- Evidence supporting the activity of 2'-C-cyano-2'-deoxy-1-β-D-arabino- pentafuranosylcytosine as a terminatorin enzymatic DNA-chain elongation
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To investigate the stability of 2'-C-cyano-2'-deoxy- 1-β-D-arabino- pentafuranosylcytosine 3'phosphoric acid, its thymidine ester was prepared via the phosphoramidite method using allyl protection for the phosphate function. This ester is stable under aci
- Hayakawa, Yoshihiro,Kawai, Rie,Otsuki, Kaori,Kataoka, Masanori,Matsuda, Akira
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- A facile synthesis of 5′-end solid-anchored, 3′-end free oligodeoxyribonucleotides via the (5′→3′)-elongated phosphoramidite strategy
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It is demonstrated that not only N2- but also O 6-protection of the guanine base is necessary for obtaining the oligodeoxyribonucleotides in high yields and at a high purity in the solid-phase synthesis via the (5′ → 3′)-chain elongated phosphoramidite approach.
- Sakakura, Akira,Hayakawa, Yoshihiro
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p. 213 - 227
(2007/10/03)
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- A novel approach to oligodeoxyribonucleotides bearing phosphoric acid esters at the 3'-terminals via the phosphoramidite method with allyl protection: An efficient synthesis of base-labile nucleotide-amino acid and - peptide conjugates
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A new method for synthesis of 3'-end-phosphorylated DNA oligomers via the phosphoramidite method with allyl protection has been developed. This method is particularly useful for the preparation of derivatives with base- labile structures such as oligoDNA-OPO(OH)OCH2CH(R)Z, in which Z is an electron-withdrawing function. For example, a oligonucleotide-amino acid conjugate, 5'TGTCGACACCCAATT3'-OPO(OH)OCH2CH(NH2)COOH, and a oligonucleotide-peptide conjugate, 5'TGTCGACACCCAATT3'- OPO(OH)OCH2CH(NH2)CONHCH2COOH, have been obtained in high purity.
- Sakakura, Akira,Hayakawa, Yoshihiro,Harada, Hitoshi,Hirose, Masaaki,Noyori, Ryoji
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p. 4359 - 4362
(2007/10/03)
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