Demethylthiolating Agents for Ribonucleoside 5-S-Methyl Phosphorothiolates
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概要
- 論文の詳細を見る
Several oxidizing agents were examined for their ability to demethylthiolate adenosine- and cytidine 5-S-methyl phosphorothiolates. Iodine dissolved in an aqueous potassium iodide solution or in dimethyl sulfoxide (DMSO) was the most effective demethylthiolating agent of those tested in the present study, rapidly giving the demethylthiolated products in quantitative yields. The iodine-DMSO solution demethylthiolated the ribonucleoside 5-S-methyl phosphorothiolates to give ribonucleoside 5-monophosphates even under anhydrous conditions, DMSO acting as an oxygen donor in this reaction. Hydrogen peroxide has high demethylthiolating ability in spite of its low reaction rate. Isoamyl nitrite, an effective demethylthiolating agent for O-alkyl S-methyl phosphorothiolates, was not effective for the demethylthiolation of ribonucleoside 5-S-methyl phosphorothiolates, because the unprotected amino groups of the S-methyl nucleotides were attacked by the reagent to give deaminated products. N-Chlorosuccinimide had no effect on the demethylthiolation of S-methyl phosphorothiolates.
- 社団法人 日本農芸化学会の論文
著者
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Omura Hirohisa
Faculty Of Agriculture Kyushu University
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ETO Masayoshi
Himeji Womens College
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MAEDA Hideo
Kao Soap Co., Ltd.
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ITO Masayoshi
Kumanoto Womens University
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- Demethylthiolating Agents for Ribonucleoside 5-S-Methyl Phosphorothiolates