{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,26]],"date-time":"2025-10-26T20:49:32Z","timestamp":1761511772149,"version":"build-2065373602"},"reference-count":38,"publisher":"Wiley","issue":"24","license":[{"start":{"date-parts":[[2002,12,12]],"date-time":"2002-12-12T00:00:00Z","timestamp":1039651200000},"content-version":"vor","delay-in-days":11,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Electrophoresis"],"published-print":{"date-parts":[[2002,12]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>Benzo[<jats:italic>a<\/jats:italic>]pyrene diol epoxide (BPDE) was reacted <jats:italic>in vitro<\/jats:italic> with (2'\u2010deoxy)nucleotides and with calf thymus DNA. The modified DNA was enzymatically hydrolyzed to the 5'\u2010monophosphate nucleotides using deoxyribonuclease I (DNA\u2010ase I), nuclease P1 and snake venom phosphodiesterase (SVP). Most of the unmodified nucleotides were removed using solid phase extraction (SPE) in a polystyrene divinylbenzene copolymer. Three adducts could be detected and identified using capillary zone electrophoresis(negative)\u2010ion electrospray ionization\u2010mass spectrometry (CZE\u2010(\u2014)\u2010ESI\u2010MS) in conjunction with sample stacking. This way, not only a BPDE\u2010dGMP adduct [(M\u2014H)<jats:sup>\u2014<\/jats:sup> at <jats:italic>m\/z<\/jats:italic> 648], a well\u2010known nucleotide adduct, could be retrieved, but also a BPDE\u2010dAMP [(M\u2014H)<jats:sup>\u2014<\/jats:sup> at <jats:italic>m\/z<\/jats:italic> 632] and a BPDE\u2010dCMP adduct [(M\u2014H)<jats:sup>\u2014<\/jats:sup> at <jats:italic>m\/z<\/jats:italic> 608] could be detected for the first time. The presence of the prominent ion at <jats:italic>m\/z<\/jats:italic> 195 (the deoxyribose\u2010phosphate ion) in the three low\u2010energy collision\u2010activated decomposition (CAD) spectra indicated that the adducts were formed through base\u2010alkylation. CZE\u2010positive ion ESI\u2010MS\/MS experiments were performed to obtain further information on base\u2010alkylation. The absence of the loss of NH<jats:sub>3<\/jats:sub> from the nucleobase in each CAD spectrum points to an alkylated exocyclic NH<jats:sub>2<\/jats:sub> position of the nucleobase. So, the three adducts could be identified as BPDE\u2010N<jats:sup>2<\/jats:sup>\u2010dGMP, BPDE\u2010N<jats:sup>6<\/jats:sup>\u2010dAMP and BPDE\u2010N<jats:sup>4<\/jats:sup>\u2010dCMP using CZE\u2010ESI\u2010MS and CZE\u2010ESI\u2010MS\/MS.<\/jats:p>","DOI":"10.1002\/elps.200290026","type":"journal-article","created":{"date-parts":[[2002,12,13]],"date-time":"2002-12-13T09:25:44Z","timestamp":1039771544000},"page":"4092-4103","source":"Crossref","is-referenced-by-count":17,"title":["Analysis of benzo[<b><i>a<\/i><\/b>]pyrene diol epoxide\u2010DNA adducts by capillary zone electrophoresis\u2010 electrospray ionization\u2010mass spectrometry in conjunction with sample stacking"],"prefix":"10.1002","volume":"23","author":[{"given":"An V.","family":"Willems","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Dieter L.","family":"Deforce","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Elfriede G.","family":"Van den Eeckhout","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Willy E.","family":"Lambert","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Carlos H.","family":"Van Peteghem","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Andr\u00e9 P.","family":"De Leenheer","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Jan F.","family":"Van Bocxlaer","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2002,12,12]]},"reference":[{"key":"e_1_2_1_2_2","doi-asserted-by":"publisher","DOI":"10.1002\/jms.1190301002"},{"key":"e_1_2_1_3_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0027-5107(97)00096-1"},{"key":"e_1_2_1_4_2","doi-asserted-by":"publisher","DOI":"10.1016\/0378-4347(92)80540-7"},{"key":"e_1_2_1_5_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0027-5107(98)00065-7"},{"key":"e_1_2_1_6_2","first-page":"171","volume-title":"Comprehensive Toxicology","author":"Baird W. 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