Radiation chemistry of nucleic acids: characterization of thymine hydroxy-hydroperoxides.

Radiation chemistry of nucleic acids: characterization of thymine hydroxy-hydroperoxides.
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核酸的辐射化学:胸腺嘧啶羟基氢过氧化物的表征。

DOI:
10.1016/s0006-291x(74)80085-9
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发表时间:
1974
影响因子:
3.1
通讯作者:
R. Tedule
R. Tedule
中科院分区:
生物学4区
文献类型:
--
作者:
J. Cadet;R. Tedule

文献摘要

被引文献

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胸腺嘧啶在充气水溶液(10 mM)中在pH 6.5下在γ辐照下产生的胸腺嘧啶的四种羟基氢过氧化物,即顺式6-氢过氧基-5-羟基-5,6-二氢胸腺嘧啶1(G = 0.22);顺式5-氢过氧基-6-羟基-5,6-二氢胸腺嘧啶2(G = 0.04);反式6-氢过氧基-5-羟基-5,6-二氢胸腺嘧啶3(G = 0.42);反式5-氢过氧基-6-羟基-5,6-二氢胸腺嘧啶4(G = 0.08)。用H_2S或DMSO还原顺式过氧化氢得到顺式胸腺嘧啶乙二醇,用同样的方法,反式过氧化氢得到反式胸腺嘧啶乙二醇。当羟基位于6位时,观察到双峰JOH 6-H6。在双共振实验中,当H-6质子被辐照时,这种双重态坍缩成单重态。
The four hydroxyhydroperoxides of thymine produced at pH 6.5 under γ irradiation of thymine in an aerated aqueous solution (10 mM) i.e. cis 6-hydroperoxy-5-hydroxy-5,6-dihydrothymine1(G = 0.22); cis 5-hydroperoxy-6-hydroxy-5,6-dihydrothymine2(G = 0.04); trans 6-hydrperoxy-5-hydroxy-5,6-dihydrothymine3(G = 0.42); trans 5-hydroperoxy-6-hydroxy-5,6-dihydrothymine4(G = 0.08) have been isolated, synthesized and unambiguously characterized. The cis peroxides gave by H2S or DMSO reduction cis thymine glycol and, in the same way, trans peroxide yielded trans thymine glycol.NMR spectra of1, 3, 4enabled us to determine unambiguously the position of the OOH group on the pyrimidic ring. When the hydroxyl group was located at position 6 a doublet JOH6-H6was observed. This doublet collapsed into a singlet when H-6 proton was irradiated in double resonance experiments.