Synthesis of oligonucleotides containing 2'-deoxyguanosine adducts of nitropyrenes
Laureen C Colis1, Debasis Chakraborti, Pablo Hilario
1Department of Chemistry, University of Connecticut, Storrs, Connecticut 06269, USA.
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.
Related Concept Videos
Biosynthesis of Nucleic Acids
Proofreading
Proofreading
Errors During Replication are Corrected by the DNA Polymerase Enzyme
2° Amines to N-Nitrosamines: Reaction with NaNO2
Nucleic Acids and Nucleotides
Deoxyribonucleic Acid (DNA)
DNA is the genetic material in all living organisms, ranging from single-celled bacteria to multicellular mammals. It is in the nucleus of eukaryotes and the organelles such as chloroplasts and mitochondria. In...
Maxam-Gilbert Sequencing
Challenges of the Maxam-Gilbert Method
The...


