SYNTHESIS OF PHOSPHONATES AND OLIGODEOXYRIBONUCLEOTIDES DERIVED FROM 2'-DEOXYISOGUANOSINE AND 2'-DEOXY-2-HALOADENOSINES

被引:37
作者
SEELA, F
MERTENS, R
KAZIMIERCZUK, Z
机构
[1] Laboratorium Für Organische Und Bioorganische Chemie, Institut Für Chemie, Universität Osnabrück, Osnabrück, D-4500
关键词
D O I
10.1002/hlca.19920750716
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Oligonucleotides containing 2'-deoxyisoguanosine (1) or 2-chloro-2'-deoxyadenosine (2a) have been prepared by solid-phase synthesis. Suitably protected phosphonates 3a, 4a, and 4b as well as the phosphoramidite of 1 have been obtained from the nucleosides 1, 2a, or 2b via the (dimethylamino)methylidene derivatives 5-7. 4,4'-Dimethoxytrityl groups were introduced to yield the base-protected derivatives 8-10. Alternatively to the direct incorporation of 1 into oligonucleotides, they were also obtained by the photochemical conversion of a 2a residue within the oligonucleotide chain.
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页码:2298 / 2306
页数:9
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