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Hypoxia‐Selective DNA Interstrand Cross‐Link Formation by Two Modified Nucleosides
Author(s) -
Kuang Yunyan,
Sun Huabing,
Blain J. Craig,
Peng Xiaohua
Publication year - 2012
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201201960
Subject(s) - chemistry , dna , nitroimidazole , photodissociation , yield (engineering) , stereochemistry , photochemistry , biochemistry , organic chemistry , materials science , metallurgy
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.