34304-58-0Relevant articles and documents
RNA modified uridines VII: Chemical synthesis and initial analysis of tRNA D-loop oligomers with tandem modified uridines
Nawrot,Malkiewicz,Smith,Sierzputowska-Gracz,Agris
, p. 143 - 165 (2007/10/02)
The first chemical synthesis of oligoribonucleotides with adjacent and significantly different modified uridines, the hydrophobic dihydrouridine, D, and the hydrophilic 3-[3-(S)-amino-3-carboxypropyl]-uridine, (acp)3U, is reported. The trimers Dp-acp3UpA, Up-acp3UpA, DpUpA and UpUpA, and the dimer Dp-acp3U were synthesized and initial structural analysis performed. The synthesis included a combination of protecting groups that is generally applicable to oligonucleotide syntheses in combination with various 2'OH protecting groups. The protecting groups did not cause racemization of the amino acid residue of (acp)3U during deprotection. The assignment of all 1H NMR resonances of modified nucleoside-containing oligoribonucleotides includes heteronuclear one and two dimensional NMR.