Identification of PAH-DNA depurinating adducts by means of fluorescence line narrowing spectroscopy

F. Ariese, R. Jankowiak, M. Suh, G. J. Small, L. Chen, P. D. Devanesan, K. M. Li, R. Todorovic, Eleanor G Rogan, Ercole Cavalieri

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

PAH carcinogens like benzo[a]pyrene, 7,12 dimethyl benz[a]anthracene, and most recently the extremely potent dibenzo[a,l]pyrene have been found to react at the N3 or N7 positions of adenine or at the N7 or C8 positions of guanine. These reactions, which may proceed via a radical cation mechanism or via the diolepoxide pathway, lead to loss of the base (depurination) and leave a nick or apurinic site in the DNA helix. In order to detect this type of DNA damage, depurinating adducts can be extracted from culture media or tissues and separated by means of multidimensional HPLC. For unambiguous identification the relevant HPLC fractions are collected and their fingerprint spectra recorded by means of fluorescence line narrowing spectroscopy (FLNS). The latter technique involves cooling the sample to 4 K, laser excitation into the S1 electronic state, and time-resolved detection of the vibrationally resolved fluorescence spectrum. Following this approach depurinating adducts from the above mentioned carcinogens were determined in various in vitro systems, as well as in rat mammary gland tissue and mouse skin. Application of FLNS to the analysis of stable adducts (in intact DNA or following DNA digestion) is also discussed.

Original languageEnglish (US)
Pages (from-to)227-234
Number of pages8
JournalPolycyclic Aromatic Compounds
Volume10
Issue number1-4
DOIs
StatePublished - Jan 1 1996

Fingerprint

Polycyclic aromatic hydrocarbons
DNA
Fluorescence
Spectroscopy
Carcinogens
Pyrene
Tissue
9,10-Dimethyl-1,2-benzanthracene
Laser excitation
Anthracene
Benzo(a)pyrene
Guanine
Electronic states
Adenine
Culture Media
Cations
Rats
Skin
Positive ions
Cooling

Keywords

  • 7,12 dimethyl benz[a]anthracene
  • Benzo[a]pyrene
  • DNA damage
  • Depurinating adducts
  • Dibenzo[a,l]pyrene
  • Fluorescence line narrowing spectroscopy

ASJC Scopus subject areas

  • Polymers and Plastics
  • Organic Chemistry
  • Materials Chemistry

Cite this

Identification of PAH-DNA depurinating adducts by means of fluorescence line narrowing spectroscopy. / Ariese, F.; Jankowiak, R.; Suh, M.; Small, G. J.; Chen, L.; Devanesan, P. D.; Li, K. M.; Todorovic, R.; Rogan, Eleanor G; Cavalieri, Ercole.

In: Polycyclic Aromatic Compounds, Vol. 10, No. 1-4, 01.01.1996, p. 227-234.

Research output: Contribution to journalArticle

Ariese, F, Jankowiak, R, Suh, M, Small, GJ, Chen, L, Devanesan, PD, Li, KM, Todorovic, R, Rogan, EG & Cavalieri, E 1996, 'Identification of PAH-DNA depurinating adducts by means of fluorescence line narrowing spectroscopy', Polycyclic Aromatic Compounds, vol. 10, no. 1-4, pp. 227-234. https://doi.org/10.1080/10406639608034701
Ariese, F. ; Jankowiak, R. ; Suh, M. ; Small, G. J. ; Chen, L. ; Devanesan, P. D. ; Li, K. M. ; Todorovic, R. ; Rogan, Eleanor G ; Cavalieri, Ercole. / Identification of PAH-DNA depurinating adducts by means of fluorescence line narrowing spectroscopy. In: Polycyclic Aromatic Compounds. 1996 ; Vol. 10, No. 1-4. pp. 227-234.
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