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