Journal
CHEMICAL RESEARCH IN TOXICOLOGY
Volume 14, Issue 6, Pages 738-745Publisher
AMER CHEMICAL SOC
DOI: 10.1021/tx010009u
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Funding
- NCI NIH HHS [CA40463] Funding Source: Medline
- NCRR NIH HHS [P41RR00954] Funding Source: Medline
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UVC irradiation of oligodeoxynucleotides (ODNs) at 254 nm generates two types of DNA photoproducts, A=A and (AA)*, at adjacent adenine sites in DNA. Kumar ct al. previously proved the structure of these adducts in dinucleoside monophosphates [Kumar, S., ct al. (1987) Nucleic Acids Res. 15, 1199-1216; Kumar, S., et al. (1991) Nucleic Acids Res. 19, 2841-2847]. Product-ion spectra of ESI-produced [M - 2H](2-) ions of the ODNs containing the dimeric adenine photoproducts show distinctive fragmentation that is informative of the structures of the photoproducts. The gas-phase cleavages of ODNs at sites of those photoproducts and thymine thymine or thymine adenine ((TA)*) photoproducts are analogous to cleavages induced by hot alkaline treatment. Nuclease-P1 digestions of ODNs containing dimeric adenine photoproducts give shorter pieces of ODNs bearing the photoproducts, which fragment under collisional activation conditions in a similar way to the large ODNs containing the photoproducts. The tandem mass spectrometric results show that the yield of(AA):* is lower than that of A=A when adjacent adenines are in the middle of an ODN sequence, and the yield of the latter is similar to that of (TA)*.
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