2'-O-Methylribonucleosides: Basic Reagents for RNA Biochemistry and Bioscience
2'-O-Methylribonucleosides are minor components of RNAs, and oligoribonucleotides containing these nucleosides have been synthesized to study their chemical, structural, and molecular biological behaviors. In the 1980s, oligo-2'-O-methylribonucleotide-RNA duplexes were noted for their high thermodynamic stability and resistance to degradation by nucleases.1)
In the 2000s, synthetic 2'-O-methyl-modified small interfering RNA (siRNA) duplexes were reported to have high resistance to degradation by nucleases without significant loss of RNA interference activity.2) In addition, 2'-O-methyl-modified- single stranded RNA (ssRNA) and siRNA duplexes were reported as abrogators of immune activation.3) In addition, 2'-O-methylcytidine (3) showed as an inhibitor of RNA polymerase from the hepatitis C virus (HCV).4)
References
- 1)Synthesis and evaluations of 2'-O-methylribonucleotide-RNA duplexes
- a)H. Inoue, Y. Hayase, A. Imura, S. Iwai, K. Miura, E. Ohtsuka, Nucleic Acids Res. 1987, 15, 6131.
- b)B. S. Sproat, A. I. Lamond, B. Beijer, P. Neuner, U. Ryder, Nucleic Acids Res. 1989, 17, 3373.
- c)E. A. Lesnik, C. J. Guinosso, A. M. Kawasaki, H. Sasmor, M. Zounes, L. L. Cummins, D. J. Ecker, P. D. Cook, S. M. Freier, Biochemistry 1993, 32, 7832.
- 2)Resistance of 2'-O-modified siRNA to degradation by nucleases
- F. Czauderna, M. Fechtner, S. Dames, H. Aygün, A. Klippel, G. J. Pronk, K. Giese, J. Kaufmann, Nucleic Acids Res. 2003, 31, 2705.
- 3)Abrogation of immune activation by 2'-O-methyl-modified ssRNA and siRNA
- a)A. D. Judge, G. Bola, A. C. H. Lee, I. MacLachlan, Mol. Ther. 2006, 13, 494.
- b)M. Robbins, A. Judge, L. Liang, K. McClintock, E. Yaworski, I. MacLachlan, Mol. Ther. 2007, 15, 1663.
- c)M. Sioud, Eur. J. Immunol. 2006, 36, 1222.
- 4)Inhibition of hepatitis C virus (HCV) RNA replication by 2'-O-metylcytidine
- S. S. Carroll, J. E. Tomassini, M. Bosserman, K. Getty, M. W. Stahlhut, A. B. Eldrup, B. Bhat, D. Hall, A. L. Simcoe, R. LaFemina, C. A. Rutkowski, B. Wolanski, Z. Yang, G. Migliaccio, R. De Francesco, L. C. Kuo, M. MacCoss, D. B. Olsen, J. Biol. Chem. 2003, 278, 11979.
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