Laser spectroscopic studies of DNA adduct structure types from enantiomeric diol epoxides of benzo[a]pyrene

Ryszard Jankowiak, Pei Qi Lu, Gerald J. Small, Nicholas Geacintov

Research output: Contribution to journalArticle

Abstract

A methodology based on 77 K laser-excited fluorescence spectroscopy, fluorescence quenching, and fluorescence line narrowing is shown to be a highly selective and sensitive approach for the study of polycyclic aromatic carcinogen-DNA complexes. Three and five different DNA adducts derived from (+)-trans-7,8-dihydroxy-anti-9,10-epoxy-7,8,9,10-tetrahydrobenzo[a]pyrene and its (-)-enantiomer are identified, respectively. Two different methods are used to classify the adducts as type I (interior) or type II (exterior), and both yield consistent results. The first high-resolution fluorescence excitation spectra are reported for DNA adducts. These spectra are suggested to be useful for characterizing the strength of the interaction between the fluorescent chromophores and the DNA bases. The above methodology has the potential for monitoring the fates of different adducts as a function of time in repair-competent cells.

Original languageEnglish (US)
Pages (from-to)39-46
Number of pages8
JournalChemical Research in Toxicology
Volume3
Issue number1
StatePublished - 1990

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DNA Adducts
Benzo(a)pyrene
Epoxy Compounds
Lasers
Fluorescence
7,8-Dihydro-7,8-dihydroxybenzo(a)pyrene 9,10-oxide
Enantiomers
DNA
Fluorescence Spectrometry
Fluorescence spectroscopy
Chromophores
Carcinogens
Quenching
Repair
Monitoring

ASJC Scopus subject areas

  • Drug Discovery
  • Organic Chemistry
  • Chemistry(all)
  • Toxicology
  • Health, Toxicology and Mutagenesis

Cite this

Laser spectroscopic studies of DNA adduct structure types from enantiomeric diol epoxides of benzo[a]pyrene. / Jankowiak, Ryszard; Lu, Pei Qi; Small, Gerald J.; Geacintov, Nicholas.

In: Chemical Research in Toxicology, Vol. 3, No. 1, 1990, p. 39-46.

Research output: Contribution to journalArticle

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