Reaction products of styrene oxide with deoxynucleosides and DNA in vitro.
The reaction of styrene oxide with deoxynucleosides and DNA were carried out in aqueous conditions at pH 7.4 and in acetic acid, to prepare large quantities of reaction products. The purification of the products were performed by HPLC and characterized by UV spectra in neutral, acid and alkali pH. The main products identified were 7-, N2-, O6-alkyldeoxyguanosine, 1-, N6-alkyldeoxyadenosine, N4-, 3-, and O2-alkyldeoxycytidine. In acetic acid additionally 3-alkyladenine and O4-alkylthymidine were formed. In DNA incubations the dominant product isolated was 7-alkylguanine. N2-guanine was also detected.
Savela
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Hemminki
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D000478:Alkylation; D001665:Binding Sites; D004247:DNA / Q000378:metabolism*; D003853:Deoxyribonucleosides / Q000378:metabolism*; D004852:Epoxy Compounds / Q000378:metabolism* / Q000633:toxicity; D004988:Ethers, Cyclic / Q000378:metabolism*; D006863:Hydrogen-Ion Concentration; D066298:In Vitro Techniques
D003853:Deoxyribonucleosides; D004852:Epoxy Compounds; D004988:Ethers, Cyclic; D004247:DNA; C013690:styrene oxide