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Nucleic Acids Research, 1985, Vol. 13, No. 24 9011-9029
© 1985

Articles

Malondialdehyde precursors in gamma-irradiated DNA, deoxynucleotides and deoxynucleosides

Mike F. Janicek, William A. Haseltine and William D. Henner

Laboratory of Biochemical Pharmacology, Dana-Farber Cancer Institute Boston, MA 02115, USA

Received July 22, 1985. Revised November 15, 1985. Accepted November 15, 1985.

Gamma-irradiation of DNA, deoxynucleosides, or deoxynucleotides produces material that reacts with thiobarbituric acid to form a chromophore with maximum absorbance at 532 nm. This material is not malondialdehyde. We have identified a new radiation product (thyain-1'-y1)-propenal as the TBA-reactive product of gamma-irradiation of thymidine. Thymine-propenal has been described by other inveitigators as a product of bleomycin-treatment of DNA. Irradiation of thymidine nuclaotides produces phosphorylated precursors to thymine-propanal. Studies of the requirements for formation of TBA-reactivity indicate a mechanism involving reaction of a free radical with the deoxyriboae moiaty and molecular oxygen.

On the basia of these reaults it is proposed that gamma-irradiation produces TBA-reactive matarial in DNA by the same reaction sequence in which bleomycin catalyzes the formation of base-propenals in DNA. Blaomycin and gamaa-irradiation differ in the extent to which the sequence proceeds to completion with release of free base-propenals.


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