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Neutral loss and precursor ion scan tandem mass spectrometry for study of activated benzopyrene–DNA adducts

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Abstract

Methodology for detection of activated benzo[a]pyrene (B[a]P)–nucleoside adducts by liquid chromatography–tandem mass spectrometry is reported. Adducts of B[a]P-dihydrodiol epoxide (B[a]PDE) with guanosine and adenosine have been detected for the first time by use of precursor ion scan and neutral loss scan. B[a]P was then activated by use of UV irradiation and some of the products obtained have been identified by taking advantage of the information obtained for B[a]PDE. Photoactivation has also been carried out in the presence of hydrogen peroxide; this resulted in a higher yield of products with increased production of BaP diones. The reactivity of these compounds toward nucleosides has been tested. The proposed method was successfully used for detection of one stable guanosine–B[a]P dione adduct.

Interactions between activated B[a]P and DNA; MS/MS detection strategies

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Authors and Affiliations

  1. Department of Food Sciences, University of Teramo, Via C. Lerici 1, 64023, Mosciano S.A., TE, Italy

    D. Compagnone, M. Del Carlo & M. Sergi

  2. Department of Chemistry, Sapienza University of Rome, P.le A. Moro 5, 00184, Rome, Italy

    R. Curini, G. D’Ascenzo, C. Montesano & S. Napoletano

Authors
  1. D. Compagnone
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  2. R. Curini
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  3. G. D’Ascenzo
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  4. M. Del Carlo
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  5. C. Montesano
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  6. S. Napoletano
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  7. M. Sergi
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Correspondence to M. Sergi.

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Compagnone, D., Curini, R., D’Ascenzo, G. et al. Neutral loss and precursor ion scan tandem mass spectrometry for study of activated benzopyrene–DNA adducts. Anal Bioanal Chem 401, 1983–1991 (2011). https://doi.org/10.1007/s00216-011-5261-3

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  • DOI: https://doi.org/10.1007/s00216-011-5261-3

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