Journal
CHEMICAL RESEARCH IN TOXICOLOGY
Volume 34, Issue 11, Pages 2384-2391Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.chemrestox.1c00293
Keywords
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Funding
- National Institutes of Health [ES021007]
- National Science Foundation [NSF-CHE 1808672]
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Interstrand DNA cross-links play important roles in biology, medicinal chemistry, and materials science. A simple procedure for preparing DNA duplexes containing site-specific, chemically defined interstrand cross-links is reported in this study. Sequential reductive amination reactions between diamine linkers and abasic sites on complementary oligodeoxynucleotides were used to achieve this.
Interstrand DNA cross-links are important in biology, medicinal chemistry, and materials science. Accordingly, methods for the targeted installation of interstrand cross-links in DNA duplexes may be useful in diverse fields. Here, a simple procedure is reported for the preparation of DNA duplexes containing site-specific, chemically defined interstrand cross-links. The approach involves sequential reductive amination reactions between diamine linkers and two abasic (apurinic/apyrimidinic, AP) sites on complementary oligodeoxynucleotides. Use of the symmetrical triamine, tris(2-aminoethyl)amine, in this reaction sequence enabled the preparation of a cross-linked DNA duplex bearing a derivatizable aminoethyl group.
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