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The influence of analogs of xanthine on the mutagenic effect of ultraviolet light

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Summary

Eight compounds can be added to those purine analogs which give synergistic effects with ultraviolet light: 1,3,7,9-tetra-methylxanthine methyl sulfate, 8-chlorocaffeine, ethyltheophylline, 6-dimethylaminopurine, 6-methoxypurine, 8-ethoxycaffeine, 1,3-dimethyl uric acid and 3-methyl uric acid. It appears likely that these are merely representatives of the class of methyl purines, and that other compounds are also active. The synergistic activity varies among the compounds investigated; some give a synergistic effect slightly higher than caffeine, but apparently act by the same mechanism. The height of effect of all of the synergistic purine analogs has been correlated with the stability of the structures determined by inductive effects and steric hindrance. The lack of activity with pyrimidines (l-methyl thymine and 1,3-dimethyluracil) leads to the conclusion that both rings (7,8,9 positions) of the purine molecule are necessary for the synergistic effect.

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References

  • Boyce, R. P., and P.Howard-Flanders: Release of ultraviolet light induced thymine dimers from DNA inEscherichia coli K12. Proc. nat. Acad. Sci. (Wash.)51, 293–300 (1964).

    Google Scholar 

  • Bredereck, H., G.Kupsch u. H.Wieland: Desoxyharnsäure: Ihre Konstitution als Xanthium-Betaine und neue Synthesen. Chem. Ber.92, 566–582 (1959).

    Google Scholar 

  • Doneson, I., and D. M.Shankel: Mutational synergism between radiations and methylated purines inEscherichia coli. J. Bact.87, 61–67 (1963).

    Google Scholar 

  • Harm, W.: Differential effects of acriflavine and caffeine on various ultraviolet-irradiatedEscherichia coli strains and Tl phage. Mutation Res.4, 93–110 (1967).

    PubMed  Google Scholar 

  • Lederberg, J.: Streptomycin resistance: a genetically recessive mutation. J. Bact.61, 549–550 (1951).

    PubMed  Google Scholar 

  • Lieb, M.: Enhancement of ultraviolet-induced mutation in bacteria by caffeine. Z. Vererbungsl.92, 416–429 (1961).

    Google Scholar 

  • Metzger, K.: On the dark reactivation mechanism in ultraviolet-irradiated bacteria. Biochem. biophys Res. Commun.15, 101–109 (1964).

    Google Scholar 

  • Setlow, R. B., and W. L.Carrier: The disappearance of thymine dimers from DNA; an error correcting mechanism. Proc. nat. Acad. Sci. (Wash.)51, 226–231 (1964).

    Google Scholar 

  • Shankel, D. M.: Mutational synergism of ultraviolet light and caffeine inEscherichia coli. J. Bact.84, 410–415 (1962).

    Google Scholar 

  • Shuster, R. C., and R. P.Boyce: The excision of thymine dimer from the DNA of UV-irradiated E. coli. 15T-A-U- during thymine deprivation. Biochem. biophys. Res. Commun.16, 489–495 (1964).

    PubMed  Google Scholar 

  • Witkin, E. M.: Modification of mutagenesis initiated by ultraviolet light through post-treatment of bacteria with basic dyes. J. cell. comp. Physiol., Suppl.1, 135–144 (1961).

    Google Scholar 

  • Wulff, D. L., and C. S.Rupert: Disappearance of thymine photodimer in ultraviolet-irradiated DNA upon treatment with a photoreactivating enzyme from Baker's yeast. Biochem. biophys. Res. Commun.7, 237–240 (1962).

    PubMed  Google Scholar 

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Communicated byCh. Auerbach

This work was supported by the National Institutes of Health Research Grant AI-05340, the University of Kansas General Research Fund, and an N.I.H. Training Grant (5 T1 GM-703) to the Department of Microbiology.

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Sideropoulos, A.S., Lumb, J.R. & Shankel, D.M. The influence of analogs of xanthine on the mutagenic effect of ultraviolet light. Molec. Gen. Genet. 102, 102–107 (1968). https://doi.org/10.1007/BF01789136

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  • DOI: https://doi.org/10.1007/BF01789136

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