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National Institute of Environmental Health Sciences

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Publication Detail

Title: Synthesis of DNA Duplexes Containing Site-Specific Interstrand Cross-Links via Sequential Reductive Amination Reactions Involving Diamine Linkers and Abasic Sites on Complementary Oligodeoxynucleotides.

Authors: Housh, Kurt; Gates, Kent S

Published In Chem Res Toxicol, (2021 Nov 15)

Abstract: 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.

PubMed ID: 34694787 Exiting the NIEHS site

MeSH Terms: Amination; Cross-Linking Reagents/chemistry*; DNA/chemical synthesis*; DNA/chemistry; Diamines/chemistry*; Molecular Structure; Oligodeoxyribonucleotides/chemistry*

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