title: Synthesis of oligonucleotides containing 2'-deoxyguanosine adducts of nitropyrenes.
abstract: 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.
authors.affiliation: Department of Chemistry, University of Connecticut, Storrs, Connecticut 06269, USA.
authors.forename: Laureen C
authors.initials: LC
authors.lastname: Colis
authors.forename: Debasis
authors.initials: D
authors.lastname: Chakraborti
authors.forename: Pablo
authors.initials: P
authors.lastname: Hilario
authors.forename: Christopher
authors.initials: C
authors.lastname: McCarty
authors.forename: Ashis K
authors.initials: AK
authors.lastname: Basu
mesh_terms: D018736:DNA Adducts / Q000737:chemistry*; D003849:Deoxyguanosine / Q000138:chemical synthesis* / Q000737:chemistry; D009841:Oligonucleotides / Q000138:chemical synthesis* / Q000737:chemistry; D011721:Pyrenes / Q000737:chemistry*
chemical_list: D018736:DNA Adducts; D009841:Oligonucleotides; D011721:Pyrenes; D003849:Deoxyguanosine