New Strategies for the Chemical Synthesis of Biologically Important Nucleic Acid Derivatives |
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Authors: | Mitsuo Sekine Hiroyuki Tsuruoka Koh-ichiro Shohda Tomohisa Moriguchi Tomohisa Wada |
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Institution: | Department of Life Science , Tokyo Institute of Technology Nagatsuta , Midoriku , Yokohama , 226 , Japan |
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Abstract: | Abstract This paper describes general methods for the synthesis of N-phosphorylated ribonucleosides and oligonucleotides containing a 2′-O-phosphorylated or 2′-O-thiophosphorylated ribonucleoside. The NMR-based conformational analysis and computational molecular dynamics simulation of the 2′-O-phosphorylated ribonucleoside residue in such modified oligonucleotides suggested that the ribose residue existed preferentially in a C2′-endo conformation. It was also found that simple heating of 2′-O-phosphorylated oligonucleotides resulted in rapid dethiophosphorylation. |
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