Reaction of N-n-butyl-N-nitrosourea with DNA in vitro.
N-n-[1-14C]Butyl-N-nitrosourea was synthesized from n-[1-14C]butanol and incubated at physiological conditions (pH 7.2; 37 degrees C) with calf thymus DNA in vitro. Following mild acid hydrolysis, purine bases were separated by Sephadex G-10 and cation exchange chromatography. 3-n-Butyladenine, 7-n-butylguanine and O6-n-butylguanine were identified as major reaction products. The O6-/7-butylguanine ratio was 0.69, indicating that the relative extent of oxygen alkylation by n-butylnitrosourea is similar to that produced by ethylnitrosourea.
Ortlieb
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Abteilung Neuropathologie, Pathologisches Institut der Universität Freiburg, GFR.
Kleihues
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D000225:Adenine / Q000378:metabolism; D000478:Alkylation; D000818:Animals; D002250:Carbon Radioisotopes; D002273:Carcinogens / Q000378:metabolism / Q000633:toxicity*; D002417:Cattle; D002852:Chromatography, Ion Exchange; D004247:DNA / Q000187:drug effects* / Q000378:metabolism; D004249:DNA Damage; D006147:Guanine / Q000031:analogs & derivatives* / Q000378:metabolism; D007553:Isotope Labeling; D009607:Nitrosourea Compounds / Q000378:metabolism / Q000633:toxicity*; D013056:Spectrophotometry, Ultraviolet
D002250:Carbon Radioisotopes; D002273:Carcinogens; D009607:Nitrosourea Compounds; D006147:Guanine; C046953:O(6)-n-butylguanine; C002738:N-nitrosobutylurea; D004247:DNA; D000225:Adenine