著者

牧野 圭祐 尾崎 広明 松本 哲史 武内 民男 福井 寿一 波多野 博行

出版者

公益社団法人 日本化学会

雑誌

日本化学会誌(化学と工業化学) (ISSN:03694577)

巻号頁・発行日

vol.1986, no.7, pp.1043-1045, 1986-07-10 (Released:2011-05-30)

参考文献数

5

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Separation of oligodeoxyribonucleotides, prepared by chemical synthesis, was carried out using reversed 'phase ion-pair chromatography with LiChrospher 100 RP-18e. By this technique, the peak shape and the separation of peaks were highly improved, compared to the results obtained by conventional reversed phase chromatography with the same column. The chain length and the concentration of the tetraalkylammonium ion-pair reagents were found to be responsible for their retention behaviors and tetrabutylammonium phosphate showed marked enhancement of the peak resolution. In the separation with this reagent, a good linear relationship between the elution volumes and the base numbers of oligodeoxyribonucleotides was obtained. This implies that ion-pair chromatography can be used for the separation of oligodeoxyribonucleotides according to their base numbers.

著者

池原 森男 林 元吉 福井 寿一

出版者

The Pharmaceutical Society of Japan

雑誌

Chemical and Pharmaceutical Bulletin (ISSN:00092363)

巻号頁・発行日

vol.25, no.10, pp.2702-2707, 1977-10-25 (Released:2008-03-31)

被引用文献数

10 9

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8-Methyladenosine (X) was synthesized by two ways starting from 2', 3'-O-isopropylidene-2-methylthioinosine (I). The compound (I) was methylated with t-butyl hydroperoxide in acidic media in the presence of ferrous ion to give 8-methyl compound (II) in a yield of 46%. Raney nickel dethiolation of II and acetylation at 5'-OH followed by chlorination using SOCl2/DMF gave 6-chloro-8-methylpurine derivative (V). The compound (V) was treated with liq. NH3 and deprotected with trifluoroacetic acid to give 8-methyladenosine (X). Alternatively II was acetylated at 5'-OH, chlorinated with Vilsmeyer-Haack reagent and treated with liq. NH3 to give 2', 3'-O-isopropylidene-2-methylthio-8-methyladenosine (IX). The compound (IX) was deacetonized and dethiolated with Raney nickel to give X. The physical properties of X was elucidated by ultraviolet, circular dichroism and nuclear magnetic resonance spectra. A syn type conformation was assigned to 8-methyladenosine.

著者

池原 森男 福井 寿一

出版者

The Society of Synthetic Organic Chemistry, Japan

雑誌

有機合成化学協会誌 (ISSN:00379980)

巻号頁・発行日

vol.37, no.11, pp.948-959, 1979-11-01 (Released:2009-11-13)

参考文献数

82

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Application of nucleic acid chemistry to drugs is discussed. The article contained 1) a survey of nucleobase and nucleoside analogs, which are used to anticancer and antiviral diseases ; 2) Application of oligo- and polynucleotides to medical purpose ; and 3) Use of gene recombinant technique for producing hormones etc.