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Nucleic Acids Research, 1984, Vol. 12, No. 20 7903-7914
© 1984

Articles

The photoreactivity of T-A sequences in oligodeoxyribonucieotides and DNA

Samarendra N. Bose+ and R.Jeremy H. Davies

Biochemistry Department, Medical Biology Centre, Queen's University Belfast BT9 7BL, UK

Received August 30, 1984. Accepted September 24, 1984.

Photoaddition between adjacent adenine and thymine bases occurs, with a quantum yield of {small tilde}5x10–4 mol einstein–1, when d(T-A), dT-A, d(pT-A), d(T-A-T), d(T-A-T-A) and poly(dA-dT) are irradiated, at 254 nm, in aqueous solution. The photoadduct thus formed is specifically degraded by acid to the fluorescent heterocyclic base 6-methylimidazo [4,5-b]pyridin-5-one (6-MIP) with retention of C(8) of adenine and the methyl group of thymine. This reaction, coupled with either spectrofluorimetric or radiochemlcal assay of 6-NIP isolated by high voltage paper electrophoresis, has been used to demonstrate formation of the adenine-thymine photoadduct on UV irradiation of poly(dA-dT). poly(dA-dT) and both native and denatured DNA from calf thymus and E.coli. Estimated quantum yields for this new type of photoreaction in DNA show that it is substantially quenched by base pairing. Possible biological implications of the photoreaction are discussed.

+Present address: Chemistry Department, North Bengal University, Dt. Darjeeling, W.Bengal, India.


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