5′-(2-Phosphoryl-1,4-dioxobutane) (DOB) is a lesion produced in DNA via a variety of damaging agents. The DOB lesion spontaneously generates cis- and trans-but-2-en-1,4-dial (1) via β-elimination. Cis- and trans-but-2-en-1,4-dial forms exocyclic adducts with nucleosides. We used chemically synthesized DNA containing tritiated DOB incorporated at defined sites to examine the reactivity of cis- and trans-but-2-en-1,4-dial. Although the local DNA sequence does not appear to influence the distribution of nucleoside adducts, we find that DOB generates relatively high yields of cis- and trans-but-2-en-1,4-dial nucleoside adducts that likely are promutagenic.

5'-（2-磷酸基-1,4-二氧代丁烷）（DOB）是DNA中通过多种破坏剂产生的病变。DOB病变通过β-消除作用自发产生顺式和反式-but-2-en-1,4-dial（1）。顺式-和反式-but-2-en-1,4-二聚体与核苷形成环外加合物。我们使用化学合成的DNA，其中包含在限定的位点掺入的ti化的DOB，以检查顺式和反式-but-2-en-1,4-dial的反应性。尽管局部DNA序列似乎不影响核苷加合物的分布，但我们发现DOB产生相对高的顺式和反式产量-but-2-en-1,4-dial核苷加合物可能是引起突变的。