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Structure of Thymine Hydroperoxide produced by X-Irradiation

Abstract

WEISS et al.1 have shown that X-irradiation of aerated aqueous solutions of nucleic acids, pyrimidine nucleotides or pyrimidine bases gives rise to hydroperoxides. In the case of thymine, they proposed the following possible structures: which are in agreement with previous preliminary results from this laboratory2. As the hydroperoxide produced by X-irradiation of thymine was sufficiently stable to permit isolation, the synthesis of compounds corresponding to formulæ I and II was attempted in order to compare them with the products isolated from X-irradiated thymine solutions. Each of these two compounds can presumably exist in two forms, cis and trans:

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References

  1. Scholes, G., Weiss, J., and Wheeler, C. M., Nature, 178, 157 (1956). Daniels, M., Scholes, G., Weiss, J., and Wheeler, C. M., J. Chem. Soc., 226 (1957). Weiss, J., “Les peroxydes organiques en radiobiologie”, 42 (Masson, Paris, 1958).

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EKERT, B., MONIER, R. Structure of Thymine Hydroperoxide produced by X-Irradiation. Nature 184, BA58–BA59 (1959). https://doi.org/10.1038/184058a0b

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