Generation of DNA interstrand cross-links by post-synthetic reductive amination.
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ABSTRACT:
SUBMITTER: Angelov T
PROVIDER: S-EPMC2635425 | biostudies-literature | 2009 Feb
REPOSITORIES: biostudies-literature
Publications
Generation of DNA interstrand cross-links by post-synthetic reductive amination.
Angelov Todor T Guainazzi Angelo A Schärer Orlando D OD
Organic letters 20090201 3
DNA interstrand cross-links (ICLs) are the clinically most relevant adducts formed by many antitumor agents. To facilitate the study of biological responses triggered by ICLs, we developed a new approach toward the synthesis of mimics of nitrogen mustard ICLs. 7-Deazaguanine residues bearing acetaldehyde groups were incorporated into complementary strands of DNA and cross-link formation induced by double reductive amination. Our strategy enables the synthesis of major groove cross-links in high ...[more]
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