CHEMICAL TRANSFORMATION OF 4-THIOURACIL NUCLEOSIDES TO URACIL AND CYTOSINE COUNTERPARTS

被引：47

作者：

ZIFF, EB

FRESCO, JR

机构：

[1] Program Biochemical Sciences, Frick Chemical Laboratory, Princeton University, Princeton

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1968年 / 90卷 / 26期

关键词：

D O I：

10.1021/ja01028a027

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Periodate oxidation at pH 7 and 35° of low concentrations of 4-thiouracil nucleosides with suitably protected pentose moieties yields the corresponding 2-oxypyrimidine-4-sulfonate nucleosides. Subsequent H+ or OH- catalyzed hydrolysis yields uracil nucleosides, while ammonolysis with NH3 or methylamine yields cytosine and N4-methylcytosine nucleosides, respectively. It is suggested that the mild conditions required for these reactions are suitable for specific modification of 4-thiouridylate residues in transfer RNA. © 1968, American Chemical Society. All rights reserved.

引用

页码：7338 / &

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