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Nucleic Acids Research, 1991, Vol. 19, No. 8 1773-1778
© 1991

CHEMISTRY

Photo-induced formation of the 2-deoxyribonolactone-containing nucleotide for d(ApCpA); effects of neighboring bases and modification of deoxycytidine

Hidehito Urata and Masao Akagi*

Osaka University of Pharmaceutical Sciences 2-10-65 Kawai, Matsubara, Osaka 580, Japan

* To whom correspondence should be addressed

Received January 28, 1991. Revised March 20, 1991. Accepted March 20, 1991.

Previously, we reported the formation of a 2-deoxyrlbonoiactone-containing nucleotide by UV irradiation of d(ApCpA). in this paper, we report some mechanical feature of this novei photoreaction. From the results of photolysis of d(GpCpG), this reaction is independent of neighboring bases. On photolysis of deoxycytidine at acidic pH, 2-deoxyrlbonolactone was produced with 74.2% Isolated yieid. And effects of some modifications of deoxycytidine were investigated. The results suggest that hydrates are possible intermediates for this reaction and the protonatlon may be essential not for deoxycytldine, but for the intermediates.


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