PMID: 698191Jul 25, 1978Paper

Light-induced free-radical reactions of nucleic acid constituents. Effect of sequence and base--base interactions on the reactivity of purines and pyrimidines in ribonucleotides

Biochemistry
E LivnehJ Sperling

Abstract

The reaction with 2-propanol of purines and pyrimidines, induced photochemically with light of lambda greater than 300 nm and di-tert-butyl peroxide as an initiator, was applied to a variety of adenosine-, guanosine-, and uridine-containing ribonucleotides in order to determine the rules which govern the reactivity of the heterocyclic bases of nucleotides. The reactivity of the purine moieties was found to depend on the conformation of the appropriate nucleotide (anti or syn) and on the site of binding of the phosphate group to the ribose moiety. Adenosine moieties (assuming an anti conformation) blocked at their 3'-hydroxyl reacted faster than those blocked at their 5'-hydroxyl. The reactivity of the guanosine moieties (tending to assume a syn conformation) was independent of the site of binding of the phosphate. The uridine moieties of the various nucleotides exhibited a wide range of reactivity. A correlation between the reactivity of the uridines and their involvement in stacking interactions with next- and second-neighboring purines could be made. Thus, the uridine moieties of U-U-U, G-U, U-G, A-U-A, and A-U-G were reactive, while those of A-U and A-U-U were unreactive. The relative reactivity of uridine moieties of nucleo...Continue Reading

References

Oct 1, 1976·Photochemistry and Photobiology·Z LorberbaumD Elad
Jun 4, 1974·Biochemical and Biophysical Research Communications·J Salomon, D Elad
Mar 1, 1973·Photochemistry and Photobiology·R Ben-IshaiJ Salomon
Jan 1, 1973·Biopolymers·L S KanP O Ts'o
Aug 1, 1966·Journal of Molecular Biology·T A Sundararajan, R E Thach

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Citations

Nov 1, 1979·Proceedings of the National Academy of Sciences of the United States of America·Z LivnehJ Sperling
Aug 1, 1980·Photochemistry and Photobiology·Z LivnehJ Sperling
Apr 1, 1986·Photochemistry and Photobiology·E Livneh, J Sperling
Jan 1, 1980·Annals of the New York Academy of Sciences·R SperlingJ Sperling
Jun 1, 1989·Gastroenterologia Japonica·T InagakiK Kato

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