Abstract
It was demonstarted for the first time that RNA can be subjected to site-specific oxidative cleavage induced by the glycopeptide antibiotic bleomycin A5 (Blm) covalently linked to the 3"-terminus of an oligodeoxyribonucleotide through two, three, or four residues of hexaethylene glycol phosphate (p-heg) n . The oligonucleotide conjugate with bleomycin forms an imperfect complementary complex with the RNA to be cleaved (5"-prCGGAGUUGGAAAACAAUGAAAAGGCCCCCA/Blm-(p-heg) n -3"-pdGCCTCACCTTTTGTTA). The cleavage occurs at the only nucleotide residue (U) preceding a one-nucleotide bulge in the RNA chain, which is formed due to imperfect complementarity between the oligodeoxyribonucleotide and the RNA to be cleaved.
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References
R. M. Burger, Chem. Rev., 1998, 98, 1153.
D. S. Sergeyev, P. E. Vorobjev, and V. F. Zarytova, Nucleosides Nucleotides, 1997, 16, 1575.
J. B. Smith, P. E. Vorobjev, V. F. Zarytova, and E. Wickstrom, American Association for Cancer Research Annual Meeting, Philadelphia, Pennsylvania, April 10-14, 1999, 133.
S. E. Holmes, B. J. Carter, and S. M. Hecht, Biochemistry, 1993, 32, 4293.
I. A. Pyshnaya, D. V. Pyshnyi, E. M. Ivanova, V. F. Zarytova, G. M. Bonora, C. Scalfi-Happ, and H. Seliger, Nucleosides Nucleotides, 1998, 17, 1289.
V. F. Zarytova, D. S. Sergeyev, and T. S. Godovikova, Bioconjugate Chem., 1993, 4, 189.
K. L. Berkner and W. R. Folk, J. Biol. Chem., 1977, 252, 3176.
Handbook of Biochemistry and Molecular Biology: Nucleic Acids, Ed. T. E. Fasman, CRC Press, Cleveland, 1975, p. 589.
J. Sugiura, K. Ishuzu, and K. Miyoshi, J. Antibiot., 1979, 32, 453.
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Vorobjev, P.E., Pyshnaya, I.A., Wickstrom, E. et al. Directed cleavage of RNA within an imperfect complementary complex by oligonucleotide—bleomycin A5 conjugates. Russian Chemical Bulletin 51, 1187–1189 (2002). https://doi.org/10.1023/A:1020984025975
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DOI: https://doi.org/10.1023/A:1020984025975