CHEMICAL SYNTHESIS AND SPONTANEOUS GLYCOSIDIC HYDROLYSIS OF 3-METHYL-2'-DEOXYGUANOSINE AND 2'-DEOXYWYOSINE

被引：11

作者：

GOLANKIEWICZ, B

OSTROWSKI, T

FOLKMAN, W

机构：

[1] Institute of Bioorganic Chemistry, Polish Academy of Sciences, 61-704 Poznan

来源：

NUCLEIC ACIDS RESEARCH | 1990年 / 18卷 / 16期

关键词：

D O I：

10.1093/nar/18.16.4779

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

3-methyl-2′-deoxyguanosine (1a) is obtained from 27′-deoxyguanosine by a reaction sequence involving conversion into tricyclic 1, N-2-isopropeno derivative (4-desmethyl-2′-deoxywyosine, 3a) followed by methylation which results in 2′-deoxywyosine (2a) and final removal of the 1, N-2 blocking system. Compounds 1a and 2a undergo spontaneous hydrolytic cleavage of their glycosidic bonds at pH 7,37°C, which makes them the most labile of all known nucleosides composed of structural units occurring in nature. © 1990 Oxford University Press.

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页码：4779 / 4782

页数：4

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