Direct synthesis and characterization of site-specific deoxyguanosyl and deoxyadenosyl adducts derived from the binding of PAH diol epoxides to oligonucleotides

S. Amin, A. Laryea, M. Cosman, T. Liu, R. Xu, S. Dwarakanath, B. Mao, S. Smirnov, R. G. Harvey, S. S. Hecht, N. E. Geacintov

Research output: Contribution to journalArticlepeer-review

Abstract

The direct synthesis method is a relatively simple approach for generating modified oligonucleotides of defined base sequence with site-specifically placed polycyclic aromatic hydrocarbon diol epoxide-modified deoxyguanosyl and deoxyadenosyl residues. Up to 5-10 mg quantities of several different modified oligonucleotides have been synthesized for detailed NMR structural studies. Smaller amounts of modified oligonucleotides containing a single modified guanosyl residue in oligonucleotides 10-11 bases long containing up to three other unmodified guanine residues can be readily generated in smaller quantities for site-directed mutagenesis and other studies.

Original languageEnglish (US)
Pages (from-to)137-144
Number of pages8
JournalPolycyclic Aromatic Compounds
Volume10
Issue number1-4
DOIs
StatePublished - 1996

Keywords

  • Benzo[a]pyrene
  • Mutagenesis
  • NMR structures
  • PAH diol epoxides
  • Site-specific PAH-DNA adducts

ASJC Scopus subject areas

  • Polymers and Plastics
  • Organic Chemistry
  • Materials Chemistry

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