Reinvestigation of deoxyribonucleoside phosphorothioites: synthesis and properties of deoxyribonudeoside-3′ dimethyl phosphites | Zendy

Hajime Nagai | Zendy; Toshiki Fujiwara | Zendy; Mitsuo Fujii | Zendy; Sekine Fujii | Zendy; Tsujiaki Hata | Zendy

Open Access

Reinvestigation of deoxyribonucleoside phosphorothioites: synthesis and properties of deoxyribonudeoside-3′ dimethyl phosphites

Author(s) -

Hajime 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.

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