A novel method for the synthesis of DNA using 2'-deoxyribonucleoside 5'-phosphites as monomer units.
We propose a new method for the synthesis of DNA analogs completely different from the conventional methods (Scheme 1). Base-unprotected 2'-deoxyribo-nucleoside 5'-phosphites were employed as monomer units in this method. The 3'-OH of the monomer unit is condensed with the H-phosphonate monoester group at the 5'-terminus of the oligomer. The removal of the phosphite protecting groups gave the corresponding H-phosphonate monoester, which was allowed to condense with the 3'-OH of the monomer unit again. The synthesis of the monomer units by a simple one-step reaction from base-unprotected 2'-deoxyribo-nucleosides, and mild reaction conditions for the quantitative and rapid conversion of phosphites into H-phosphonate monoesters are described.
Kato
Yukiko
Y
Department of Medical Genome Sciences, Graduate School of Frontier Sciences, The University of Tokyo, Bioscience Bldg. 702, Kashiwa, Chiba 277-8562, Japan.
Saigo
Kazuhiko
K
Wada
Takeshi
T
D001671:Biochemistry / Q000379:methods; D004247:DNA / Q000138:chemical synthesis* / Q000737:chemistry; D003853:Deoxyribonucleosides / Q000737:chemistry*; D017905:Phosphites / Q000737:chemistry*
D003853:Deoxyribonucleosides; D017905:Phosphites; D004247:DNA