Open AccessReinvestigation of deoxyribonucleoside phosphorothioites: synthesis and properties of deoxyribonudeoside-3′ dimethyl phosphites
Author(s) -
Hisashi Nagai,
Toshiki Fujiwara,
Mitsuo Fujii,
Sekine Fujii,
Tsujiaki Hata
Publication year - 1989
Publication title -
nucleic acids research
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 9.008
H-Index - 537
eISSN - 1362-4954
pISSN - 0305-1048
DOI - 10.1093/nar/17.21.8581
Subject(s) - deoxyribonucleoside , monomer , biology , biochemistry , organic chemistry , chemistry , dna , polymer
Further investigation of the synthesis of deoxyribonucleoside-3' (t-butyl) O-(2-cyanoethyl) phosphorothioites as monomer building units for the phosphorothioite approach has led us to conclude that internucleotidic bond formation proceeded via bis(deoxyribonucleoside-3') (2-cyanoethyl) phosphite intermediates, which proved to be activated by iodine, rather than the mechanism previously reported. In connection with this study, deoxyribonucleoside-3' dimethyl phosphites were synthesized and detailed properties of them are also described.