niewczyk
Z
Z
Gdaniec
D A
DA
Adamiak
Z
Z
Dauter
W
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Rypniewski
M
M
Chmielewski
D004187:Disaccharides / Q000138:chemical synthesis; D006860:Hydrogen Bonding; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D008968:Molecular Conformation; D015394:Molecular Structure; D009841:Oligonucleotides / Q000138:chemical synthesis*; D012358:RNA, Transfer, Met / Q000737:chemistry; D012263:Ribonucleosides / Q000138:chemical synthesis*
D004187:Disaccharides; D009841:Oligonucleotides; D012358:RNA, Transfer, Met; D012263:Ribonucleosides