Spiroiminodihydantoin is the major product of the 8-oxo-7,8-dihydroguanosine reaction with peroxynitrite in the presence of thiols and guanosine photooxidation by methylene blue.

Spiroiminodihydantoin is the major product of the 8-oxo-7,8-dihydroguanosine reaction with peroxynitrite in the presence of thiols and guanosine photooxidation by methylene blue.
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DOI:
10.1021/ol006993n
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发表时间:
2001-03
期刊:
影响因子:
5.2
通讯作者:
J. Niles;J. Wishnok;S. Tannenbaum
J. Niles;J. Wishnok;S. Tannenbaum
中科院分区:
化学1区
文献类型:
--
作者:
J. Niles;J. Wishnok;S. Tannenbaum

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[反应:见正文]。强氧化剂过氧亚硝酸盐将氧化8-氧代-7,8-二氢鸟苷,得到几种产物。在硫醇试剂的存在下,主要的最终产物已被确定为螺亚氨基二乙内酰脲化合物。此外,我们发现螺亚氨基二乙内酰脲,而不是以前报道的4-羟基-8-氧代-4,8-二氢鸟苷,是在亚甲蓝介导的鸟苷光氧化过程中形成的主要最终产物。
[reaction: see text]. The potent oxidant, peroxynitrite, will oxidize 8-oxo-7,8-dihydroguanosine to give several products. In the presence of a thiol agent, the major final product has been determined to be a spiroiminodihydantoin compound. Additionally, we have found that the spiroiminodihydantoin, and not the previously reported 4-hydroxy-8-oxo-4,8-dihydroguanosine, is the major final product formed during the methylene blue-mediated photooxidation of guanosine.