Synthesis and some properties of modified oligonucleotides. 2. Oligonucleotides containing 2'-deoxy-2'-fluoro-β-D-arabinofuranosyl pyrimidine nucleosides Journal Article


Authors: Kois, P.; Tocik, Z.; Spassova, M.; Ren, W. Y.; Rosenberg, I.; Soler, J. F.; Watanabe, K. A.
Article Title: Synthesis and some properties of modified oligonucleotides. 2. Oligonucleotides containing 2'-deoxy-2'-fluoro-β-D-arabinofuranosyl pyrimidine nucleosides
Abstract: In order to find the effects of unnatural nucleosides on the stability of duplex, several oligonucleotides containing 1-(2-deoxy-2-fluoro-beta-D-arabinofuranosyl)-uracil(FAU), -cytosine (FAC) and -thymine (FMAU) were synthesized by two alternative approaches: phosphoramidite method on an ABI 392 synthesizer and H-phosphonate procedure on our GeneSyn I universal module synthesizer. It was shown from the melting profiles that the presence of FMAU has a large stabilizing effect on the duplex. Replacement of thymidine with FAU, or deoxycytidine with FAC resulted in the formation of less stable duplexes. Temperature-dependent CD spectroscopy demonstrated that the structures of the fluorine containing oligomers are very similar to those of unmodified oligomers.
Keywords: rna; dna; phosphorothioate; modified antisense oligonucleotides; modified oligodeoxyribonucleotides
Journal Title: Nucleosides & Nucleotides
Volume: 12
Issue: 10
ISSN: 0732-8311
Publisher: Taylor & Francis Inc.  
Date Published: 1993-01-01
Start Page: 1093
End Page: 1109
Language: English
ACCESSION: WOS:A1993MM88400008
DOI: 10.1080/07328319308016207
PROVIDER: wos
Notes: Source: Wos
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  1. Kyoichi A Watanabe
    101 Watanabe