Synthesis and UV photolysis of oligodeoxynucleotides that contain 5-(phenylthiomethyl)-2′-deoxyuridine:: A specific photolabile precursor of 5-(2′-deoxyuridilyl)methyl radical

被引：89

作者：

Romieu, A ^{[1
]}

Bellon, S ^{[1
]}

Gasparutto, D ^{[1
]}

Cadet, J ^{[1
]}

机构：

[1] CEA Grenoble, Dept Rech Fondamentale Mat Condensee, UMR 5046,Serv Chim Inorgan & Biol, Lab Les Acides Nucl, F-38054 Grenoble 9, France

来源：

ORGANIC LETTERS | 2000年 / 2卷 / 08期

关键词：

D O I：

10.1021/ol005643y

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The title exocyclic radical (2) is generated via photochemical cleavage of 5-(phenylthiomethyl)-2'-deoxyuridine (8). The latter thionucleoside (8) was successfully incorporated into DNA oligomers by automated DNA synthesis using phosphoramidite chemistry. UV exposure of 8 containing oligonucleotides under (an)aerobic conditions gives rise to specific base lesions, The photoproducts have been isolated and further characterized on the basis of detailed NMR and mass spectrometric analyses.

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页码：1085 / 1088

页数：4

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