Synthesis of oligonucleotides bearing an arylamine modification in the C8-position of 2'-deoxyguanosine

C Meier; S Gräsl; I Detmer; A Marx

doi:10.1081/ncn-200060267

Synthesis of oligonucleotides bearing an arylamine modification in the C8-position of 2'-deoxyguanosine

Nucleosides Nucleotides Nucleic Acids. 2005;24(5-7):691-4. doi: 10.1081/ncn-200060267.

Authors

C Meier¹, S Gräsl, I Detmer, A Marx

Affiliation

¹ Institute of Organic Chemistry, University of Hamburg, Martin-Luther-King-Platz 6, Hamburg D-20146, Germany.

PMID: 16248016
DOI: 10.1081/ncn-200060267

Abstract

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.

MeSH terms

Amines / chemistry*
Carcinogens / chemistry
Circular Dichroism
DNA Adducts / chemistry
DNA Damage
DNA Polymerase beta / chemistry
DNA Primers / chemistry
Deoxyguanosine / chemistry*
Models, Chemical
Molecular Biology / methods*
Mutation
Oligonucleotides / chemical synthesis*
Oligonucleotides / chemistry
Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization
Spectrophotometry
Temperature

Substances

Amines
Carcinogens
DNA Adducts
DNA Primers
Oligonucleotides
DNA Polymerase beta
Deoxyguanosine