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Hypoxia-selective DNA interstrand cross-link formation by two modified nucleosides.


ABSTRACT: The clean crossed code: Two nitroimidazole-modified thymidines 1 a and 1 b were synthesized and incorporated into DNA oligomers. The 350 nm photolysis of 1 a and 1 b generated a 5-(2'-deoxyuridinyl)methyl radical that induced DNA interstrand cross-links (ICL; see scheme). A higher ICL yield was observed under hypoxic conditions than under aerobic conditions.

SUBMITTER: Kuang Y 

PROVIDER: S-EPMC3525362 | biostudies-literature | 2012 Oct

REPOSITORIES: biostudies-literature

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Hypoxia-selective DNA interstrand cross-link formation by two modified nucleosides.

Kuang Yunyan Y   Sun Huabing H   Blain J Craig JC   Peng Xiaohua X  

Chemistry (Weinheim an der Bergstrasse, Germany) 20120831 40


The clean crossed code: Two nitroimidazole-modified thymidines 1 a and 1 b were synthesized and incorporated into DNA oligomers. The 350 nm photolysis of 1 a and 1 b generated a 5-(2'-deoxyuridinyl)methyl radical that induced DNA interstrand cross-links (ICL; see scheme). A higher ICL yield was observed under hypoxic conditions than under aerobic conditions. ...[more]

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