A novel method for the synthesis of DNA using 2′-deoxyribonucleoside 5′-phosphites as monomer units | Zendy

Yukiko Kato | Zendy; Kazuhiko Saigo | Zendy; Takeshi Wada | Zendy

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A novel method for the synthesis of DNA using 2′-deoxyribonucleoside 5′-phosphites as monomer units

Author(s) -

Yukiko Kato,

Kazuhiko Saigo,

Takeshi Wada

Publication year - 2005

Publication title -

nucleic acids symposium series

Language(s) - English

Resource type - Journals

eISSN - 1746-8272

pISSN - 0261-3166

DOI - 10.1093/nass/49.1.129

Subject(s) - monomer , phosphonate , oligomer , chemistry , deoxyribonucleoside , base (topology) , dna , nucleobase , combinatorial chemistry , nucleoside , organic chemistry , stereochemistry , biochemistry , polymer , mathematics , mathematical analysis

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.

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