Identification of a N7-guanine adduct of 1-bromopropane in calf thymus DNA by mass spectrometry

• Published in: Molecular & cellular toxicology Vol. 12; no. 1; pp. 7 - 14
• Main Authors: Thapa, Pritam, Kim, Eun-Kyung, Nepal, Mahesh Raj, Jeong, Ki Sun, Kang, Mi Jeong, Noh, Keumhan, Lee, Sangkyu, Jeong, Hye Gwang, Lee, Jun-Ho, Jeong, Tae Cheon, Lee, Eung-Seok
• Format: Journal Article
• Language: English
• Published: Incheon The Korean Society of Toxicogenomics and Toxicoproteomics 01.03.2016; 대한독성 유전단백체 학회
• Subjects: Biomedical and Life Sciences; Cell Biology; Life Sciences; Original Paper; Pharmacology/Toxicology; 생물학; 1-Bromopropane; Propyl guanine; Calf thymus DNA; Adduct formation
• ISSN: 1738-642X; 2092-8467
• DOI: 10.1007/s13273-016-0002-5

As a replacement for chlorofluorocarbons that cause ozone depletion, 1-bromopropane has been widely used in work place. In the present study, the formation of N 7 -guanine adduct in DNA by 1-bromopropane was evaluated in vitro to elucidate the possible mechanism of its toxic action. N 7 -Propyl guanine was chemically synthesized and structurally characterized by NMR, UV, HPLC, and liquid chromatographyelectrospray ionization mass spectrometry (LC- ESI MS) for using as a reference standard. An incubation of 2ʹ-deoxyguanosine with 1-bromopropane produced N 7 -propyl adduct, which was identified by UV, HPLC and ESI-MS. In addition, N7-guanine adduct was also identified from the incorporation of calf thymus DNA with 1-bromopropane at the physiological condition by LC-ESI MS. Furthermore, the production of adduct was proportional to the amounts of 1-bromopropane used. These results indicated that the molecular mechanism underlying toxic effects of 1-bromopropane would be associated with the adduct formation on DNA at least in part.