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Nucleic Acids Research, 1977, Vol. 4, No. 2 319-326
© 1977

Articles

Light-induced free radical alkylation of polynucleotides and their enzymatic digestion

David Leonov and Dov Elad

Department of Organic Chemistry, The Weizmann Institute of Science Rehovot, Israel

Received October 26, 1976. Ultraviolet light-induced free radical alkylation with 2-propanol or D-ribose, initiated with di-tert-butyl peroxide, of poly(G), poly(U20G), and poly(A) led to the substitution of the appropriate group for the H-80 atom of the purines and addition across the 5,6-double bond of the pyrimidines. The alkylated polynucleotides were subjected to nucleolytic digestion with several nucleases. T1-RNase digestion of poly(G) irradiated with 2-propanol gave a mixture of the modified and non-modified mononucleotides. Similarly, pancreatic RNase digestion of the irradiated poly(U20G) resulted in a mixture of the appropriate mononucleotides. A T2-RNase treatment of poly(A) irradiated with 2-propanol gave the modified Ado-2':3'-P, while T2.-RNase digestion of poly(A) irradiated with D-ribose led to the cyclic modified mononucleotides, in addition to the modified mononucleotides.


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