Synthesis of oligonucleotides containing 2'-deoxyguanosine adducts of nitropyrenes.

Nucleosides Nucleotides Nucleic Acids

Department of Chemistry, University of Connecticut, Storrs, Connecticut 06269, USA.

Published: February 2009

Two different approaches to synthesize oligonucleotides containing the 2 '-deoxyguanosine adducts formed by nitropyrenes are described. A direct reaction of an unmodified oligonucleotide with an activated nitropyrene derivative is a convenient biomimetic approach for generating the major adducts in DNA. A total synthetic approach, by contrast, involves several synthetic steps, including Buchwald-Hartwig Pd-catalyzed coupling, but can be used for incorporating both the major and minor adducts in DNA in high yield.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC3660736PMC
http://dx.doi.org/10.1080/15257770902736426DOI Listing

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