著者

宇多川 隆 廣瀬 義夫

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.41, no.11, pp.1076-1087, 1983-11-01 (Released:2010-01-22)

参考文献数

48

被引用文献数

3 4

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Synthesis of biologically interesting nucleosides by a combination of chemical and enzymatic reactions is reviewed. As a likely source of enzyme, Enterobacter aerogenes was selected and its nucleoside phosphorylases were found to catalyze a transglycosyl reaction between pentofuranose and purine or pyrimidine base at relatively high temperature of 60°C. Using this procedure, a variety of nucleoside analogs and nucleosidic antibiotics which have been shown to have antiviral or antitumor activity were synthesized. Noteworthy among them are adenine arabinoside, guanine arabinoside, 2'-amino-2'-deoxyadenosine, 2'-amino -2'-deoxyguanosine and Virazole. It is of special interest that adenine arabinoside can be produced in a good yield with ease and on a large scale. Furthermore, it is reported that the methodology also serves for the preparation of new biologically interesting nucleosides.