The RNA cleavage by hybridase. IV. Oligonucleotide probes with 2'-deoxy-2'-fluoronucleosides and arabinofuranosylcytosine

S. Schmidt, L. G. Kuznetsova, E. A. Romanova, A. Nimann, T. S. Oretskaya, N. F. Krynetskaya, V. G. Metelev, Z. A. Shabarova

Chemical Department and A. N. Belozersky Laboratory, M. V. Lomonosov Moscow State University

Abstract: A synthesis of synthons which allow one to introduce 2'-deoxy-2'-fluoropyrimidine derivatives into the oligodeoxynucleotide chain by means of the standard solid phase phosphoramidite method has been developed. Oligonucleotides with l-β-D-arabinofura-nosylcytosine were synthesized using either aC derivative with the unprotected 2'-OH group or O2,2'-anhydro-4-thiouridine. The synthesis of seven modified oligonucleotides (7 to 11 nucleotide residues) is described and their ability to form duplexes with complementary DNA have investigated as well as RNase H hydrolysis of hybrides formed by the E. coli 5S RNA and the obtained oligonucleotide probes.

Russian Journal of Bioorganic Chemistry 1991, 17 (6):823-830

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