Synthesis of oligonucleotides bearing an arylamine modification in the C8-position of 2'-deoxyguanosine.
C8-Arylamine-dG adducts were converted into their corresponding 5-O-DMTr-3'-O-phosphoramidite-C8-arylamine-dG derivatives. These compounds were used for the automated synthesis of site-specifically modified oligonucleotides. The oligonucleotides were studied for their CD properties, Tm values, and their effects on primer extension assays using human DNA-polymerase beta.
Meier
C
C
Institute of Organic Chemistry, University of Hamburg, Martin-Luther-King-Platz 6, Hamburg D-20146, Germany.
Gräsl
S
S
Detmer
I
I
Marx
A
A
D000588:Amines / Q000737:chemistry*; D002273:Carcinogens / Q000737:chemistry; D002942:Circular Dichroism; D018736:DNA Adducts / Q000737:chemistry; D004249:DNA Damage; D019951:DNA Polymerase beta / Q000737:chemistry; D017931:DNA Primers / Q000737:chemistry; D003849:Deoxyguanosine / Q000737:chemistry*; D008956:Models, Chemical; D008967:Molecular Biology / Q000379:methods*; D009154:Mutation; D009841:Oligonucleotides / Q000138:chemical synthesis* / Q000737:chemistry; D019032:Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization; D013053:Spectrophotometry; D013696:Temperature
D000588:Amines; D002273:Carcinogens; D018736:DNA Adducts; D017931:DNA Primers; D009841:Oligonucleotides; D019951:DNA Polymerase beta; D003849:Deoxyguanosine