Solid phase synthesis of oligodeoxyribonucleotides utilizing the phenylthio group as a phosphate protecting group.
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概要
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Oligodeoxyribonucleotide synthesis utilizing the phenylthio group as a phosphate protecting group was applied to the solid phase method. The base residues of deoxyguanosine and deoxyadenosine were protected with bis(isobutyryloxy)ethylene (Bibe) and phthaloyl groups to avoid the base modification and depurination, respectively. A key synthetic intermediate of <I>N</I><SUP>2</SUP>-isobutyryl-<I>N</I><SUP>1</SUP>,<I>N</I><SUP>2</SUP>-bis(isobutyryloxy)ethylenedeoxyguanosine was prepared in high yield by four-step reaction from deoxyguanosine and used for preparation of the building blocks of deoxyguanosine required for the polymer support synthesis. Two kinds of polymer supports, i.e., 1% cross-linked polystyrene and controlled pore glass were chosen. The latter was employed for the synthesis of dodecadeoxyribonucleotides by using an automated DNA synthesizer.
- 公益社団法人 日本化学会の論文
著者
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Sekine Mitsuo
Department Of Life Chemistry Tokyo Institute Of Technology
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Hata Tsujiaki
Department of Chemistry Tokyo Institute of Technology
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Tahara Shin-ichiro
Department of Life Chemistry, Tokyo Institute of Technology
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Kohno Kyoko
Department of Life Chemistry, Tokyo Institute of Technology
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Matsuzaki Jun-ichi
Department of Life Chemistry, Tokyo Institute of Technology
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