Synthesis and Properties of Phosphoramidite Derivatives of MOdified Nucleosides
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概要
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Protected N^6-methyl-2'-deoxyadenosine (d-m^6A), 2-amino-2'-deoxyadenosine (d-a^2A), 2'-deoxyinosine (dI), 5-methyl-2'-deoxycytidine (d-m^5C) and deoxyuridine (dU) were reacted with bis(diisopropylamino)methoxyphosphine in the presence of diisopropylammonium tetrazolide as the activating reagent to gie the corresponding phosphoramidite derivatives in yields of 100,65,90,78 and 65%, respectively. The ^<31>P-nuclear magnetic resonance spectra of the products were measured. Using these compounds, dinucleotides and trinucleotides were synthesized on a long-chain alkylamine controlled pore glass (LCA-CPG) in quantitative yields.The stability of 6-methyldeoxyadenosine and N, N-diisobutyryl-2-aminodeoxyadenosine to acid was examined. When protected di- and trinucleotides (m^6A-T, a^2A-T, T-m^6A-T, T-a^2A-T)bound to the support (LCA-CPG) were treated with 3% trichloroacetic acid in dichloromethane, depurination was negligible within 10 min (dinucleotide) or 60 min (trinucleotide).
- 公益社団法人日本薬学会の論文
- 1986-05-25
著者
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田中 俊樹
Faculty Of Pharmaceutical Sciences Osaka University:(present Address)protein Engineering Research In
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池原 森男
Faculty of Pharmaceutical Sciences, Osaka University(Present address)
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玉造 滋
Faculty of Pharmaceutical Sciences, Osaka University
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玉造 滋
Faculty Of Pharmaceutical Sciences Osaka University
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池原 森男
Faculty Of Pharmaceutical Sciences Osaka University
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